Asking Good Questions with Edward Roske Thu, 03 Sep 2026 09:00:02 -0400 https://askinggoodquestions.co/ en-us © 2026 Asking Good Questions with Edward Roske yes fda8baf3-b741-5c56-a482-2c5b4043a796 anita@askinggoodquestions.co Edward Roske episodic false  In this podcast, we explore the CFO's office's past, present, and future, examining how technology and AI are transforming finance. Join Edward Roske and referents as they discuss innovative ways to enhance the role, optimize processes, and shape the future of financial leadership. 

Designed for CFOs and finance leaders, each episode provides actionable insights into leveraging technology to drive growth, improve efficiency, and address challenges.

With an engaging tone, the podcast simplifies complex concepts, covering topics like automating tasks, real-time data analysis, and strategic planning. 

Key themes include the shift from traditional finance methods to innovative, technology-driven processes and real-world examples like scenario modeling and automated reporting.

The podcast also highlights future trends, such as generative AI for forecasting and advanced analytics for decision-making, promising to shape financial management. Edward Roske inspires listeners with practical advice and tools to embrace technology confidently.

Tune in for strategies to thrive in the evolving financial landscape.

]]> Buzzsprout (https://www.buzzsprout.com) Finance Leadership, CFO Insights, Corporate Finance, Risk Management, Business Technology, AI in Finance, Future of Work, Supply Chain Solutions, Digital Transformation, Business Resilience, Strategic Planning, Finance Strategy Edward Roske anita@askinggoodquestions.co https://storage.buzzsprout.com/db2gz8jpq0whwu0ubqh0i587l5fo?.jpg Asking Good Questions with Edward Roske https://askinggoodquestions.co/ Edward Roske Ana Massacane I'm More Worried About Humans Than AI | Idoia Salazar I'm More Worried About Humans Than AI | Idoia Salazar
Idoia is the President of OdiseIA, Spain's observatory on the social and ethical impact of AI, and she helped build Europe's first AI regulatory sandbox. She teaches and writes books on top of that. I asked her whether the urgent job of the decade is rewriting AI law. She said school. The skills that survive this wave are human ones, and we're not teaching them fast enough.

She is afraid of people. "We are going to become a society very easy to be manipulated. For me, this is one of the biggest risks of artificial intelligence." Later she put it flatter, and that line became the title of this episode. "I'm more worried about humans than the technology."

We spend a while on which science fiction movie actually got AI right, which turns into her explaining that the sci-fi you grew up on shapes how your whole culture feels about robots (she'd just come back from Keio University in Tokyo, where the stories people grew up on made robots the friendly ones). People are marrying chatbots now. She has a book coming in November about AI twins.

I also made her sit through my Clorox-and-Windex safety test. I ask every new model whether mixing them gets me the best of both. ChatGPT thinks it's funny. Claude gets offended, so these days I go back afterward and admit I was only testing it. (Just in case.)

I'm Edward Roske, and this is Asking Good Questions. New conversations with the people figuring out the human side of AI. If one of these questions stuck with you, subscribe and send it to someone who'd take the other side.

Idoia speaks at the Caribbean AI Summit this October in San Juan. Her whole Summit talk fits in one breath: do not be afraid, get ready. San Juan this October is a good place to start: CaribbeanSummit.AI

LINKS
Caribbean AI Summit (Idoia speaks, Oct 9-10): https://CaribbeanSummit.AI
Idoia's site: https://idoiasalazar.com
OdiseIA4Good foundation: https://www.odiseia4good.org
Idoia on LinkedIn: https://www.linkedin.com/in/idoiasalazar/

BOOKS & RESEARCH MENTIONED
Idoia's new book on AI twins and the universal AI assistant (out in November)
OdiseIA (Spain's observatory on the social and ethical impact of AI)
The EU AI Act and Europe's first AI regulatory sandbox
The A2A protocol (her HTTP comparison, agents talking to agents)
The sci-fi tour: 1984, Animal Farm, Brave New World, Terminator, Her, Back to the Future Part II
Also mentioned: ChatGPT, Claude, Keio University in Tokyo

This episode of Asking Good Questions is brought to you by Caprus.Ai.

Check how we empower the office of the CFO to harness the transformative potential of artificial intelligence (AI) and revolutionize their operations.

]]>
Idoia is the President of OdiseIA, Spain's observatory on the social and ethical impact of AI, and she helped build Europe's first AI regulatory sandbox. She teaches and writes books on top of that. I asked her whether the urgent job of the decade is rewriting AI law. She said school. The skills that survive this wave are human ones, and we're not teaching them fast enough.

She is afraid of people. "We are going to become a society very easy to be manipulated. For me, this is one of the biggest risks of artificial intelligence." Later she put it flatter, and that line became the title of this episode. "I'm more worried about humans than the technology."

We spend a while on which science fiction movie actually got AI right, which turns into her explaining that the sci-fi you grew up on shapes how your whole culture feels about robots (she'd just come back from Keio University in Tokyo, where the stories people grew up on made robots the friendly ones). People are marrying chatbots now. She has a book coming in November about AI twins.

I also made her sit through my Clorox-and-Windex safety test. I ask every new model whether mixing them gets me the best of both. ChatGPT thinks it's funny. Claude gets offended, so these days I go back afterward and admit I was only testing it. (Just in case.)

I'm Edward Roske, and this is Asking Good Questions. New conversations with the people figuring out the human side of AI. If one of these questions stuck with you, subscribe and send it to someone who'd take the other side.

Idoia speaks at the Caribbean AI Summit this October in San Juan. Her whole Summit talk fits in one breath: do not be afraid, get ready. San Juan this October is a good place to start: CaribbeanSummit.AI

LINKS
Caribbean AI Summit (Idoia speaks, Oct 9-10): https://CaribbeanSummit.AI
Idoia's site: https://idoiasalazar.com
OdiseIA4Good foundation: https://www.odiseia4good.org
Idoia on LinkedIn: https://www.linkedin.com/in/idoiasalazar/

BOOKS & RESEARCH MENTIONED
Idoia's new book on AI twins and the universal AI assistant (out in November)
OdiseIA (Spain's observatory on the social and ethical impact of AI)
The EU AI Act and Europe's first AI regulatory sandbox
The A2A protocol (her HTTP comparison, agents talking to agents)
The sci-fi tour: 1984, Animal Farm, Brave New World, Terminator, Her, Back to the Future Part II
Also mentioned: ChatGPT, Claude, Keio University in Tokyo

This episode of Asking Good Questions is brought to you by Caprus.Ai.

Check how we empower the office of the CFO to harness the transformative potential of artificial intelligence (AI) and revolutionize their operations.

]]> Edward Roske Buzzsprout-19739297 Thu, 03 Sep 2026 09:00:00 -0400 2742 3 7 full false Puerto Rico's First Unicorn Starts at a Hackathon | Pedro Cruz Puerto Rico's First Unicorn Starts at a Hackathon | Pedro Cruz
Pedro's thesis comes out of that story. A fresh ChatGPT session knows nothing about you. Context is what makes AI useful, and locals are the context. I ended up summarizing it back to him as AI built for Puerto Rico beating AI imported to it.

But the line I keep coming back to is darker: nobody is coming to fix the island. "We shouldn't expect it to change. We need to create that change." Singapore did it in 50 years. Pedro's mechanism is the hackathon he's leading at the Caribbean AI Summit: get hundreds of people building, and in a year or two, maybe a unicorn, maybe two.

He also co-founded an AR startup (MeshMap, a few million raised), there's an AI-designed Obama statue in Old San Juan that nobody asked for, a surprise pivot into nuclear energy, and a roast where he made me feel geologically old (I'm 52, his parents are 53). And I spent a good minute proposing that Waymo prove itself on an island where the distance markers are in kilometers and the speed limits are in miles per hour.

I'm Edward Roske, and this is Asking Good Questions. New conversations with the people figuring out the human side of AI. If one of these questions stuck with you, subscribe and send it to someone who'd take the other side.

Pedro leads the hackathon at the Caribbean AI Summit this October in San Juan. Come build the unicorn: CaribbeanSummit.AI

LINKS
Caribbean AI Summit (Pedro leads the hackathon, Oct 9-10): https://CaribbeanSummit.AI
Pedro on LinkedIn: https://www.linkedin.com/in/pedrocruztech/
Pedro's site: https://pedrocruz.io
Pedro on Instagram and X: @pedrocruztech

BOOKS & RESEARCH MENTIONED
DroneAid (Pedro's post-Maria SOS-detection project, IBM hackathon winner)
MeshMap (his AR startup; Magic Leap experiences in New York)
BrainHi (the Puerto Rico startup that went through Y Combinator)
The BONUS nuclear reactor in Rincón (Puerto Rico's 1960s experiment)
Also mentioned: ChatGPT, Claude, Pokemon Go, Waymo, FarmVille, the Wayback Machine

This episode of Asking Good Questions is brought to you by Caprus.Ai.

Check how we empower the office of the CFO to harness the transformative potential of artificial intelligence (AI) and revolutionize their operations.

]]>
Pedro's thesis comes out of that story. A fresh ChatGPT session knows nothing about you. Context is what makes AI useful, and locals are the context. I ended up summarizing it back to him as AI built for Puerto Rico beating AI imported to it.

But the line I keep coming back to is darker: nobody is coming to fix the island. "We shouldn't expect it to change. We need to create that change." Singapore did it in 50 years. Pedro's mechanism is the hackathon he's leading at the Caribbean AI Summit: get hundreds of people building, and in a year or two, maybe a unicorn, maybe two.

He also co-founded an AR startup (MeshMap, a few million raised), there's an AI-designed Obama statue in Old San Juan that nobody asked for, a surprise pivot into nuclear energy, and a roast where he made me feel geologically old (I'm 52, his parents are 53). And I spent a good minute proposing that Waymo prove itself on an island where the distance markers are in kilometers and the speed limits are in miles per hour.

I'm Edward Roske, and this is Asking Good Questions. New conversations with the people figuring out the human side of AI. If one of these questions stuck with you, subscribe and send it to someone who'd take the other side.

Pedro leads the hackathon at the Caribbean AI Summit this October in San Juan. Come build the unicorn: CaribbeanSummit.AI

LINKS
Caribbean AI Summit (Pedro leads the hackathon, Oct 9-10): https://CaribbeanSummit.AI
Pedro on LinkedIn: https://www.linkedin.com/in/pedrocruztech/
Pedro's site: https://pedrocruz.io
Pedro on Instagram and X: @pedrocruztech

BOOKS & RESEARCH MENTIONED
DroneAid (Pedro's post-Maria SOS-detection project, IBM hackathon winner)
MeshMap (his AR startup; Magic Leap experiences in New York)
BrainHi (the Puerto Rico startup that went through Y Combinator)
The BONUS nuclear reactor in Rincón (Puerto Rico's 1960s experiment)
Also mentioned: ChatGPT, Claude, Pokemon Go, Waymo, FarmVille, the Wayback Machine

This episode of Asking Good Questions is brought to you by Caprus.Ai.

Check how we empower the office of the CFO to harness the transformative potential of artificial intelligence (AI) and revolutionize their operations.

]]> Edward Roske Buzzsprout-19739304 Tue, 01 Sep 2026 18:57:35 -0400 2872 3 6 full false You Can't Prompt Your Way to a Flying Car | Tim Berglund You Can't Prompt Your Way to a Flying Car | Tim Berglund
Then in December 2025 he opened Claude Code and said it on tape: "Okay, this is real."

So I asked him what he sees now that he didn't see in the twenty years he spent calling this a trick. Coding got cheap, and cheap coding exposed the true limiting factor, which is that it's hard to make things that don't suck. His words: coming up with a good idea, still hard. Designing a product interface, still hard. Seven months into the agentic revolution, Jira has not suddenly become good. (Check your own tools and tell me he's wrong.)

He's completely sold on the tool and completely unsold on the idea that there's a mind in there. It talks like a mind, but it's not one. We dig into why the first machine that uses language the way we do keeps fooling our theory-of-mind reflex, whether AI is making work better or just faster, what the Turing test is worth now that it's been passed and gotten boring, ELIZA pulling the same trick in 400 lines of code back in the sixties, and why his firmware is still handcrafted, artisanal, small-batch C++ (like making your own furniture out of wood).

Also in here: the day Claude Opus started calling the other agents its siblings (that terminology did not come from me), the Postmodernism Generator as 1990s proto-slop, the bicycle being invented after photography, and my air-band machine. I have played Ode to Joy on an air piano. It was not quite as much fun as I thought it would be. (The air drums are just clank, clank, clank.)

I'm Edward Roske, and this is Asking Good Questions. New conversations with the people figuring out the human side of AI. If one of these questions stuck with you, subscribe and send it to someone who'd take the other side.

Tim speaks at the Caribbean AI Summit this October in San Juan, on the real history of AI. He gave me a taste of it in this episode and offered to give me the rest, which I turned down so he'd still have a talk to give. Come find us: CaribbeanSummit.AI

LINKS
Caribbean AI Summit (Tim speaks, Oct 9-10): https://CaribbeanSummit.AI
Tim's site (writing, talks, Substack): https://timberglund.com
Tim on X: https://x.com/tlberglund

BOOKS & RESEARCH MENTIONED
The Dartmouth workshop (the 1950s proposal that kicked off AI as a field)
ELIZA, Joseph Weizenbaum's 1960s chatbot (Tim: about 400 lines of code)
The Postmodernism Generator (the 90s fake-essay site Tim cites as proto-slop)
The Turing test (passed, and passe, per this conversation)
The Hitchhiker's Guide to the Galaxy, Douglas Adams (my fault, as usual)
Also mentioned: Claude Code, Claude Opus 4.8 and Sonnet 5, Apache Kafka

This episode of Asking Good Questions is brought to you by Caprus.Ai.

Check how we empower the office of the CFO to harness the transformative potential of artificial intelligence (AI) and revolutionize their operations.

]]>
Then in December 2025 he opened Claude Code and said it on tape: "Okay, this is real."

So I asked him what he sees now that he didn't see in the twenty years he spent calling this a trick. Coding got cheap, and cheap coding exposed the true limiting factor, which is that it's hard to make things that don't suck. His words: coming up with a good idea, still hard. Designing a product interface, still hard. Seven months into the agentic revolution, Jira has not suddenly become good. (Check your own tools and tell me he's wrong.)

He's completely sold on the tool and completely unsold on the idea that there's a mind in there. It talks like a mind, but it's not one. We dig into why the first machine that uses language the way we do keeps fooling our theory-of-mind reflex, whether AI is making work better or just faster, what the Turing test is worth now that it's been passed and gotten boring, ELIZA pulling the same trick in 400 lines of code back in the sixties, and why his firmware is still handcrafted, artisanal, small-batch C++ (like making your own furniture out of wood).

Also in here: the day Claude Opus started calling the other agents its siblings (that terminology did not come from me), the Postmodernism Generator as 1990s proto-slop, the bicycle being invented after photography, and my air-band machine. I have played Ode to Joy on an air piano. It was not quite as much fun as I thought it would be. (The air drums are just clank, clank, clank.)

