Asking Good Questions with Edward Roske
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.
Episodes
42 episodes
If They Don't, Somebody Else Will | Neal Stephenson
In October of 1939 the physicists just stopped publishing. I asked Neal Stephenson where AI research is on that timeline, and he asked how we'd even know if a lab went dark.Neal wrote Snow Crash, The Diamond Age, Cryptonomicon and Anathem,...
You're Literally Operating on Trust | Asra Ali
Asra Ali has spent nearly two decades in healthcare compliance and privacy, and she's the founder and principal consultant of Ali Healthcare Consulting here in San Juan. When a hospital or a health tech company wants AI anywhere near patient data,...
Everybody Will Be Safe (on one condition) | Gauthier Vasseur
Fun fact: Gauthier Vasseur is the first returning guest I've ever had on Asking Good Questions. We finished Season 1 with 38 subscribers (not a joke), the channel is over half a million now, and I told him on camera he might've had something to do...
Who Owns the Inside of Your Head? | Gerardo Lebrón Laboy
Gerardo Lebrón Laboy calls himself a robotics, AI, and brain-computer interface lawyer. He's taught Robot Law at 2 law schools here in Puerto Rico, and his master's in law and technology at the University of Ottawa had Isaac Asimov on the reading ...
AI Does Not Remove Accountability From Humans | Sariol + Caicedo
This is the first time I've had two guests on at once, and I did it on purpose. Jose Carlos Sariol and Guillermo Caicedo both work at Microsoft, helping companies across Central America and the Caribbean get AI past the great demo and into somethi...
The Only Thing I've Been Seeing Is More Work | Filo Gonzalez
Filo Gonzalez is a forward deployed engineer at Databricks, which means he gets in the room right after somebody sees a slide and says "I want this to happen," and then he makes the slide real (inside companies big enough that the governance team ...
Do I Need a PhD Deleting Spam From My Inbox? | Julián Duque
Julián Duque has been playing Dungeons & Dragons since he was 7 (early '90s for him, 1981 for me, so yes, I'm slightly older), and he's a dungeon master too, so a few minutes into a conversation about AI agents I pioneered a term right there on th...
People Think AI Was Created 3 Years Ago | Dr. Stephen Smith
A lot of people think AI was created about 3 years ago. Dr. Stephen Smith got his PhD in it in 1980, when his work was one of the first so-called learning systems, and today he's a research professor of robotics at Carnegie Mellon and the presiden...
It's Trying to Please You | David Bartolomei
David Bartolomei's company listens to Puerto Rico for a living. Every day Monitorea takes in over 500 hours of broadcast and podcast content (plus web and social now), and the brief it puts out at 7:30 AM has replaced the news for him. It started ...
Am I Going to Be a Guinea Pig? | Dr. Wilfredo De Jesus-Monge
Dr. Wilfredo De Jesus-Monge's opening point is that pretty much everything in your medicine cabinet went through clinical research before it got to you. He's spent more than 20 years inside that process and held nearly every job it has, from clini...
He Can Find Anything About Anybody | Andres Andreu
Andres Andreu runs Constella Intelligence, the company that goes and finds your data after somebody steals it. In a given week his team sees about 199 breaches, and you hear about one of them. "Those other 198 are getting monetized silently in the...
My Co-Founder Is an AI Named Maia | Elsa Del Pino
Elsa Del Pino has a co-founder named Maia. Maia is an AI she built on Claude Code, who runs her mornings, writes her own memory files, and has since started spawning helper agents of her own. Elsa's next job for her is running the LinkedIn account...
Chatbots Don't Bring ROI | Luis Antonio Diaz
Luis Antonio Diaz builds AI for governments, municipalities, school boards and utilities. His own phrase for that world is "the boring industries that really shift worlds behind the scenes." None of them can afford an AI that makes something up.
AI Isn't Failing Because of the Model | Lillian Buziak
Lillian Buziak runs an AI company in Silicon Valley, so you'd expect the cheerleading. Instead she opened with her Gen Z kids overruling her at home, and halfway through she laid out the squeeze her whole company lives in: if you don't adopt it, y...
Trust but Verify Applies to AI Too | Elizabeth Ferrell
Elizabeth Ferrell is the Assistant Corporate Controller and Finance AI Leader at The Kroger Co., which means 450,000 paychecks and the numbers behind the federal filings all run past her. So I opened with the hardest question I had. Would you let ...
I'm More Worried About Humans Than AI | Idoia Salazar
Dr. Idoia Salazar advises governments on AI ethics, and I went in expecting the slow-down speech. What I got was her driver's license argument: AI is powerful enough that you should have to learn it before you use it, and right now nobody is teach...
Puerto Rico's First Unicorn Starts at a Hackathon | Pedro Cruz
Three days after Hurricane Maria, Pedro Cruz lost his job. No electricity, no plan. So he pointed a drone at the SOS messages people had spray-painted on their roads, because the government helicopters kept flying over and the help kept not arrivi...
You Can't Prompt Your Way to a Flying Car | Tim Berglund
Tim Berglund spent twenty years calling AI a promissory note. Always a bright future, never a bright present. (The field was born overpromising. The Dartmouth crew figured they'd nail human intelligence in a couple of months. That was the 1950s.)<...
With AI, the Winners Will Be the Small Companies | Juan Carlos Pedreira
Juan Carlos Pedreira told me about a study from this May: 90% of Puerto Ricans only use ChatGPT. Then he told me the winners of the whole AI era will be the small guys.He'd know: he co-founded the Social Business Hub, a digital consultancy...
We're Running an AI Experiment on Our Kids | Bivin Sadler
We're running an experiment on our kids. And we won't see the results for about 20 years.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 whi...