I'm Edward Roske, and this is Asking Good Questions. New conversations with the people figuring out the human side of AI. If one of these questions stuck with you, subscribe and send it to someone who'd take the other side.

Tim speaks at the Caribbean AI Summit this October in San Juan, on the real history of AI. He gave me a taste of it in this episode and offered to give me the rest, which I turned down so he'd still have a talk to give. Come find us: CaribbeanSummit.AI

LINKS
Caribbean AI Summit (Tim speaks, Oct 9-10): https://CaribbeanSummit.AI
Tim's site (writing, talks, Substack): https://timberglund.com
Tim on X: https://x.com/tlberglund

BOOKS & RESEARCH MENTIONED
The Dartmouth workshop (the 1950s proposal that kicked off AI as a field)
ELIZA, Joseph Weizenbaum's 1960s chatbot (Tim: about 400 lines of code)
The Postmodernism Generator (the 90s fake-essay site Tim cites as proto-slop)
The Turing test (passed, and passe, per this conversation)
The Hitchhiker's Guide to the Galaxy, Douglas Adams (my fault, as usual)
Also mentioned: Claude Code, Claude Opus 4.8 and Sonnet 5, Apache Kafka

This episode of Asking Good Questions is brought to you by Caprus.Ai.

Check how we empower the office of the CFO to harness the transformative potential of artificial intelligence (AI) and revolutionize their operations.

]]> Edward Roske Buzzsprout-19681504 Fri, 21 Aug 2026 11:03:04 -0400 2622 3 5 full false With AI, the Winners Will Be the Small Companies | Juan Carlos Pedreira With AI, the Winners Will Be the Small Companies | Juan Carlos Pedreira
He'd know: he co-founded the Social Business Hub, a digital consultancy in San Juan, and for 15-plus years he's been dragging traditional media companies (Teleonce, Spanish Broadcasting System, Telecinco, and others) into the digital age, and now the AI one. He advises businesses across Puerto Rico, the Dominican Republic, Costa Rica, and Panama, so he sees who's moving and who's stuck. And right now he's running a project where four people do work that used to take five or ten.

We get into the two kinds of workers showing up inside every company: the rogue AI person with all the tools, and the one still feeding the fax machine. His dad's IBM XT makes an appearance, along with the accountant who went from "I lost my job" to all in, which Juan Carlos says is happening again right now at super hyper speed.

Also in here: why AI belongs with the CEO instead of the IT department, what happens when 800 or 900 million people get handed a very powerful tool without instructions (his numbers), the client Excel report that took a full day and now takes minutes, and my confession that I've got fourteen agents running right now, and that managing them has somehow become a 24/7 job (they do not sleep, which sounded like a feature when I set them up).

His two-year prediction: the gap between small and big gets wider, driven by upstarts completely off the radar. I think we're not far from the first one-person billion-dollar company. At one point I told him I had about 45 follow-up questions and genuinely didn't know which one to ask first. Come see which one I picked.

I'm Edward Roske, and this is Asking Good Questions. New conversations with the people figuring out the human side of AI. If one of these questions stuck with you, subscribe and send it to someone who'd take the other side.

Juan Carlos speaks at the Caribbean AI Summit this October in San Juan. His talk: "AI for Humans: How a Small Business Can Now Out-Compete a Fortune 500 Without Hiring a Single Engineer." Come find us: CaribbeanSummit.AI

LINKS
Caribbean AI Summit (Juan Carlos speaks, Oct 9-10): https://CaribbeanSummit.AI
Social Business Hub (SBH Digital), Juan Carlos's consultancy: https://sbhdigital.com
Juan Carlos on LinkedIn: https://www.linkedin.com/in/juancpedreira/
Juan Carlos on X: https://x.com/juancpedreira (on air he calls X his "social media drug")

BOOKS & RESEARCH MENTIONED
The PR Digital Trends Study 2026 (Estudios Tecnicos + the SME Digital & Innovation Forum, May 2026), the study Juan Carlos cites: https://newsismybusiness.com/puerto-rico-digital-media-use-hits-95-in-2026-study/
"The AI Daily Brief" with Nathaniel Whittemore, the daily AI podcast Edward listens to every day (he blends the name to "the AI Daily Breakdown" on air; this is the real show): https://aidailybrief.ai
Anthropic's AI courses (where Juan Carlos points business owners who ask him where to start)
Also mentioned: Claude, Claude Code, and Claude Cowork; MCP connectors; QuickBooks; Shopify; LinkedIn Learning; Coursera

This episode of Asking Good Questions is brought to you by Caprus.Ai.

Check how we empower the office of the CFO to harness the transformative potential of artificial intelligence (AI) and revolutionize their operations.

]]>
He'd know: he co-founded the Social Business Hub, a digital consultancy in San Juan, and for 15-plus years he's been dragging traditional media companies (Teleonce, Spanish Broadcasting System, Telecinco, and others) into the digital age, and now the AI one. He advises businesses across Puerto Rico, the Dominican Republic, Costa Rica, and Panama, so he sees who's moving and who's stuck. And right now he's running a project where four people do work that used to take five or ten.

We get into the two kinds of workers showing up inside every company: the rogue AI person with all the tools, and the one still feeding the fax machine. His dad's IBM XT makes an appearance, along with the accountant who went from "I lost my job" to all in, which Juan Carlos says is happening again right now at super hyper speed.

Also in here: why AI belongs with the CEO instead of the IT department, what happens when 800 or 900 million people get handed a very powerful tool without instructions (his numbers), the client Excel report that took a full day and now takes minutes, and my confession that I've got fourteen agents running right now, and that managing them has somehow become a 24/7 job (they do not sleep, which sounded like a feature when I set them up).

His two-year prediction: the gap between small and big gets wider, driven by upstarts completely off the radar. I think we're not far from the first one-person billion-dollar company. At one point I told him I had about 45 follow-up questions and genuinely didn't know which one to ask first. Come see which one I picked.

I'm Edward Roske, and this is Asking Good Questions. New conversations with the people figuring out the human side of AI. If one of these questions stuck with you, subscribe and send it to someone who'd take the other side.

Juan Carlos speaks at the Caribbean AI Summit this October in San Juan. His talk: "AI for Humans: How a Small Business Can Now Out-Compete a Fortune 500 Without Hiring a Single Engineer." Come find us: CaribbeanSummit.AI

LINKS
Caribbean AI Summit (Juan Carlos speaks, Oct 9-10): https://CaribbeanSummit.AI
Social Business Hub (SBH Digital), Juan Carlos's consultancy: https://sbhdigital.com
Juan Carlos on LinkedIn: https://www.linkedin.com/in/juancpedreira/
Juan Carlos on X: https://x.com/juancpedreira (on air he calls X his "social media drug")

BOOKS & RESEARCH MENTIONED
The PR Digital Trends Study 2026 (Estudios Tecnicos + the SME Digital & Innovation Forum, May 2026), the study Juan Carlos cites: https://newsismybusiness.com/puerto-rico-digital-media-use-hits-95-in-2026-study/
"The AI Daily Brief" with Nathaniel Whittemore, the daily AI podcast Edward listens to every day (he blends the name to "the AI Daily Breakdown" on air; this is the real show): https://aidailybrief.ai
Anthropic's AI courses (where Juan Carlos points business owners who ask him where to start)
Also mentioned: Claude, Claude Code, and Claude Cowork; MCP connectors; QuickBooks; Shopify; LinkedIn Learning; Coursera

This episode of Asking Good Questions is brought to you by Caprus.Ai.

Check how we empower the office of the CFO to harness the transformative potential of artificial intelligence (AI) and revolutionize their operations.

]]> Edward Roske Buzzsprout-19673163 Wed, 19 Aug 2026 16:41:33 -0400 2411 3 4 full false We're Running an AI Experiment on Our Kids | Bivin Sadler We're Running an AI Experiment on Our Kids | Bivin Sadler
That's Bivin Sadler. He teaches the data scientists at SMU. He's also the dad of an 8-year-old whose default study partner is now an AI.

So which is it? Is Gen AI the best tutor a kid ever had, or the thing that hollows out the ability to think? Bivin says it hangs on whether they learned the first principles first.

His fix for keeping students actually learning, from kindergarten through college, is an 800-year-old idea: the oral exam. The problem was always the math. Thirty students at thirty minutes each doesn't fit in a semester. So Bivin built Elenkis, a voice AI that runs a real oral exam for every student (yes, the AI asks the questions now), and finally makes it work for a whole school.

We get into "trust, but verify" (the same rule he gives his 8-year-old and AT&T's data scientists, which should tell you something) and the stuff you only ever learned by taking the long way around. Plus what actually gets a new grad hired now, which isn't what you'd guess.

Whether you're raising a kid on this stuff or teaching one, stick around for this one.

Asking Good Questions is hosted by Edward Roske. New conversations with the people figuring out the human side of AI. If one of these questions stuck with you, subscribe and send it to someone who'd take the other side.

Bivin joins Edward on stage at the Caribbean AI Summit this October. Come find us: CaribbeanSummit.AI

LINKS
Bivin's book, "Time Series for Data Science: Analysis and Forecasting" (CRC Press): https://www.routledge.com/Time-Series-for-Data-Science-Analysis-and-Forecasting/Woodward-Sadler-Robertson/p/book/9780367543891
Elenkis, Bivin's oral-assessment platform: https://elenkis.com
Caribbean AI Summit (Bivin speaks, Oct 9-10): https://CaribbeanSummit.AI
Bivin Sadler at SMU: https://datascience.smu.edu/about/leadership-and-faculty/bivin-sadler/
Bivin on LinkedIn: https://www.linkedin.com/in/bivin-sadler/

BOOKS & RESEARCH MENTIONED
"Time Series for Data Science: Analysis and Forecasting" - Wayne Woodward, Bivin Sadler, and Stephen Robertson (Chapman & Hall/CRC, 2022)
UNESCO, "Guidance for generative AI in education and research" (2023)
Ethan Mollick, The Wharton School - his approach to students using AI in class
Khan Academy - Sal Khan's case for an AI tutor for every student
Elenkis - Bivin's platform bringing the oral exam back at scale (elenkis.com)
Also mentioned: SMU's M.S. in Data Science program, and the AT&T data-science bootcamp Bivin helped build

This episode of Asking Good Questions is brought to you by Caprus.Ai.

Check how we empower the office of the CFO to harness the transformative potential of artificial intelligence (AI) and revolutionize their operations.

]]>
That's Bivin Sadler. He teaches the data scientists at SMU. He's also the dad of an 8-year-old whose default study partner is now an AI.

So which is it? Is Gen AI the best tutor a kid ever had, or the thing that hollows out the ability to think? Bivin says it hangs on whether they learned the first principles first.

His fix for keeping students actually learning, from kindergarten through college, is an 800-year-old idea: the oral exam. The problem was always the math. Thirty students at thirty minutes each doesn't fit in a semester. So Bivin built Elenkis, a voice AI that runs a real oral exam for every student (yes, the AI asks the questions now), and finally makes it work for a whole school.

We get into "trust, but verify" (the same rule he gives his 8-year-old and AT&T's data scientists, which should tell you something) and the stuff you only ever learned by taking the long way around. Plus what actually gets a new grad hired now, which isn't what you'd guess.

Whether you're raising a kid on this stuff or teaching one, stick around for this one.

Asking Good Questions is hosted by Edward Roske. New conversations with the people figuring out the human side of AI. If one of these questions stuck with you, subscribe and send it to someone who'd take the other side.

Bivin joins Edward on stage at the Caribbean AI Summit this October. Come find us: CaribbeanSummit.AI

LINKS
Bivin's book, "Time Series for Data Science: Analysis and Forecasting" (CRC Press): https://www.routledge.com/Time-Series-for-Data-Science-Analysis-and-Forecasting/Woodward-Sadler-Robertson/p/book/9780367543891
Elenkis, Bivin's oral-assessment platform: https://elenkis.com
Caribbean AI Summit (Bivin speaks, Oct 9-10): https://CaribbeanSummit.AI
Bivin Sadler at SMU: https://datascience.smu.edu/about/leadership-and-faculty/bivin-sadler/
Bivin on LinkedIn: https://www.linkedin.com/in/bivin-sadler/

BOOKS & RESEARCH MENTIONED
"Time Series for Data Science: Analysis and Forecasting" - Wayne Woodward, Bivin Sadler, and Stephen Robertson (Chapman & Hall/CRC, 2022)
UNESCO, "Guidance for generative AI in education and research" (2023)
Ethan Mollick, The Wharton School - his approach to students using AI in class
Khan Academy - Sal Khan's case for an AI tutor for every student
Elenkis - Bivin's platform bringing the oral exam back at scale (elenkis.com)
Also mentioned: SMU's M.S. in Data Science program, and the AT&T data-science bootcamp Bivin helped build

This episode of Asking Good Questions is brought to you by Caprus.Ai.

Check how we empower the office of the CFO to harness the transformative potential of artificial intelligence (AI) and revolutionize their operations.

]]> Edward Roske Buzzsprout-19604001 Wed, 05 Aug 2026 11:51:29 -0400 3325 3 3 full false Dr. AI Says That for Puerto Rico, AI Is Life and Death | Nesty Delgado Dr. AI Says That for Puerto Rico, AI Is Life and Death | Nesty Delgado
I didn't fully see it until we were in the conversation. For Puerto Rico, AI is a matter of life and death. Economic and cultural, yes. And if the next storm finds us as blind as the last one, literal too.

What got me most was the order he puts things in. Values and principles at the top, emotional intelligence under that, tools dead last. Software barely makes his list. (I've written ten books trying to explain this stuff without the jargon. Nesty does it on live TV, which feels like cheating.)

We get into shadow AI and the company data walking out the door on personal accounts, the clock that just jumped from 40 percent to 65 percent, why he warns his own competitors, and the Caribbean AI Summit he wants ten thousand people to attend.

The Caribbean AI Summit is October 9 and 10 in San Juan, and Nesty presents. CaribbeanSummit.AI

Asking Good Questions is Season 3: The Human Side of AI, hosted by Edward Roske. New conversations with the people building AI, and the rest of us wrestling with it. Subscribe and you'll catch every one.

LINKS
Nesty Delgado: NestyDelgado.com
Team 1144: team1144.com
AblaTek: ablatek.com
Caribbean AI Summit: CaribbeanSummit.AI
Find Nesty on LinkedIn, Instagram, and Facebook as Nesty Delgado

S3:E2

This episode of Asking Good Questions is brought to you by Caprus.Ai.

Check how we empower the office of the CFO to harness the transformative potential of artificial intelligence (AI) and revolutionize their operations.

]]>
I didn't fully see it until we were in the conversation. For Puerto Rico, AI is a matter of life and death. Economic and cultural, yes. And if the next storm finds us as blind as the last one, literal too.

What got me most was the order he puts things in. Values and principles at the top, emotional intelligence under that, tools dead last. Software barely makes his list. (I've written ten books trying to explain this stuff without the jargon. Nesty does it on live TV, which feels like cheating.)

We get into shadow AI and the company data walking out the door on personal accounts, the clock that just jumped from 40 percent to 65 percent, why he warns his own competitors, and the Caribbean AI Summit he wants ten thousand people to attend.

The Caribbean AI Summit is October 9 and 10 in San Juan, and Nesty presents. CaribbeanSummit.AI

Asking Good Questions is Season 3: The Human Side of AI, hosted by Edward Roske. New conversations with the people building AI, and the rest of us wrestling with it. Subscribe and you'll catch every one.

LINKS
Nesty Delgado: NestyDelgado.com
Team 1144: team1144.com
AblaTek: ablatek.com
Caribbean AI Summit: CaribbeanSummit.AI
Find Nesty on LinkedIn, Instagram, and Facebook as Nesty Delgado

S3:E2

This episode of Asking Good Questions is brought to you by Caprus.Ai.

Check how we empower the office of the CFO to harness the transformative potential of artificial intelligence (AI) and revolutionize their operations.

]]> Edward Roske Buzzsprout-19530788 Wed, 22 Jul 2026 00:06:06 -0400 2812 3 2 full false Can AI Be Good for Business and Good for Humanity? | Richard Benjamins Can AI Be Good for Business and Good for Humanity? | Richard Benjamins
Richard has spent three decades in AI. He is an author, a leader in responsible AI, co-founder of an AI ethics observatory, and a builder of AI-for-good and cognitive-health initiatives. He led responsible AI at Telefónica, one of the world's largest telecommunications companies; co-founded OdiseIA, an observatory focused on AI's social and ethical impact; and helped create brAIngym, a project focused on cognitive health in the age of generative AI.

What's one way AI can be used for good? Tell me in the comments.

Asking Good Questions is hosted by Edward Roske. New episode every week this season.
Subscribe: https://www.youtube.com/@Roske-AI

LINKS
Richard's new book, The AI-Driven Company (LID Publishing), is out July 16 in the UK and November 16 in the US. Buy it wherever you get your books, and support your local bookseller if you can. Publisher: https://lidpublishing.com
Caribbean AI Summit (Oct 9-10, San Juan): https://CaribbeanSummit.AI
Richard Benjamins on LinkedIn: https://www.linkedin.com/in/richard-benjamins-490554/
OdiseIA, the AI ethics observatory he co-founded: https://odiseia.org

BOOKS & RESEARCH MENTIONED
The AI-Driven Company, Richard Benjamins (LID Publishing, 2026)
Gödel, Escher, Bach: An Eternal Golden Braid, Douglas Hofstadter (1979)
Crossing the Chasm, Geoffrey Moore (1991)
"Your Brain on ChatGPT," MIT Media Lab, Kosmyna et al. (2025)
Flowminder Foundation, mobile-phone data for disaster and epidemic response: https://flowminder.org
OdiseIA4Good, the social-good arm of OdiseIA: https://odiseia4good.org
brAIngym, the OdiseIA project on keeping your mind sharp while AI does the reps for you

CHAPTERS
0:00 Cold open: which jobs does your brain still do on its own?
3:13 How long have you actually been doing AI? (three decades in)
4:30 Responsible AI: does it slow you down, or speed you up?
7:36 Ethical AI vs. AI for good: aiming it at what really helps people
10:47 Whose job is the good-but-unprofitable AI: companies, government, or non-profits?
13:07 Aiming AI at disasters: preparedness and the Flowminder story
19:00 Telefonica: turning phone data into social good (and a business)
22:05 From "Chief Electrical Officer" to Chief AI Officer: does the new title actually deliver?
26:57 Who should own AI: the office of the CFO, or IT?
33:45 How does a company cross the chasm to actually being AI-driven?
37:06 The brain gym: what worried you enough to start it?
38:34 Your brain on ChatGPT: what the MIT study found
42:37 Keeping your brain sharp: darts, table tennis, and the APETECE method
46:07 When's the book out, and where to find Richard
48:03 The takeaway: the one job to keep for yourself

This episode of Asking Good Questions is brought to you by Caprus.Ai.

Check how we empower the office of the CFO to harness the transformative potential of artificial intelligence (AI) and revolutionize their operations.

]]>
Richard has spent three decades in AI. He is an author, a leader in responsible AI, co-founder of an AI ethics observatory, and a builder of AI-for-good and cognitive-health initiatives. He led responsible AI at Telefónica, one of the world's largest telecommunications companies; co-founded OdiseIA, an observatory focused on AI's social and ethical impact; and helped create brAIngym, a project focused on cognitive health in the age of generative AI.

What's one way AI can be used for good? Tell me in the comments.

Asking Good Questions is hosted by Edward Roske. New episode every week this season.
Subscribe: https://www.youtube.com/@Roske-AI

LINKS
Richard's new book, The AI-Driven Company (LID Publishing), is out July 16 in the UK and November 16 in the US. Buy it wherever you get your books, and support your local bookseller if you can. Publisher: https://lidpublishing.com
Caribbean AI Summit (Oct 9-10, San Juan): https://CaribbeanSummit.AI
Richard Benjamins on LinkedIn: https://www.linkedin.com/in/richard-benjamins-490554/
OdiseIA, the AI ethics observatory he co-founded: https://odiseia.org

BOOKS & RESEARCH MENTIONED
The AI-Driven Company, Richard Benjamins (LID Publishing, 2026)
Gödel, Escher, Bach: An Eternal Golden Braid, Douglas Hofstadter (1979)
Crossing the Chasm, Geoffrey Moore (1991)
"Your Brain on ChatGPT," MIT Media Lab, Kosmyna et al. (2025)
Flowminder Foundation, mobile-phone data for disaster and epidemic response: https://flowminder.org
OdiseIA4Good, the social-good arm of OdiseIA: https://odiseia4good.org
brAIngym, the OdiseIA project on keeping your mind sharp while AI does the reps for you

CHAPTERS
0:00 Cold open: which jobs does your brain still do on its own?
3:13 How long have you actually been doing AI? (three decades in)
4:30 Responsible AI: does it slow you down, or speed you up?
7:36 Ethical AI vs. AI for good: aiming it at what really helps people
10:47 Whose job is the good-but-unprofitable AI: companies, government, or non-profits?
13:07 Aiming AI at disasters: preparedness and the Flowminder story
19:00 Telefonica: turning phone data into social good (and a business)
22:05 From "Chief Electrical Officer" to Chief AI Officer: does the new title actually deliver?
26:57 Who should own AI: the office of the CFO, or IT?
33:45 How does a company cross the chasm to actually being AI-driven?
37:06 The brain gym: what worried you enough to start it?
38:34 Your brain on ChatGPT: what the MIT study found
42:37 Keeping your brain sharp: darts, table tennis, and the APETECE method
46:07 When's the book out, and where to find Richard
48:03 The takeaway: the one job to keep for yourself

This episode of Asking Good Questions is brought to you by Caprus.Ai.

Check how we empower the office of the CFO to harness the transformative potential of artificial intelligence (AI) and revolutionize their operations.

]]> Edward Roske Buzzsprout-19503652 Thu, 16 Jul 2026 11:29:55 -0400 2919 3 1 full false Zain Oke on Surviving a Corporate Crisis — and Selling to Chobani Zain Oke on Surviving a Corporate Crisis — and Selling to Chobani In this episode of Asking Good Questions, host Edward Roske sits down with Zain Oke, whose career reads like a masterclass in leadership, resilience, and strategic reinvention. From nearly two decades at Deloitte to the boardroom of Daily Harvest, and now leading automotive operations at AAA Northern California, Zain’s journey is a rare blend of financial discipline, operational innovation, and fearless transformation.

The conversation begins with breaking news — Chobani’s acquisition of Daily Harvest — and dives into what it feels like to sit in the room when your company is being bought. Zain shares the inside view of how culture, values, and governance shape such decisions, and how companies can recover trust and rebuild momentum after public crises.

They then explore the evolving relationship between AI and corporate oversight: how boards and audit committees should evaluate AI initiatives, separate game-changers from “expensive toys,” and build risk frameworks that keep innovation safe and accountable. Zain reveals how AI isn’t just reducing costs — it’s unlocking new possibilities for startups and scaling teams by lowering barriers to insight and automation.

The discussion moves to the automotive future: from electric-vehicle repair pilots to the psychological barriers around autonomous cars. Zain candidly reflects on the balance between safety, public trust, and innovation, reminding listeners that AI’s biggest challenge may be the human fear of losing control.

Finally, she offers invaluable advice for finance professionals: how to stay relevant as automation reshapes the CFO’s office, why governance experience is the new gold standard for board readiness, and why learning to “flow through data” is the key skill of the decade.

If you care about finance, AI, corporate transformation, or the next wave of board leadership, this conversation will change how you see the intersection of business and technology.

💬 Quotes & Highlights

“It’s not what happened — it’s what happens next.”

“AI can be a force multiplier, not just a cost reducer.”

“Boards don’t need more retired executives; they need active operators.”

“Fear of losing control is at the heart of resistance to AI.”

“Auditing teaches you how every part of a business actually works.”

“Good information in, good information out — that never changes.”

“We can’t stop what’s been unleashed, but we can help people trust it.”


🕒 Chapter Breakdown

Intro – From Big 4 to Boardrooms (00:00–01:00)

Chobani × Daily Harvest Deal (01:00–03:00)

Recovering from Crisis & Rebuilding Trust (03:00–05:00)

AI in the Boardroom: Guardrails & Governance (05:00–08:00)

The Wellness Economy & Big-Brand Acquisitions (08:00–10:00)

AI’s Impact on Finance & Operations (10:00–13:30)

Digital Transformation in Automotive Services (14:00–17:00)

Career Pivot: From Auditor to Operator (20:00–23:00)

Balancing Board vs Operator Roles (24:00–26:00)

Future of Finance & Automation (27:00–30:00)

How to Join a Board (and Stay Relevant) (31:00–34:00)

Lightning Round + Final Thoughts (34:00–39:00)

This episode of Asking Good Questions is brought to you by Caprus.Ai.

Check how we empower the office of the CFO to harness the transformative potential of artificial intelligence (AI) and revolutionize their operations.

]]> In this episode of Asking Good Questions, host Edward Roske sits down with Zain Oke, whose career reads like a masterclass in leadership, resilience, and strategic reinvention. From nearly two decades at Deloitte to the boardroom of Daily Harvest, and now leading automotive operations at AAA Northern California, Zain’s journey is a rare blend of financial discipline, operational innovation, and fearless transformation.

The conversation begins with breaking news — Chobani’s acquisition of Daily Harvest — and dives into what it feels like to sit in the room when your company is being bought. Zain shares the inside view of how culture, values, and governance shape such decisions, and how companies can recover trust and rebuild momentum after public crises.

They then explore the evolving relationship between AI and corporate oversight: how boards and audit committees should evaluate AI initiatives, separate game-changers from “expensive toys,” and build risk frameworks that keep innovation safe and accountable. Zain reveals how AI isn’t just reducing costs — it’s unlocking new possibilities for startups and scaling teams by lowering barriers to insight and automation.

The discussion moves to the automotive future: from electric-vehicle repair pilots to the psychological barriers around autonomous cars. Zain candidly reflects on the balance between safety, public trust, and innovation, reminding listeners that AI’s biggest challenge may be the human fear of losing control.

Finally, she offers invaluable advice for finance professionals: how to stay relevant as automation reshapes the CFO’s office, why governance experience is the new gold standard for board readiness, and why learning to “flow through data” is the key skill of the decade.

If you care about finance, AI, corporate transformation, or the next wave of board leadership, this conversation will change how you see the intersection of business and technology.

💬 Quotes & Highlights

“It’s not what happened — it’s what happens next.”

“AI can be a force multiplier, not just a cost reducer.”

“Boards don’t need more retired executives; they need active operators.”

“Fear of losing control is at the heart of resistance to AI.”

“Auditing teaches you how every part of a business actually works.”

“Good information in, good information out — that never changes.”

“We can’t stop what’s been unleashed, but we can help people trust it.”


🕒 Chapter Breakdown

Intro – From Big 4 to Boardrooms (00:00–01:00)

Chobani × Daily Harvest Deal (01:00–03:00)

Recovering from Crisis & Rebuilding Trust (03:00–05:00)

AI in the Boardroom: Guardrails & Governance (05:00–08:00)

The Wellness Economy & Big-Brand Acquisitions (08:00–10:00)

AI’s Impact on Finance & Operations (10:00–13:30)

Digital Transformation in Automotive Services (14:00–17:00)

Career Pivot: From Auditor to Operator (20:00–23:00)

Balancing Board vs Operator Roles (24:00–26:00)

Future of Finance & Automation (27:00–30:00)

How to Join a Board (and Stay Relevant) (31:00–34:00)

Lightning Round + Final Thoughts (34:00–39:00)

This episode of Asking Good Questions is brought to you by Caprus.Ai.

Check how we empower the office of the CFO to harness the transformative potential of artificial intelligence (AI) and revolutionize their operations.

]]> Edward Roske Buzzsprout-18019249 Wed, 15 Oct 2025 18:00:00 -0400 2396 AI in Finance, Corporate Governance, Daily Harvest Acquisition, Chobani M&A, Board Leadership, Deloitte Career Pivot, AAA Northern California, Electric Vehicles EVs, Autonomous Cars, Audit Committees, Risk Management, Future of Work, Women in Leadership, 2 11 full false From Oracle to AI Ops: Kellyn Gorman’s Playbook for Future-Proof Data Teams From Oracle to AI Ops: Kellyn Gorman’s Playbook for Future-Proof Data Teams In this episode, Kellyn Gorman joins us for a candid conversation about what AI really means for data leaders, DBAs, and finance teams. From uncovering hidden bias in system defaults to rethinking how humans and AI collaborate, Kellyn lays out a roadmap that is both pragmatic and inspiring. If you’ve ever wondered whether AI will replace your role—or reshape it into something more impactful—this discussion is for you.

Listeners will walk away with fresh insight into AI governance, the future of database engineering, and the leadership mindset needed to thrive in a rapidly changing landscape.

Top Quotes

“AI won’t replace deep specialists—it will demand they evolve.”
“Bias doesn’t only exist in people; it’s baked into system defaults.”
“Your job isn’t going away—it’s shifting to higher-value decision making.”
“If you’re not questioning how your data is being used, you’re already behind.”
“AI is a tool. How you lead with it is what creates advantage—or chaos.”

Chapters
Intro & Kellyn’s Journey — From Oracle DBA to AI thought leader
AI Myths vs Reality — What AI changes, what stays the same
The Bias Factor — How hidden defaults distort outcomes
The Future of Database Work — DBAs, DevOps, and machine collaboration
AI Governance — What leaders must prioritize right now
Practical Playbook — Steps teams can take to future-proof their data ops
Closing Thoughts — Kellyn’s advice to leaders navigating disruption

This episode of Asking Good Questions is brought to you by Caprus.Ai.

Check how we empower the office of the CFO to harness the transformative potential of artificial intelligence (AI) and revolutionize their operations.

]]> In this episode, Kellyn Gorman joins us for a candid conversation about what AI really means for data leaders, DBAs, and finance teams. From uncovering hidden bias in system defaults to rethinking how humans and AI collaborate, Kellyn lays out a roadmap that is both pragmatic and inspiring. If you’ve ever wondered whether AI will replace your role—or reshape it into something more impactful—this discussion is for you.

Listeners will walk away with fresh insight into AI governance, the future of database engineering, and the leadership mindset needed to thrive in a rapidly changing landscape.

Top Quotes

“AI won’t replace deep specialists—it will demand they evolve.”
“Bias doesn’t only exist in people; it’s baked into system defaults.”
“Your job isn’t going away—it’s shifting to higher-value decision making.”
“If you’re not questioning how your data is being used, you’re already behind.”
“AI is a tool. How you lead with it is what creates advantage—or chaos.”

Chapters
Intro & Kellyn’s Journey — From Oracle DBA to AI thought leader
AI Myths vs Reality — What AI changes, what stays the same
The Bias Factor — How hidden defaults distort outcomes
The Future of Database Work — DBAs, DevOps, and machine collaboration
AI Governance — What leaders must prioritize right now
Practical Playbook — Steps teams can take to future-proof their data ops
Closing Thoughts — Kellyn’s advice to leaders navigating disruption

This episode of Asking Good Questions is brought to you by Caprus.Ai.

Check how we empower the office of the CFO to harness the transformative potential of artificial intelligence (AI) and revolutionize their operations.

]]> Edward Roske Buzzsprout-17941866 Wed, 01 Oct 2025 18:00:00 -0400 2486 Kellyn Gorman, AI in finance, database engineering future, AI governance, data bias, DevOps and AI, human + machine collaboration, finance transformation, AI leadership 2 11 full false The 4 P's of Finance Excellence: Mark Dendle Reveals His Secret Formula for Business Transformation The 4 P's of Finance Excellence: Mark Dendle Reveals His Secret Formula for Business Transformation Summary

In this engaging conversation, Mark Dendle and Edward Roske explore the evolving landscape of finance, emphasizing the integration of AI, the importance of teamwork, and the common challenges faced across various industries. Mark shares his leadership philosophy, highlighting the significance of diversity and inclusivity in building effective teams. They discuss the critical role of data analytics and technology in driving business decisions and the future of finance as it adapts to new tools and methodologies. Mark's journey through different sectors showcases the transferable skills in finance and the necessity for continuous learning and adaptation in a rapidly changing environment.

Takeaways

  • AI is transforming finance, allowing for more efficient processes.
  • Teamwork and diversity are essential for effective leadership.
  • Financial skills are transferable across industries.
  • Data analytics is crucial for informed decision-making.
  • The role of CFO is evolving with technology integration.
  • Continuous learning is necessary for career advancement.
  • Understanding individual motivators is key to team success.
  • Servant leadership fosters a supportive work environment.
  • Project management is vital for successful transformations.
  • Embracing change is essential in the finance sector.

titles

  • Navigating the Future of Finance with AI
  • The Power of Teamwork in Financial Leadership

Sound Bites

  • "The power of technology has really helped."
  • "Vive la différence!"
  • "Have a great attitude, love learning."

Chapters

00:00
The Excitement of AI Agents

05:47
The Philosophy of Teamwork

12:34
Common Financial Challenges Across Industries

22:02
The Four P's of Leadership

30:05
Cultural Influences and Personal Growth

35:42
Diversity of Thought and Paradoxical Thinking

41:01
The Evolution of Finance and AI Integration

49:32
The Future of Finance Careers and Skills

This episode of Asking Good Questions is brought to you by Caprus.Ai.

Check how we empower the office of the CFO to harness the transformative potential of artificial intelligence (AI) and revolutionize their operations.

]]> Summary

In this engaging conversation, Mark Dendle and Edward Roske explore the evolving landscape of finance, emphasizing the integration of AI, the importance of teamwork, and the common challenges faced across various industries. Mark shares his leadership philosophy, highlighting the significance of diversity and inclusivity in building effective teams. They discuss the critical role of data analytics and technology in driving business decisions and the future of finance as it adapts to new tools and methodologies. Mark's journey through different sectors showcases the transferable skills in finance and the necessity for continuous learning and adaptation in a rapidly changing environment.

Takeaways

  • AI is transforming finance, allowing for more efficient processes.
  • Teamwork and diversity are essential for effective leadership.
  • Financial skills are transferable across industries.
  • Data analytics is crucial for informed decision-making.
  • The role of CFO is evolving with technology integration.
  • Continuous learning is necessary for career advancement.
  • Understanding individual motivators is key to team success.
  • Servant leadership fosters a supportive work environment.
  • Project management is vital for successful transformations.
  • Embracing change is essential in the finance sector.

titles

  • Navigating the Future of Finance with AI
  • The Power of Teamwork in Financial Leadership

Sound Bites

  • "The power of technology has really helped."
  • "Vive la différence!"
  • "Have a great attitude, love learning."

Chapters

00:00
The Excitement of AI Agents

05:47
The Philosophy of Teamwork

12:34
Common Financial Challenges Across Industries

22:02
The Four P's of Leadership

30:05
Cultural Influences and Personal Growth

35:42
Diversity of Thought and Paradoxical Thinking

41:01
The Evolution of Finance and AI Integration

49:32
The Future of Finance Careers and Skills

This episode of Asking Good Questions is brought to you by Caprus.Ai.

Check how we empower the office of the CFO to harness the transformative potential of artificial intelligence (AI) and revolutionize their operations.

]]> Edward Roske Buzzsprout-16996523 Wed, 17 Sep 2025 14:00:00 -0400 2498 AI, finance, teamwork, leadership, data analytics, technology, financial challenges, CFO, CEO, transformation 2 4 full false Why Sipei Bowman Says Accountants Have the ‘Highest Pain Tolerance’ in Tech Why Sipei Bowman Says Accountants Have the ‘Highest Pain Tolerance’ in Tech In this episode of "Asking Good Questions," host Edward Roske sits down with Sipei Bowman, a trailblazer in the realm of digital transformation within the finance sector. With over two decades of experience, Sipei has been at the forefront of revolutionizing financial systems at Jackson Square Aviation, overseeing assets exceeding $13 billion.

Sipei recounts her journey from the early days of relying on Excel spreadsheets to spearheading the implementation of sophisticated ERP systems like Workday and Microsoft Business Central. She shares the challenges and triumphs of transitioning from traditional methods to embracing digital solutions that streamline operations and enhance decision-making processes.

Listeners will gain insights into the strategic role of finance in today's fast-paced business environment, where real-time data and AI-driven analytics are becoming essential. Sipei discusses the importance of integrating technology with financial planning and analysis (FP&A) to become a strategic partner in business growth.

This episode is a must-listen for finance professionals and business leaders eager to understand the impact of digital transformation on financial operations and the future of AI in finance. Tune in to explore how technology is reshaping the financial landscape and what it means for the future of financial leadership.

Episode Highlights:

Introduction to Digital Transformation in Finance
Sipei Bowman's journey from Excel to ERP systems
The role of AI in modern finance
Challenges and successes in implementing digital solutions
The strategic importance of FP&A in business growth
Future trends in finance and technology

Chapters:

[00:00] Introduction

Host Edward Roske introduces the topic and guest, Sipei Bowman.

[02:15] Early Days of Finance

Sipei shares her experiences starting with Excel and the initial challenges faced.

[08:30] Embracing Digital Transformation

Discussion on the transition to ERP systems and the impact on financial operations.

[15:45] AI and Real-Time Analytics

Insights into how AI is reshaping financial decision-making and operations.

[22:00] Strategic Role of FP&A

Exploring the evolving role of finance as a strategic business partner.

[28:30] Future of Finance

Predictions and trends for the future of finance and technology integration.

[35:00] Conclusion

Final thoughts and takeaways from Sipei Bowman.

Subscribe to "Asking Good Questions" for more insights on business, technology, and financial leadership.

This episode of Asking Good Questions is brought to you by Caprus.Ai.

Check how we empower the office of the CFO to harness the transformative potential of artificial intelligence (AI) and revolutionize their operations.

]]> In this episode of "Asking Good Questions," host Edward Roske sits down with Sipei Bowman, a trailblazer in the realm of digital transformation within the finance sector. With over two decades of experience, Sipei has been at the forefront of revolutionizing financial systems at Jackson Square Aviation, overseeing assets exceeding $13 billion.

Sipei recounts her journey from the early days of relying on Excel spreadsheets to spearheading the implementation of sophisticated ERP systems like Workday and Microsoft Business Central. She shares the challenges and triumphs of transitioning from traditional methods to embracing digital solutions that streamline operations and enhance decision-making processes.

Listeners will gain insights into the strategic role of finance in today's fast-paced business environment, where real-time data and AI-driven analytics are becoming essential. Sipei discusses the importance of integrating technology with financial planning and analysis (FP&A) to become a strategic partner in business growth.

This episode is a must-listen for finance professionals and business leaders eager to understand the impact of digital transformation on financial operations and the future of AI in finance. Tune in to explore how technology is reshaping the financial landscape and what it means for the future of financial leadership.

Episode Highlights:

Introduction to Digital Transformation in Finance
Sipei Bowman's journey from Excel to ERP systems
The role of AI in modern finance
Challenges and successes in implementing digital solutions
The strategic importance of FP&A in business growth
Future trends in finance and technology

Chapters:

[00:00] Introduction

Host Edward Roske introduces the topic and guest, Sipei Bowman.

[02:15] Early Days of Finance

Sipei shares her experiences starting with Excel and the initial challenges faced.

[08:30] Embracing Digital Transformation

Discussion on the transition to ERP systems and the impact on financial operations.

[15:45] AI and Real-Time Analytics

Insights into how AI is reshaping financial decision-making and operations.

[22:00] Strategic Role of FP&A

Exploring the evolving role of finance as a strategic business partner.

[28:30] Future of Finance

Predictions and trends for the future of finance and technology integration.

[35:00] Conclusion

Final thoughts and takeaways from Sipei Bowman.

Subscribe to "Asking Good Questions" for more insights on business, technology, and financial leadership.

This episode of Asking Good Questions is brought to you by Caprus.Ai.

Check how we empower the office of the CFO to harness the transformative potential of artificial intelligence (AI) and revolutionize their operations.

]]> Edward Roske Buzzsprout-17785494 Wed, 03 Sep 2025 18:00:00 -0400 3128 2 10 full false From Silicon Valley to Ukraine Battlefields: Gauthier Vasseur Democratizes AI for 2,000+ Non-Coders From Silicon Valley to Ukraine Battlefields: Gauthier Vasseur Democratizes AI for 2,000+ Non-Coders oin Edward Roske and Gauthier Vasseur as they explore the democratization of AI, bridging the gap between academia and real-world applications. Discover how AI is transforming industries from Silicon Valley boardrooms to Ukrainian resilience efforts. Learn about the power of natural language coding and the importance of asking the right questions in data analytics.

Key Topics:
AI democratization and its global impact The role of AI in education and business Insights from Ukraine on practical AI deployment The future of AI: Natural language coding and no-code solutions

Guest: Gauthier Vasseur, Executive Director of UC Berkeley's Fisher Center for Business Analytics and Co-President of the Alliance for Inclusive AI.

Subscribe for more insights on AI and data analytics. 

Share this episode with someone who needs to hear it!

This episode of Asking Good Questions is brought to you by Caprus.Ai.

Check how we empower the office of the CFO to harness the transformative potential of artificial intelligence (AI) and revolutionize their operations.

]]> oin Edward Roske and Gauthier Vasseur as they explore the democratization of AI, bridging the gap between academia and real-world applications. Discover how AI is transforming industries from Silicon Valley boardrooms to Ukrainian resilience efforts. Learn about the power of natural language coding and the importance of asking the right questions in data analytics.

Key Topics:
AI democratization and its global impact The role of AI in education and business Insights from Ukraine on practical AI deployment The future of AI: Natural language coding and no-code solutions

Guest: Gauthier Vasseur, Executive Director of UC Berkeley's Fisher Center for Business Analytics and Co-President of the Alliance for Inclusive AI.

Subscribe for more insights on AI and data analytics. 

Share this episode with someone who needs to hear it!

This episode of Asking Good Questions is brought to you by Caprus.Ai.

Check how we empower the office of the CFO to harness the transformative potential of artificial intelligence (AI) and revolutionize their operations.

]]> Edward Roske Buzzsprout-17706388 Wed, 20 Aug 2025 16:00:00 -0400 3033 AI, DataAnalytics, Innovation, Ukraine, Berkeley 2 9 full false Why Dave Mitchell Says AI Will Replace Your CFO Before 2026 (And He's Not Wrong) Why Dave Mitchell Says AI Will Replace Your CFO Before 2026 (And He's Not Wrong) In this episode of Asking Good Questions, host Edward Roske engages with finance expert Dave Mitchell, who shares insights from his extensive career spanning traditional accounting to digital media and consulting. They discuss the evolving relationship between technology and finance, the impact of AI on the finance sector, and the importance of trust and judgment in financial roles. Dave also reflects on his global travels and how they have shaped his perspective on finance and leadership. The conversation culminates in advice for future finance leaders, emphasizing the need for expertise and adaptability in a rapidly changing landscape.

Takeaways

  • The relationship between technology and finance has evolved significantly over the years.
  • AI is transforming the finance sector, allowing for quicker access to information and analysis.
  • Small companies can now compete at a higher level due to advancements in technology.
  • Traveling globally can provide valuable insights into different business practices and cultures.
  • Trust is essential in finance; over-reliance on technology can erode that trust.
  • The judgment aspect of finance roles is still a human element that AI cannot replace.
  • Future finance leaders should focus on developing expertise in specific areas.
  • Working with entrepreneurs can provide a broader range of experiences and learning opportunities.
  • The finance function is becoming more integrated with other business operations.
  • AI can enhance efficiency but should be used with caution to maintain critical thinking.

Sound Bites

  • "Yahoo built the internet, right?"
  • "The judgment piece is still human."
  • "Having a specialty makes you valuable."

Chapters

00:00

Introduction to Financial Transformation

02:29

The Evolution of Technology in Finance

08:10

Shifts in Finance Perception

10:23

Technology Adoption in Small vs. Large Companies

15:30

Optimizing Resources in Startups

17:51

Global Perspectives on Finance

20:00

Life Lessons from Global Travel

28:08

The Future of Finance and AI

32:19

Disconnecting to Reconnect

34:12

Navigating Career Transitions

39:36

The Role of AI in Leadership

46:16

AI's Impact on Finance

51:30

Reflections on Travel and Culture

55:34

Advice for Future CFOs

This episode of Asking Good Questions is brought to you by Caprus.Ai.

Check how we empower the office of the CFO to harness the transformative potential of artificial intelligence (AI) and revolutionize their operations.

]]> In this episode of Asking Good Questions, host Edward Roske engages with finance expert Dave Mitchell, who shares insights from his extensive career spanning traditional accounting to digital media and consulting. They discuss the evolving relationship between technology and finance, the impact of AI on the finance sector, and the importance of trust and judgment in financial roles. Dave also reflects on his global travels and how they have shaped his perspective on finance and leadership. The conversation culminates in advice for future finance leaders, emphasizing the need for expertise and adaptability in a rapidly changing landscape.

Takeaways

  • The relationship between technology and finance has evolved significantly over the years.
  • AI is transforming the finance sector, allowing for quicker access to information and analysis.
  • Small companies can now compete at a higher level due to advancements in technology.
  • Traveling globally can provide valuable insights into different business practices and cultures.
  • Trust is essential in finance; over-reliance on technology can erode that trust.
  • The judgment aspect of finance roles is still a human element that AI cannot replace.
  • Future finance leaders should focus on developing expertise in specific areas.
  • Working with entrepreneurs can provide a broader range of experiences and learning opportunities.
  • The finance function is becoming more integrated with other business operations.
  • AI can enhance efficiency but should be used with caution to maintain critical thinking.

Sound Bites

  • "Yahoo built the internet, right?"
  • "The judgment piece is still human."
  • "Having a specialty makes you valuable."

Chapters

00:00

Introduction to Financial Transformation

02:29

The Evolution of Technology in Finance

08:10

Shifts in Finance Perception

10:23

Technology Adoption in Small vs. Large Companies

15:30

Optimizing Resources in Startups

17:51

Global Perspectives on Finance

20:00

Life Lessons from Global Travel

28:08

The Future of Finance and AI

32:19

Disconnecting to Reconnect

34:12

Navigating Career Transitions

39:36

The Role of AI in Leadership

46:16

AI's Impact on Finance

51:30

Reflections on Travel and Culture

55:34

Advice for Future CFOs

This episode of Asking Good Questions is brought to you by Caprus.Ai.

Check how we empower the office of the CFO to harness the transformative potential of artificial intelligence (AI) and revolutionize their operations.

]]> Edward Roske Buzzsprout-17619942 Tue, 05 Aug 2025 15:00:00 -0400 2682 global perspective,finance transformation,consulting,leadership,entrepreneurship,technology,AI,CFO,startups,finance 2 8 full false 'I Got Tired of Cleaning Up Accounting Messes': How Kristen Berdar Turned Her Frustration Into a Multimillion-Dollar Business 'I Got Tired of Cleaning Up Accounting Messes': How Kristen Berdar Turned Her Frustration Into a Multimillion-Dollar Business Summary

In this episode of Asking Good Questions, Edward Roske interviews Kristen Berdar, a partner at BST and Company, who has pioneered virtual accounting solutions. They discuss the transformation of finance and accounting, the challenges of traditional models, and the impact of technology and AI on the industry. Kristen shares her journey in identifying market opportunities, overcoming resistance to change, and the importance of upskilling in the face of AI advancements. The conversation also touches on generational perspectives on virtual services, the significance of cloud technology, and the future of financial governance.


Takeaways

  • Kristen Berdar launched BST's virtual accounting solutions to address operational challenges in traditional accounting.
  • COVID-19 accelerated the acceptance of remote accounting services.
  • Younger generations are more receptive to hiring expertise remotely.
  • Cloud technology is essential for modern accounting practices.
  • AI can streamline processes but requires careful implementation to ensure data privacy.
  • Financial governance can be enhanced through technology and multiple oversight layers.
  • Integrating financial and non-financial data provides a comprehensive view for clients.
  • Upskilling is crucial for finance professionals to adapt to AI advancements.
  • Companies must balance daily operations with long-term technological goals.
  • Building a strong peer network is vital for finance leaders.


Sound bites

"COVID excelled all of this"
"AI can help them do that"
"Find a really great peer group"


Chapters

00:00 Introduction to Virtual Accounting Solutions
01:06 The Epiphany Behind Virtual Accounting
04:35 Overcoming Resistance to Change
06:22 Generational Shifts in Financial Services
08:59 Leveraging Global Resources for Client Success
11:54 Technology Integration in Accounting
15:03 Enhancing Financial Governance with Technology
16:35 Integrating Financial and Non-Financial Data
18:06 The Future of Accounting and AI
23:43 AI's Impact on the Accounting Profession
27:29 Balancing Daily Operations with Long-Term Goals
29:20 Lightning Round: Quick Insights

This episode of Asking Good Questions is brought to you by Caprus.Ai.

Check how we empower the office of the CFO to harness the transformative potential of artificial intelligence (AI) and revolutionize their operations.

]]> Summary

In this episode of Asking Good Questions, Edward Roske interviews Kristen Berdar, a partner at BST and Company, who has pioneered virtual accounting solutions. They discuss the transformation of finance and accounting, the challenges of traditional models, and the impact of technology and AI on the industry. Kristen shares her journey in identifying market opportunities, overcoming resistance to change, and the importance of upskilling in the face of AI advancements. The conversation also touches on generational perspectives on virtual services, the significance of cloud technology, and the future of financial governance.


Takeaways

  • Kristen Berdar launched BST's virtual accounting solutions to address operational challenges in traditional accounting.
  • COVID-19 accelerated the acceptance of remote accounting services.
  • Younger generations are more receptive to hiring expertise remotely.
  • Cloud technology is essential for modern accounting practices.
  • AI can streamline processes but requires careful implementation to ensure data privacy.
  • Financial governance can be enhanced through technology and multiple oversight layers.
  • Integrating financial and non-financial data provides a comprehensive view for clients.
  • Upskilling is crucial for finance professionals to adapt to AI advancements.
  • Companies must balance daily operations with long-term technological goals.
  • Building a strong peer network is vital for finance leaders.


Sound bites

"COVID excelled all of this"
"AI can help them do that"
"Find a really great peer group"


Chapters

00:00 Introduction to Virtual Accounting Solutions
01:06 The Epiphany Behind Virtual Accounting
04:35 Overcoming Resistance to Change
06:22 Generational Shifts in Financial Services
08:59 Leveraging Global Resources for Client Success
11:54 Technology Integration in Accounting
15:03 Enhancing Financial Governance with Technology
16:35 Integrating Financial and Non-Financial Data
18:06 The Future of Accounting and AI
23:43 AI's Impact on the Accounting Profession
27:29 Balancing Daily Operations with Long-Term Goals
29:20 Lightning Round: Quick Insights

This episode of Asking Good Questions is brought to you by Caprus.Ai.

Check how we empower the office of the CFO to harness the transformative potential of artificial intelligence (AI) and revolutionize their operations.

]]> Edward Roske Buzzsprout-17439358 Thu, 03 Jul 2025 11:00:00 -0400 1960 virtual accounting, finance transformation, AI in accounting, cloud technology, financial governance, generational perspectives, global expansion, upskilling, technology adoption, business intelligence 2 7 full false Anna Tiomina's Bold Prediction: Finance Teams Will Be 'People and Robots' by 2030 - Part 3 of 3 Anna Tiomina's Bold Prediction: Finance Teams Will Be 'People and Robots' by 2030 - Part 3 of 3 Summary

In this conversation, the speakers discuss the future of finance in relation to AI, emphasizing the importance of interpersonal relationships and networking in a remote work environment. They explore the evolving roles of finance professionals, the impact of AI on entry-level positions, and the necessity for finance leaders to adapt to technological advancements while maintaining personal connections.

Takeaways

Building relationships is crucial for career advancement.
AI will assist but not replace finance professionals.
Networking should be a continuous effort, not just when job hunting.
Remote work has made personal connections more challenging.
Finance professionals need to adapt to AI and technology.
There is a declining interest in finance careers among young people.
AI can handle junior tasks, but mentorship is essential for growth.
CFO roles will remain relevant despite AI advancements.
Maintaining team dynamics is vital in finance roles.
The future of finance will involve collaboration between humans and AI.

Sound Bites

"AI is not going to replace you there."
"It's like picking your favorite child."

Chapters

00:00 The Future of Finance and AI Skills
05:56 Building Relationships in a Remote World
12:04 The Evolving Role of Finance Professionals

This episode of Asking Good Questions is brought to you by Caprus.Ai.

Check how we empower the office of the CFO to harness the transformative potential of artificial intelligence (AI) and revolutionize their operations.

]]> Summary

In this conversation, the speakers discuss the future of finance in relation to AI, emphasizing the importance of interpersonal relationships and networking in a remote work environment. They explore the evolving roles of finance professionals, the impact of AI on entry-level positions, and the necessity for finance leaders to adapt to technological advancements while maintaining personal connections.

Takeaways

Building relationships is crucial for career advancement.
AI will assist but not replace finance professionals.
Networking should be a continuous effort, not just when job hunting.
Remote work has made personal connections more challenging.
Finance professionals need to adapt to AI and technology.
There is a declining interest in finance careers among young people.
AI can handle junior tasks, but mentorship is essential for growth.
CFO roles will remain relevant despite AI advancements.
Maintaining team dynamics is vital in finance roles.
The future of finance will involve collaboration between humans and AI.

Sound Bites

"AI is not going to replace you there."
"It's like picking your favorite child."

Chapters

00:00 The Future of Finance and AI Skills
05:56 Building Relationships in a Remote World
12:04 The Evolving Role of Finance Professionals

This episode of Asking Good Questions is brought to you by Caprus.Ai.

Check how we empower the office of the CFO to harness the transformative potential of artificial intelligence (AI) and revolutionize their operations.

]]> Edward Roske Buzzsprout-17321331 Mon, 16 Jun 2025 00:00:00 -0400 700 finance, AI, relationships, career development, networking, future of work, finance skills, technology in finance, leadership, finance departments 2 6 bonus false Anna Tiomina's Bold Prediction: Finance Teams Will Be 'People and Robots' by 2030 - Part 2 of 3 Anna Tiomina's Bold Prediction: Finance Teams Will Be 'People and Robots' by 2030 - Part 2 of 3 Summary

In this episode of Asking Good Questions, host Edward Roske interviews Anna Tiamina, a finance executive and AI advisor, about her journey in finance and the integration of AI in financial operations. They discuss the evolving role of CFOs, the balance between risk and innovation in leadership, and the transformative impact of AI on financial processes. Anna emphasizes the need for finance professionals to adapt to new technologies and the potential for AI to enhance decision-making and operational efficiency.

Takeaways

Finance is essential for company growth and management.
CFOs play a crucial balancing role in leadership dynamics.
Different CEOs have varying risk profiles that affect decision-making.
AI is set to revolutionize financial operations and processes.
The future of finance will require more tailored analysis roles.
Manual tasks in finance will be replaced by AI technologies.
AI will create new roles focused on auditing and compliance.
Understanding financial statements is key for effective leadership.
AI can provide real-time insights for better decision-making.
The standards of financial operations will evolve with technology.

Sound Bites

"Cash is king."
"AI will change the way we work."
"Reconciling is not a ton of fun."

Chapters

00:00 Bridging Finance and AI: An Introduction
03:07 The Role of CFO: Balancing Act in Leadership
05:48 Understanding CEO Risk Profiles
08:54 The Impact of AI on Financial Operations
12:08 AI: A Force Multiplier in Finance
14:57 The Future of Financial Roles in an AI World

This episode of Asking Good Questions is brought to you by Caprus.Ai.

Check how we empower the office of the CFO to harness the transformative potential of artificial intelligence (AI) and revolutionize their operations.

]]> Summary

In this episode of Asking Good Questions, host Edward Roske interviews Anna Tiamina, a finance executive and AI advisor, about her journey in finance and the integration of AI in financial operations. They discuss the evolving role of CFOs, the balance between risk and innovation in leadership, and the transformative impact of AI on financial processes. Anna emphasizes the need for finance professionals to adapt to new technologies and the potential for AI to enhance decision-making and operational efficiency.

Takeaways

Finance is essential for company growth and management.
CFOs play a crucial balancing role in leadership dynamics.
Different CEOs have varying risk profiles that affect decision-making.
AI is set to revolutionize financial operations and processes.
The future of finance will require more tailored analysis roles.
Manual tasks in finance will be replaced by AI technologies.
AI will create new roles focused on auditing and compliance.
Understanding financial statements is key for effective leadership.
AI can provide real-time insights for better decision-making.
The standards of financial operations will evolve with technology.

Sound Bites

"Cash is king."
"AI will change the way we work."
"Reconciling is not a ton of fun."

Chapters

00:00 Bridging Finance and AI: An Introduction
03:07 The Role of CFO: Balancing Act in Leadership
05:48 Understanding CEO Risk Profiles
08:54 The Impact of AI on Financial Operations
12:08 AI: A Force Multiplier in Finance
14:57 The Future of Financial Roles in an AI World

This episode of Asking Good Questions is brought to you by Caprus.Ai.

Check how we empower the office of the CFO to harness the transformative potential of artificial intelligence (AI) and revolutionize their operations.

]]> Edward Roske Buzzsprout-17314021 Tue, 10 Jun 2025 13:00:00 -0400 953 AI auditing, finance, real-time compliance, AI implementation, education, use cases, document processing, budgeting, forecasting, CFO 2 6 bonus false Anna Tiomina's Bold Prediction: Finance Teams Will Be 'People and Robots' by 2030 - Part 1 of 3 Anna Tiomina's Bold Prediction: Finance Teams Will Be 'People and Robots' by 2030 - Part 1 of 3 Summary

In this episode of Asking Good Questions, host Edward Roske interviews Anna Tiomina, a finance executive and AI advisor, about her journey in finance and the integration of AI in financial operations. They discuss the evolving role of CFOs, the balance between risk and innovation in leadership, and the transformative impact of AI on financial processes. Anna emphasizes the need for finance professionals to adapt to new technologies and the potential for AI to enhance decision-making and operational efficiency.

Takeaways

Finance is essential for company growth and management.
CFOs play a crucial balancing role in leadership dynamics.
Different CEOs have varying risk profiles that affect decision-making.
AI is set to revolutionize financial operations and processes.
The future of finance will require more tailored analysis roles.
Manual tasks in finance will be replaced by AI technologies.
AI will create new roles focused on auditing and compliance.
Understanding financial statements is key for effective leadership.
AI can provide real-time insights for better decision-making.
The standards of financial operations will evolve with technology.

Sound Bites

"Cash is king."
"AI will change the way we work."
"Reconciling is not a ton of fun."

Chapters

00:00 Bridging Finance and AI: An Introduction
03:07 The Role of CFO: Balancing Act in Leadership
05:48 Understanding CEO Risk Profiles
08:54 The Impact of AI on Financial Operations
12:08 AI: A Force Multiplier in Finance
14:57 The Future of Financial Roles in an AI World

This episode of Asking Good Questions is brought to you by Caprus.Ai.

Check how we empower the office of the CFO to harness the transformative potential of artificial intelligence (AI) and revolutionize their operations.

]]> Summary

In this episode of Asking Good Questions, host Edward Roske interviews Anna Tiomina, a finance executive and AI advisor, about her journey in finance and the integration of AI in financial operations. They discuss the evolving role of CFOs, the balance between risk and innovation in leadership, and the transformative impact of AI on financial processes. Anna emphasizes the need for finance professionals to adapt to new technologies and the potential for AI to enhance decision-making and operational efficiency.

Takeaways

Finance is essential for company growth and management.
CFOs play a crucial balancing role in leadership dynamics.
Different CEOs have varying risk profiles that affect decision-making.
AI is set to revolutionize financial operations and processes.
The future of finance will require more tailored analysis roles.
Manual tasks in finance will be replaced by AI technologies.
AI will create new roles focused on auditing and compliance.
Understanding financial statements is key for effective leadership.
AI can provide real-time insights for better decision-making.
The standards of financial operations will evolve with technology.

Sound Bites

"Cash is king."
"AI will change the way we work."
"Reconciling is not a ton of fun."

Chapters

00:00 Bridging Finance and AI: An Introduction
03:07 The Role of CFO: Balancing Act in Leadership
05:48 Understanding CEO Risk Profiles
08:54 The Impact of AI on Financial Operations
12:08 AI: A Force Multiplier in Finance
14:57 The Future of Financial Roles in an AI World

This episode of Asking Good Questions is brought to you by Caprus.Ai.

Check how we empower the office of the CFO to harness the transformative potential of artificial intelligence (AI) and revolutionize their operations.

]]> Edward Roske Buzzsprout-17282778 Wed, 04 Jun 2025 16:00:00 -0400 1146 finance, AI, CFO, leadership, risk management, technology, business growth, financial operations, future of work, AI integration 2 6 full false From Startup to Success: John Beringer's Blueprint for Building Relationships at Scale in the AI Era From Startup to Success: John Beringer's Blueprint for Building Relationships at Scale in the AI Era Summary

In this episode of 'Asking Good Questions', host Edward Roske engages with John Beringer, managing director at Spaulding Ridge, to explore the evolving landscape of consulting, the importance of personal relationships in business, and the impact of AI and cloud technologies on the industry. They discuss how personal connections drive business success, the shift from traditional on-premise solutions to cloud-based technologies, and the future role of AI in consulting. John shares insights on maintaining relationships at scale and the skills needed for consultants to thrive in a rapidly changing environment.

Takeaways

  • The most valuable people will be the ones with the biggest ideas.
  • All business is personal; relationships drive success.
  • Consulting can be a path of accidental discovery.
  • Understanding client needs is crucial for project success.
  • AI will fundamentally change the consulting landscape.
  • Maintaining relationships requires intentional effort.
  • Success criteria are essential for digital transformation projects.
  • Consultants must adapt to the evolving technology landscape.
  • Being AI literate is important for future consultants.
  • The best advisors will always be needed, regardless of technology. 

Sound Bites

"All business is personal."
"Success means I'll be able to take a vacation."
"You never know who's going to be the CFO."
"People buy from people."
"AI will fundamentally change what our industry looks like."
"The better advisor you are, the more valuable you become."
"Not having success criteria is a big mistake."
"Say yes to opportunities."

Chapters

00:00 The Value of Big Ideas
02:50 All Business is Personal
06:05 Consulting Journey and Growth
09:00 The Shift to Cloud Technologies
11:51 AI in Consulting: Current Trends
14:52 Building Relationships at Scale
18:10 The Future of AI in Consulting
20:57 Internal AI Strategies at Spaulding Ridge
23:59 The Changing Landscape of Consulting Jobs
27:03 Skills for Tomorrow's Consultants
30:08 Final Thoughts and Speed Round



This episode of Asking Good Questions is brought to you by Caprus.Ai.

Check how we empower the office of the CFO to harness the transformative potential of artificial intelligence (AI) and revolutionize their operations.

]]> Summary

In this episode of 'Asking Good Questions', host Edward Roske engages with John Beringer, managing director at Spaulding Ridge, to explore the evolving landscape of consulting, the importance of personal relationships in business, and the impact of AI and cloud technologies on the industry. They discuss how personal connections drive business success, the shift from traditional on-premise solutions to cloud-based technologies, and the future role of AI in consulting. John shares insights on maintaining relationships at scale and the skills needed for consultants to thrive in a rapidly changing environment.

Takeaways

  • The most valuable people will be the ones with the biggest ideas.
  • All business is personal; relationships drive success.
  • Consulting can be a path of accidental discovery.
  • Understanding client needs is crucial for project success.
  • AI will fundamentally change the consulting landscape.
  • Maintaining relationships requires intentional effort.
  • Success criteria are essential for digital transformation projects.
  • Consultants must adapt to the evolving technology landscape.
  • Being AI literate is important for future consultants.
  • The best advisors will always be needed, regardless of technology. 

Sound Bites

"All business is personal."
"Success means I'll be able to take a vacation."
"You never know who's going to be the CFO."
"People buy from people."
"AI will fundamentally change what our industry looks like."
"The better advisor you are, the more valuable you become."
"Not having success criteria is a big mistake."
"Say yes to opportunities."

Chapters

00:00 The Value of Big Ideas
02:50 All Business is Personal
06:05 Consulting Journey and Growth
09:00 The Shift to Cloud Technologies
11:51 AI in Consulting: Current Trends
14:52 Building Relationships at Scale
18:10 The Future of AI in Consulting
20:57 Internal AI Strategies at Spaulding Ridge
23:59 The Changing Landscape of Consulting Jobs
27:03 Skills for Tomorrow's Consultants
30:08 Final Thoughts and Speed Round



This episode of Asking Good Questions is brought to you by Caprus.Ai.

Check how we empower the office of the CFO to harness the transformative potential of artificial intelligence (AI) and revolutionize their operations.

]]> Edward Roske Buzzsprout-17109164 Tue, 06 May 2025 11:00:00 -0400 2408 consulting, AI, cloud technology, business relationships, personal connections, Spaulding Ridge, digital transformation, future of work, technology trends, career development 2 5 full false How Valentino Hafalia Transformed FP&A from Number-Crunching to Strategic Storytelling How Valentino Hafalia Transformed FP&A from Number-Crunching to Strategic Storytelling In this eye-opening episode of "Asking Good Questions," host Edward Roske sits down with Valentino Hafalia, Vice President of Financial Planning and Analysis at Western Alliance Bank Corp. With a distinguished career spanning JP Morgan and eFunds, Valentino shares his transformative philosophy on modern finance leadership.


Discover how Valentino's personal motto—"Listen, Analyze, Plan, Execute"—has guided his approach to financial planning across different institutional cultures. He offers profound insights on the evolving role of FP&A from mere number crunching to strategic storytelling, emphasizing that "whether the story is good or bad, it has to get told."


The conversation explores how AI is reshaping finance teams and why emotional intelligence (EQ) will ultimately triumph over technical skills (IQ) in tomorrow's financial landscape. Valentino's compelling "bass relief" analogy illustrates how humans and AI must work together, with technology handling computations while humans provide the creative insights that truly differentiate organizations.
Don't miss Valentino's surprising advice for aspiring finance professionals—including why acting classes might be the most valuable elective for future financial leaders. This conversation offers essential guidance for anyone looking to future-proof their finance career in an age of rapid technological transformation.


Takeaways

  • AI integration will take time and requires hands-on experience.
  • Finance professionals must learn to tell the story behind the numbers.
  • Emotional intelligence is crucial for finance teams to thrive.
  • Recruiting for soft skills is essential in the evolving finance landscape.
  • Predictive planning tools can significantly enhance forecasting accuracy.
  • CFOs are becoming more strategic and are often the face of the company.
  • Technology should be embraced to improve efficiency in finance processes.
  • The future of finance will require a blend of IQ and EQ.
  • Acting and improv skills can enhance communication in business.
  • Finance is about making history, not just recording it. 


Sound Bites
"We’re really storytellers in finance."
"Listen, analyze, plan, execute."
"The CFO will be the face of the company."

Chapters
00:00 Preparing Finance Teams for AI Integration
03:04 The Evolution of Financial Planning and Analysis
06:05 The Role of AI in Finance
09:04 Emotional Intelligence in Finance
12:11 Recruiting for Soft Skills in Finance
15:12 Navigating Data Management Challenges
18:04 Modernizing Finance Processes
21:03 Technology Implementation in Finance
24:08 Vision vs. Efficacy in Decision Making
26:50 Navigating Financial Insights
31:18 The Role of Technology in Finance
32:13 The Importance of Soft Skills
36:46 The Future of Finance and AI
41:08 Preparing for AI Integration
42:30 Lightning Round: Quickfire Insights

This episode of Asking Good Questions is brought to you by Caprus.Ai.

Check how we empower the office of the CFO to harness the transformative potential of artificial intelligence (AI) and revolutionize their operations.

]]> In this eye-opening episode of "Asking Good Questions," host Edward Roske sits down with Valentino Hafalia, Vice President of Financial Planning and Analysis at Western Alliance Bank Corp. With a distinguished career spanning JP Morgan and eFunds, Valentino shares his transformative philosophy on modern finance leadership.


Discover how Valentino's personal motto—"Listen, Analyze, Plan, Execute"—has guided his approach to financial planning across different institutional cultures. He offers profound insights on the evolving role of FP&A from mere number crunching to strategic storytelling, emphasizing that "whether the story is good or bad, it has to get told."


The conversation explores how AI is reshaping finance teams and why emotional intelligence (EQ) will ultimately triumph over technical skills (IQ) in tomorrow's financial landscape. Valentino's compelling "bass relief" analogy illustrates how humans and AI must work together, with technology handling computations while humans provide the creative insights that truly differentiate organizations.
Don't miss Valentino's surprising advice for aspiring finance professionals—including why acting classes might be the most valuable elective for future financial leaders. This conversation offers essential guidance for anyone looking to future-proof their finance career in an age of rapid technological transformation.


Takeaways

  • AI integration will take time and requires hands-on experience.
  • Finance professionals must learn to tell the story behind the numbers.
  • Emotional intelligence is crucial for finance teams to thrive.
  • Recruiting for soft skills is essential in the evolving finance landscape.
  • Predictive planning tools can significantly enhance forecasting accuracy.
  • CFOs are becoming more strategic and are often the face of the company.
  • Technology should be embraced to improve efficiency in finance processes.
  • The future of finance will require a blend of IQ and EQ.
  • Acting and improv skills can enhance communication in business.
  • Finance is about making history, not just recording it. 


Sound Bites
"We’re really storytellers in finance."
"Listen, analyze, plan, execute."
"The CFO will be the face of the company."

Chapters
00:00 Preparing Finance Teams for AI Integration
03:04 The Evolution of Financial Planning and Analysis
06:05 The Role of AI in Finance
09:04 Emotional Intelligence in Finance
12:11 Recruiting for Soft Skills in Finance
15:12 Navigating Data Management Challenges
18:04 Modernizing Finance Processes
21:03 Technology Implementation in Finance
24:08 Vision vs. Efficacy in Decision Making
26:50 Navigating Financial Insights
31:18 The Role of Technology in Finance
32:13 The Importance of Soft Skills
36:46 The Future of Finance and AI
41:08 Preparing for AI Integration
42:30 Lightning Round: Quickfire Insights

This episode of Asking Good Questions is brought to you by Caprus.Ai.

Check how we empower the office of the CFO to harness the transformative potential of artificial intelligence (AI) and revolutionize their operations.

]]> Edward Roske Buzzsprout-16916442 Fri, 04 Apr 2025 08:00:00 -0400 2963 AI integration, finance teams, financial planning, emotional intelligence, technology in finance, CFO role, predictive analytics, data management, soft skills, modern finance 2 3 full false Carnegie Hall to C-Suite: Christine Duque Reveals Why AI Adoption Will Happen 5X Faster Than the Internet Carnegie Hall to C-Suite: Christine Duque Reveals Why AI Adoption Will Happen 5X Faster Than the Internet In this episode, Edward Roske speaks with Christine Duque about the rapid adoption of AI in business, the importance of storytelling in customer experience, and the unique challenges faced by mid-market companies. They discuss how data and AI can transform customer interactions, the ethical considerations of AI, and the need for upskilling in the workforce. Christine emphasizes the importance of human connection in business and the potential for AI to enhance rather than replace human roles.

Takeaways

  • AI adoption is predicted to reach 90% in four to five years.
  • Storytelling is crucial in marketing and customer experience.
  • Mid-market companies often lack the resources to implement advanced technologies.
  • Data-driven experiences are essential for modern customer interactions.
  • AI can help businesses provide personalized experiences to customers.
  • The human element in business is vital for success.
  • Ethical considerations around AI must be addressed by leaders.
  • Upskilling and reskilling are necessary for workforce adaptation to AI.
  • AI can free up time for employees to focus on higher-value tasks.
  • The future of work may involve a blend of AI and human collaboration.

Sound Bites

  • "AI adoption is faster than anything else."
  • "It's all about stories in marketing."
  • "AI is going to give us back time."

Chapters

00:00
The Future of AI Adoption and Education

04:57
Transitioning from Corporate to Consultancy

08:07
Democratizing Technology for Mid-Market Companies

11:57
Data-Driven and AI-Enabled Experiences

17:15
Navigating Digital Transformation Challenges

20:27
Understanding the CFO's Perspective

24:25
Unlocking AI Capabilities

28:33
ROI Conversations with CFOs

30:54
Transforming Roles with AI

32:39
The Ethical Implications of AI Adoption

35:20
AI's Impact on Humanity and Creativity

36:11
Upskilling for the AI Era

37:42
Preparing the Workforce for AI

38:08
The Future of AI Adoption

39:35
Technology and Population Decline

40:31
The Evolution of AI in Creative Writing

41:55
Transforming Customer Experience with AI

43:18
AI and the Value of Time

44:39
Work-Life Balance vs. Work-Life Blend

46:50
The Future of AI in Everyday Life

This episode of Asking Good Questions is brought to you by Caprus.Ai.

Check how we empower the office of the CFO to harness the transformative potential of artificial intelligence (AI) and revolutionize their operations.

]]> In this episode, Edward Roske speaks with Christine Duque about the rapid adoption of AI in business, the importance of storytelling in customer experience, and the unique challenges faced by mid-market companies. They discuss how data and AI can transform customer interactions, the ethical considerations of AI, and the need for upskilling in the workforce. Christine emphasizes the importance of human connection in business and the potential for AI to enhance rather than replace human roles.

Takeaways

  • AI adoption is predicted to reach 90% in four to five years.
  • Storytelling is crucial in marketing and customer experience.
  • Mid-market companies often lack the resources to implement advanced technologies.
  • Data-driven experiences are essential for modern customer interactions.
  • AI can help businesses provide personalized experiences to customers.
  • The human element in business is vital for success.
  • Ethical considerations around AI must be addressed by leaders.
  • Upskilling and reskilling are necessary for workforce adaptation to AI.
  • AI can free up time for employees to focus on higher-value tasks.
  • The future of work may involve a blend of AI and human collaboration.

Sound Bites

  • "AI adoption is faster than anything else."
  • "It's all about stories in marketing."
  • "AI is going to give us back time."

Chapters

00:00
The Future of AI Adoption and Education

04:57
Transitioning from Corporate to Consultancy

08:07
Democratizing Technology for Mid-Market Companies

11:57
Data-Driven and AI-Enabled Experiences

17:15
Navigating Digital Transformation Challenges

20:27
Understanding the CFO's Perspective

24:25
Unlocking AI Capabilities

28:33
ROI Conversations with CFOs

30:54
Transforming Roles with AI

32:39
The Ethical Implications of AI Adoption

35:20
AI's Impact on Humanity and Creativity

36:11
Upskilling for the AI Era

37:42
Preparing the Workforce for AI

38:08
The Future of AI Adoption

39:35
Technology and Population Decline

40:31
The Evolution of AI in Creative Writing

41:55
Transforming Customer Experience with AI

43:18
AI and the Value of Time

44:39
Work-Life Balance vs. Work-Life Blend

46:50
The Future of AI in Everyday Life

This episode of Asking Good Questions is brought to you by Caprus.Ai.

Check how we empower the office of the CFO to harness the transformative potential of artificial intelligence (AI) and revolutionize their operations.

]]> Edward Roske Buzzsprout-16831375 Thu, 20 Mar 2025 17:00:00 -0400 3042 Keywords AI adoption, customer experience, storytelling, mid-market, data-driven, ethics, technology, business transformation, human experience, upskilling 2 2 full false Ex-Warner Bros Finance Exec Robert Dika Reveals How AI Will Transform Agricultural Harvesting Within Years Ex-Warner Bros Finance Exec Robert Dika Reveals How AI Will Transform Agricultural Harvesting Within Years In this forward-looking episode of "Asking Good Questions," host Edward Roske explores the technological revolution reshaping finance with Robert Dika, Chief Financial Officer of the Primex Group of Companies.

As Primex undertakes a comprehensive ERP system selection to replace their highly customized Microsoft Navision platform, Robert shares invaluable insights on evaluating technology partners in the age of artificial intelligence. The conversation reveals how modern finance leaders are navigating the integration of AI capabilities into their ERP implementations, ensuring their systems remain future-proof while addressing industry-specific challenges.

Robert provides a compelling perspective on automation's accelerating role in finance operations, particularly in response to the accounting talent shortage. He details how AI will transform routine accounting processes—from three-way matching purchase orders, invoices, and bills of lading to handling month-end reconciliations and journal entries—freeing finance professionals to focus on higher-value strategic activities.

The discussion extends beyond the finance department to examine how robotics and automation are revolutionizing agricultural operations. Robert explains how Primex and other California agricultural enterprises are leveraging robotics for harvesting and field operations, helping them maintain global competitiveness despite regulatory and cost pressures.

For finance leaders evaluating their technology roadmaps, Robert offers practical wisdom on:

  • Selecting ERP systems that incorporate AI capabilities responsibly
  • Balancing automation opportunities with human oversight
  • Using technology to enhance productivity amid talent shortages
  • Maintaining accounting principles like conservatism in increasingly automated environments

This episode provides essential listening for finance professionals, technology decision-makers, and business leaders seeking to understand how ERP systems, AI, automation, and robotics are transforming financial management across traditional industries.

Takeaways

  • Accountants must prioritize ethical considerations in their work.
  • A passion for numbers can start from a young age.
  • Technology has transformed the finance industry significantly.
  • Career paths can be non-linear and filled with unexpected opportunities.
  • Agriculture presents unique financial risks due to external factors.
  • Tariffs can complicate the food industry landscape.
  • CFOs must adapt to rapidly changing financial environments.
  • AI is becoming essential in finance and accounting roles.
  • Communication skills are vital for finance professionals.
  • The accounting profession needs to attract more talent.

Chapters
00:00 The Role of Accountants in Business Ethics
03:09 Journey into Accounting and Finance
06:00 The Evolution of Technology in Finance
08:49 Career Path: From Entertainment to Agriculture
12:01 Managing Financial Risk in Agriculture
15:13 The Impact of Tariffs on Agriculture
18:02 CFO Insights: Navigating Financial Challenges
20:49 The Future of AI in Finance
23:57 Operational Efficiencies in Agribusiness
27:09 Key Metrics for Success in Agriculture
30:06 The Role of Communication in Finance
32:55 AI's Role in Transforming Finance
35:50 The Future of Work in Accounting
39:02 Final Thoughts on the Accounting Profession


This episode of Asking Good Questions is brought to you by Caprus.Ai.

Check how we empower the office of the CFO to harness the transformative potential of artificial intelligence (AI) and revolutionize their operations.

]]> In this forward-looking episode of "Asking Good Questions," host Edward Roske explores the technological revolution reshaping finance with Robert Dika, Chief Financial Officer of the Primex Group of Companies.

As Primex undertakes a comprehensive ERP system selection to replace their highly customized Microsoft Navision platform, Robert shares invaluable insights on evaluating technology partners in the age of artificial intelligence. The conversation reveals how modern finance leaders are navigating the integration of AI capabilities into their ERP implementations, ensuring their systems remain future-proof while addressing industry-specific challenges.

Robert provides a compelling perspective on automation's accelerating role in finance operations, particularly in response to the accounting talent shortage. He details how AI will transform routine accounting processes—from three-way matching purchase orders, invoices, and bills of lading to handling month-end reconciliations and journal entries—freeing finance professionals to focus on higher-value strategic activities.

The discussion extends beyond the finance department to examine how robotics and automation are revolutionizing agricultural operations. Robert explains how Primex and other California agricultural enterprises are leveraging robotics for harvesting and field operations, helping them maintain global competitiveness despite regulatory and cost pressures.

For finance leaders evaluating their technology roadmaps, Robert offers practical wisdom on:

  • Selecting ERP systems that incorporate AI capabilities responsibly
  • Balancing automation opportunities with human oversight
  • Using technology to enhance productivity amid talent shortages
  • Maintaining accounting principles like conservatism in increasingly automated environments

This episode provides essential listening for finance professionals, technology decision-makers, and business leaders seeking to understand how ERP systems, AI, automation, and robotics are transforming financial management across traditional industries.

Takeaways

  • Accountants must prioritize ethical considerations in their work.
  • A passion for numbers can start from a young age.
  • Technology has transformed the finance industry significantly.
  • Career paths can be non-linear and filled with unexpected opportunities.
  • Agriculture presents unique financial risks due to external factors.
  • Tariffs can complicate the food industry landscape.
  • CFOs must adapt to rapidly changing financial environments.
  • AI is becoming essential in finance and accounting roles.
  • Communication skills are vital for finance professionals.
  • The accounting profession needs to attract more talent.

Chapters
00:00 The Role of Accountants in Business Ethics
03:09 Journey into Accounting and Finance
06:00 The Evolution of Technology in Finance
08:49 Career Path: From Entertainment to Agriculture
12:01 Managing Financial Risk in Agriculture
15:13 The Impact of Tariffs on Agriculture
18:02 CFO Insights: Navigating Financial Challenges
20:49 The Future of AI in Finance
23:57 Operational Efficiencies in Agribusiness
27:09 Key Metrics for Success in Agriculture
30:06 The Role of Communication in Finance
32:55 AI's Role in Transforming Finance
35:50 The Future of Work in Accounting
39:02 Final Thoughts on the Accounting Profession


This episode of Asking Good Questions is brought to you by Caprus.Ai.

Check how we empower the office of the CFO to harness the transformative potential of artificial intelligence (AI) and revolutionize their operations.

]]> Edward Roske Buzzsprout-16779637 Wed, 12 Mar 2025 12:00:00 -0400 3145 Keywords accounting, finance, CFO, agriculture, AI, technology, risk management, business ethics, career path, operational efficiency 2 1 full false Gary Crisci Warns: Your Company's 'Unique' Processes Are Actually Killing It Gary Crisci Warns: Your Company's 'Unique' Processes Are Actually Killing It Summary

In this conversation, Gary Crisci discusses the evolution of enterprise architecture, the importance of bridging the gap between business and IT, and the role of AI in optimizing processes. He emphasizes the need for collaboration, standardization, and a focus on long-term goals in enterprise architecture, particularly in the finance sector. The discussion also touches on the challenges and opportunities presented by AI, including its potential to enhance efficiency and innovation while navigating the complexities of human nature and organizational dynamics.

Takeaways

  • Enterprise architecture is an evolving discipline that connects business and technology.
  • Standardization in processes can lead to greater efficiency and agility.
  • AI can optimize processes by removing emotional attachments to existing methods.
  • Collaboration between business and IT is crucial for successful enterprise architecture.
  • Understanding the unique capabilities of an organization is key to competitive advantage.
  • Change management is essential for implementing new processes and technologies.
  • AI can help capture and disseminate knowledge within organizations.
  • The future of enterprise architecture will be shaped by advancements in AI and technology.
  • Organizations must balance standardization with the need for unique processes.
  • Effective leadership is necessary to guide teams through change and innovation.

Chapters

00:00 The Evolution of Enterprise Architecture
10:00 Bridging the Gap Between Business and IT
19:58 The Role of AI in Enterprise Architecture
21:58 Enterprise Architecture in Finance
27:51 The Future of AI in Business
28:45 Capturing Knowledge and Productivity
30:35 The Ethics of AI and Knowledge Management
33:32 AI as an Accelerator for Information
34:20 Maintaining Uniqueness in a Standardized World
36:54 Competitive Advantage and Standardization
39:21 Using AI as a Scaffolding Tool
41:12 The Role of AI in Business Processes
43:24 Adapting to Rapid Change
45:57 AI as a Translation Tool
48:22 Final Thoughts on AI and the Future


This episode of Asking Good Questions is brought to you by Caprus.Ai.

Check how we empower the office of the CFO to harness the transformative potential of artificial intelligence (AI) and revolutionize their operations.

]]> Summary

In this conversation, Gary Crisci discusses the evolution of enterprise architecture, the importance of bridging the gap between business and IT, and the role of AI in optimizing processes. He emphasizes the need for collaboration, standardization, and a focus on long-term goals in enterprise architecture, particularly in the finance sector. The discussion also touches on the challenges and opportunities presented by AI, including its potential to enhance efficiency and innovation while navigating the complexities of human nature and organizational dynamics.

Takeaways

  • Enterprise architecture is an evolving discipline that connects business and technology.
  • Standardization in processes can lead to greater efficiency and agility.
  • AI can optimize processes by removing emotional attachments to existing methods.
  • Collaboration between business and IT is crucial for successful enterprise architecture.
  • Understanding the unique capabilities of an organization is key to competitive advantage.
  • Change management is essential for implementing new processes and technologies.
  • AI can help capture and disseminate knowledge within organizations.
  • The future of enterprise architecture will be shaped by advancements in AI and technology.
  • Organizations must balance standardization with the need for unique processes.
  • Effective leadership is necessary to guide teams through change and innovation.

Chapters

00:00 The Evolution of Enterprise Architecture
10:00 Bridging the Gap Between Business and IT
19:58 The Role of AI in Enterprise Architecture
21:58 Enterprise Architecture in Finance
27:51 The Future of AI in Business
28:45 Capturing Knowledge and Productivity
30:35 The Ethics of AI and Knowledge Management
33:32 AI as an Accelerator for Information
34:20 Maintaining Uniqueness in a Standardized World
36:54 Competitive Advantage and Standardization
39:21 Using AI as a Scaffolding Tool
41:12 The Role of AI in Business Processes
43:24 Adapting to Rapid Change
45:57 AI as a Translation Tool
48:22 Final Thoughts on AI and the Future


This episode of Asking Good Questions is brought to you by Caprus.Ai.

Check how we empower the office of the CFO to harness the transformative potential of artificial intelligence (AI) and revolutionize their operations.

]]> Edward Roske Buzzsprout-16616472 Thu, 13 Feb 2025 09:00:00 -0500 3116 1 6 full false From Excel to AI: Ex-Salesforce VP Sean Blitchok Reveals Why Your Finance Job Isn't Dead From Excel to AI: Ex-Salesforce VP Sean Blitchok Reveals Why Your Finance Job Isn't Dead In this conversation, Sean Blitchok, CFO of Zenoti, discusses the evolving role of finance in the tech industry, emphasizing the importance of technology and automation in financial processes. He reflects on his journey through various companies, highlighting the strategic influence of CFOs and the necessity of adapting to rapid changes in the business landscape. The discussion also touches on the balance between growth and financial controls, as well as the future potential of AI in finance. In this conversation, Sean discusses the rapid evolution of AI in finance, emphasizing its potential to automate processes and create value. He highlights the importance of quality control in automation, the artistic nature of accounting, and the need for finance professionals to embrace AI as a tool for strategic value. Sean also addresses the changing landscape of finance metrics, the critical role of investor relations, and the skills needed for future finance roles. He concludes with a focus on people-centric leadership in finance, stressing that success hinges on hiring and nurturing the right talent.

Takeaways

  • Technology can alleviate many financial process issues.
  • The role of CFO has evolved to be more strategic.
  • CFOs must understand the entire business landscape.
  • Automation is key to improving financial processes.
  • Financial controls are essential for scaling companies.
  • CFOs are increasingly seen as potential CEOs.
  • The relationship between CFOs and boards is crucial.
  • Emerging technologies are changing the finance landscape.
  • Process optimization and technology should go hand in hand.
  • AI's impact on finance is still developing. AI is evolving rapidly and will impact the finance sector significantly.
  • Quality control is essential as companies automate processes with AI.
  • Accounting is not just transactional; it involves interpretation and creativity.
  • AI should be viewed as a value creator, enhancing strategic roles.
  • Future finance professionals need to embrace AI and adapt to new technologies.
  • Understanding business and economics is crucial for finance roles.
  • Investor relations play a vital role in connecting finance with the broader business.
  • Choosing the right AI tools is essential for effective implementation.
  • People-centric leadership is key to success in finance.
  • The finance landscape is constantly changing, requiring adaptability.


Sound Bites

  • "The CFO plays a critical role."
  • "I can't stand fingers on keyboards."
  • "We can fix a lot of the manual work."
  • "It's not just about cost arbitrage."
  • "It's incredible how fast it's moving."
  • "AI is a value creator, right?"
  • "AI is going to be a piece of that."
  • "Embrace AI, be part of a solution."
  • "You have to have those core skills."
  • "Don't underestimate the IR capability."


Chapters

00:00
The Role of Technology in Finance

05:14
Evolving CFO Responsibilities

10:06
The CFO's Strategic Influence

18:36
Automation and Financial Processes

22:32
Balancing Growth and Financial Controls

25:10
The Future of AI in Finance

28:22
The Rapid Evolution of AI in Finance

30:54
Navigating Automation and Quality Control

32:56
The Artistic Side of Accounting

35:36
AI as a Value Creator

39:14
Preparing for the Future of Finance Roles

42:52
The Changing Landscape of Finance Metrics

45:05
The Importance of Investor Relations

47:58
Choosing the Right AI Tools

49:30
People-Centric Leadership in Finance

This episode of Asking Good Questions is brought to you by Caprus.Ai.

Check how we empower the office of the CFO to harness the transformative potential of artificial intelligence (AI) and revolutionize their operations.

]]> In this conversation, Sean Blitchok, CFO of Zenoti, discusses the evolving role of finance in the tech industry, emphasizing the importance of technology and automation in financial processes. He reflects on his journey through various companies, highlighting the strategic influence of CFOs and the necessity of adapting to rapid changes in the business landscape. The discussion also touches on the balance between growth and financial controls, as well as the future potential of AI in finance. In this conversation, Sean discusses the rapid evolution of AI in finance, emphasizing its potential to automate processes and create value. He highlights the importance of quality control in automation, the artistic nature of accounting, and the need for finance professionals to embrace AI as a tool for strategic value. Sean also addresses the changing landscape of finance metrics, the critical role of investor relations, and the skills needed for future finance roles. He concludes with a focus on people-centric leadership in finance, stressing that success hinges on hiring and nurturing the right talent.

Takeaways

  • Technology can alleviate many financial process issues.
  • The role of CFO has evolved to be more strategic.
  • CFOs must understand the entire business landscape.
  • Automation is key to improving financial processes.
  • Financial controls are essential for scaling companies.
  • CFOs are increasingly seen as potential CEOs.
  • The relationship between CFOs and boards is crucial.
  • Emerging technologies are changing the finance landscape.
  • Process optimization and technology should go hand in hand.
  • AI's impact on finance is still developing. AI is evolving rapidly and will impact the finance sector significantly.
  • Quality control is essential as companies automate processes with AI.
  • Accounting is not just transactional; it involves interpretation and creativity.
  • AI should be viewed as a value creator, enhancing strategic roles.
  • Future finance professionals need to embrace AI and adapt to new technologies.
  • Understanding business and economics is crucial for finance roles.
  • Investor relations play a vital role in connecting finance with the broader business.
  • Choosing the right AI tools is essential for effective implementation.
  • People-centric leadership is key to success in finance.
  • The finance landscape is constantly changing, requiring adaptability.


Sound Bites

  • "The CFO plays a critical role."
  • "I can't stand fingers on keyboards."
  • "We can fix a lot of the manual work."
  • "It's not just about cost arbitrage."
  • "It's incredible how fast it's moving."
  • "AI is a value creator, right?"
  • "AI is going to be a piece of that."
  • "Embrace AI, be part of a solution."
  • "You have to have those core skills."
  • "Don't underestimate the IR capability."


Chapters

00:00
The Role of Technology in Finance

05:14
Evolving CFO Responsibilities

10:06
The CFO's Strategic Influence

18:36
Automation and Financial Processes

22:32
Balancing Growth and Financial Controls

25:10
The Future of AI in Finance

28:22
The Rapid Evolution of AI in Finance

30:54
Navigating Automation and Quality Control

32:56
The Artistic Side of Accounting

35:36
AI as a Value Creator

39:14
Preparing for the Future of Finance Roles

42:52
The Changing Landscape of Finance Metrics

45:05
The Importance of Investor Relations

47:58
Choosing the Right AI Tools

49:30
People-Centric Leadership in Finance

This episode of Asking Good Questions is brought to you by Caprus.Ai.

Check how we empower the office of the CFO to harness the transformative potential of artificial intelligence (AI) and revolutionize their operations.

]]> https://askinggoodquestions.co/ Edward Roske Buzzsprout-16564074 Tue, 04 Feb 2025 16:00:00 -0500 3109 CFO, finance, SaaS, technology, automation, strategy, AI, financial controls, growth, BlackLine, AI in finance, automation, CFO roles, accounting, investor relations, finance metrics, technology in finance, future of work, finance leadership, AI 1 5 full false From Data to Decisions: How Raef Lawson is Redefining Profitability for CFOs From Data to Decisions: How Raef Lawson is Redefining Profitability for CFOs What’s the secret to profitability? In this episode, Dr. Raef Lawson, Executive Director of the Profitability Analytics Center of Excellence (PACE), reveals how CFOs can use analytics to drive impactful decisions. As he says: "Profitability isn’t just a number—it’s a mindset".

Discover how CFOs can leverage AI-driven insights to navigate uncertainty and shape the future of finance. Tune in for a conversation that will change the way you think about numbers.

Takeaways

  • Profitability analytics is essential for modern businesses.
  • Accountants must improve communication with other departments.
  • Revenue management and cost management are interconnected.
  • Technology can help level the playing field for companies.
  • AI has the potential to uncover valuable insights from data.
  • Future accountants need to focus on soft skills and analytics.
  • Understanding customer profitability is crucial for success.
  • The accounting profession must adapt to changing business needs.
  • Education in accounting should include more practical applications.
  • Collaboration between finance and operations is key to profitability.

Sound Bites
"It's all about profitability analytics."
"Profitability is a holistic approach."
"Technology is a leveler for companies."

Chapters
00:00 Introduction to Profitability Analytics
03:18 Raef Lawson's Journey in Accounting
06:09 The Evolution of Accounting and Profitability
09:32 Challenges in Accounting Education
12:25 The Role of Technology in Profitability
15:18 Recent Initiatives at PACE
18:11 The Future of Profitability Analytics
21:31 Advice for Future Finance Professionals



This episode of Asking Good Questions is brought to you by Caprus.Ai.

Check how we empower the office of the CFO to harness the transformative potential of artificial intelligence (AI) and revolutionize their operations.

]]> What’s the secret to profitability? In this episode, Dr. Raef Lawson, Executive Director of the Profitability Analytics Center of Excellence (PACE), reveals how CFOs can use analytics to drive impactful decisions. As he says: "Profitability isn’t just a number—it’s a mindset".

Discover how CFOs can leverage AI-driven insights to navigate uncertainty and shape the future of finance. Tune in for a conversation that will change the way you think about numbers.

Takeaways

  • Profitability analytics is essential for modern businesses.
  • Accountants must improve communication with other departments.
  • Revenue management and cost management are interconnected.
  • Technology can help level the playing field for companies.
  • AI has the potential to uncover valuable insights from data.
  • Future accountants need to focus on soft skills and analytics.
  • Understanding customer profitability is crucial for success.
  • The accounting profession must adapt to changing business needs.
  • Education in accounting should include more practical applications.
  • Collaboration between finance and operations is key to profitability.

Sound Bites
"It's all about profitability analytics."
"Profitability is a holistic approach."
"Technology is a leveler for companies."

Chapters
00:00 Introduction to Profitability Analytics
03:18 Raef Lawson's Journey in Accounting
06:09 The Evolution of Accounting and Profitability
09:32 Challenges in Accounting Education
12:25 The Role of Technology in Profitability
15:18 Recent Initiatives at PACE
18:11 The Future of Profitability Analytics
21:31 Advice for Future Finance Professionals



This episode of Asking Good Questions is brought to you by Caprus.Ai.

Check how we empower the office of the CFO to harness the transformative potential of artificial intelligence (AI) and revolutionize their operations.

]]> Edward Roske Buzzsprout-16519925 Tue, 28 Jan 2025 13:00:00 -0500 2194 profitability, analytics, accounting, management, finance, technology, education, revenue management, cost control, AI 1 4 full false Gary Golden on Thriving Through Change: Lessons for Modern CFOs Gary Golden on Thriving Through Change: Lessons for Modern CFOs In this episode of Asking Good Questions, we explore the evolution of the CFO role with Gary Golden, CFO of Media Culture. Gary reflects on his experiences at Blockbuster, Kinko’s, and private equity-backed firms, sharing actionable insights on navigating disruptions, leveraging AI, and leading with strategy.  Join us in sharing stories of transformation—from the untold history of Blockbuster’s missed Netflix opportunity to the challenges of adapting finance teams for the AI era. This is a must-listen for finance professionals looking to stay ahead in a data-driven world.

Takeaways

  • It's not just about debits and credits; it's about interpreting data.
  • The CFO's role has evolved to include strategic leadership.
  • Understanding economics is crucial for financial decision-making.
  • Cash flow management is essential, especially during economic changes.
  • Companies must adapt to industry disruptions to survive.
  • AI can streamline financial processes and presentations.
  • Communication skills are vital for finance leaders.
  • Outsourcing non-core functions can enhance efficiency.
  • Finance leaders should be proactive in providing timely information.
  • Continuous learning and adaptation are key to success in finance.


Chapters

00:00 Understanding the Role of the CFO
12:01 The Evolution of Finance Leadership
21:58 Navigating Economic Changes and Challenges
33:34 Adapting to Change: Lessons from Industry Giants
41:20 The Future of Finance: Embracing Technology and AI

This episode of Asking Good Questions is brought to you by Caprus.Ai.

Check how we empower the office of the CFO to harness the transformative potential of artificial intelligence (AI) and revolutionize their operations.

]]> In this episode of Asking Good Questions, we explore the evolution of the CFO role with Gary Golden, CFO of Media Culture. Gary reflects on his experiences at Blockbuster, Kinko’s, and private equity-backed firms, sharing actionable insights on navigating disruptions, leveraging AI, and leading with strategy.  Join us in sharing stories of transformation—from the untold history of Blockbuster’s missed Netflix opportunity to the challenges of adapting finance teams for the AI era. This is a must-listen for finance professionals looking to stay ahead in a data-driven world.

Takeaways

  • It's not just about debits and credits; it's about interpreting data.
  • The CFO's role has evolved to include strategic leadership.
  • Understanding economics is crucial for financial decision-making.
  • Cash flow management is essential, especially during economic changes.
  • Companies must adapt to industry disruptions to survive.
  • AI can streamline financial processes and presentations.
  • Communication skills are vital for finance leaders.
  • Outsourcing non-core functions can enhance efficiency.
  • Finance leaders should be proactive in providing timely information.
  • Continuous learning and adaptation are key to success in finance.


Chapters

00:00 Understanding the Role of the CFO
12:01 The Evolution of Finance Leadership
21:58 Navigating Economic Changes and Challenges
33:34 Adapting to Change: Lessons from Industry Giants
41:20 The Future of Finance: Embracing Technology and AI

This episode of Asking Good Questions is brought to you by Caprus.Ai.

Check how we empower the office of the CFO to harness the transformative potential of artificial intelligence (AI) and revolutionize their operations.

]]> Edward Roske Buzzsprout-16478617 Tue, 21 Jan 2025 15:00:00 -0500 2893 1 3 full false From Sears to ScentHound: Brenda Hernandez's Journey of Reinventing Finance From Sears to ScentHound: Brenda Hernandez's Journey of Reinventing Finance 💡 What does it take to innovate in the fast-paced world of finance? Find out in the latest episode of Asking Good Questions as Edward Roske interviews Brenda Hernandez, the trailblazing CFO of ScentHound.

🐾 Key highlights include:

  • Brenda’s unique lessons from her early days at Sears and Office Depot.
  • Her groundbreaking approach to financial planning for franchise growth.
  • The power of technology, AI, and strategic partnerships in today’s CFO toolkit.
  • How to strike the perfect balance between operational excellence and bold innovation.

👉 Whether you’re a finance professional, entrepreneur, or just curious about the future of business strategy, this episode is packed with insights that will inspire and challenge you. Click now and hear the conversation!

This episode of Asking Good Questions is brought to you by Caprus.Ai.

Check how we empower the office of the CFO to harness the transformative potential of artificial intelligence (AI) and revolutionize their operations.

]]> 💡 What does it take to innovate in the fast-paced world of finance? Find out in the latest episode of Asking Good Questions as Edward Roske interviews Brenda Hernandez, the trailblazing CFO of ScentHound.

🐾 Key highlights include:

  • Brenda’s unique lessons from her early days at Sears and Office Depot.
  • Her groundbreaking approach to financial planning for franchise growth.
  • The power of technology, AI, and strategic partnerships in today’s CFO toolkit.
  • How to strike the perfect balance between operational excellence and bold innovation.

👉 Whether you’re a finance professional, entrepreneur, or just curious about the future of business strategy, this episode is packed with insights that will inspire and challenge you. Click now and hear the conversation!

This episode of Asking Good Questions is brought to you by Caprus.Ai.

Check how we empower the office of the CFO to harness the transformative potential of artificial intelligence (AI) and revolutionize their operations.

]]> Edward Roske Buzzsprout-16410782 Thu, 09 Jan 2025 17:00:00 -0500 2683 1 2 full false Emily Brown of Enesco Explores Risks, Resilience, and AI’s Transformative Role in the CFO's Office Emily Brown of Enesco Explores Risks, Resilience, and AI’s Transformative Role in the CFO's Office In this episode of Asking Good Questions, host Edward Roske welcomes Emily Brown, CFO of Enesco, for a deep dive into the transformation of corporate finance over the past 25 years. From leveraging technology like multidimensional databases to addressing risks like cybersecurity and supply chain disruptions, Emily shares lessons learned and strategies for success. They discuss the ethical implications of AI, the need for cross-departmental collaboration, and what it takes to future-proof finance departments. Whether you're a CFO, finance professional, or tech enthusiast, this episode offers invaluable insights into the past, present, and future of financial leadership. 

This episode of Asking Good Questions is brought to you by Caprus.Ai.

Check how we empower the office of the CFO to harness the transformative potential of artificial intelligence (AI) and revolutionize their operations.

]]> In this episode of Asking Good Questions, host Edward Roske welcomes Emily Brown, CFO of Enesco, for a deep dive into the transformation of corporate finance over the past 25 years. From leveraging technology like multidimensional databases to addressing risks like cybersecurity and supply chain disruptions, Emily shares lessons learned and strategies for success. They discuss the ethical implications of AI, the need for cross-departmental collaboration, and what it takes to future-proof finance departments. Whether you're a CFO, finance professional, or tech enthusiast, this episode offers invaluable insights into the past, present, and future of financial leadership. 

This episode of Asking Good Questions is brought to you by Caprus.Ai.

Check how we empower the office of the CFO to harness the transformative potential of artificial intelligence (AI) and revolutionize their operations.

]]> https://askinggoodquestions.co/ Edward Roske & Emily Brown Buzzsprout-16228269 Thu, 05 Dec 2024 13:00:00 -0500 2861 #FinanceLeadership, #CFOInsights, #CorporateFinance, #RiskManagement, #BusinessTechnology, #AIinFinance, #FutureOfWork, #SupplyChainSolutions, #CrossFunctionalTeams, #BusinessContinuity, #FinancialEvolution 1 1 full false Emily Brown Edward Roske Ana Massacane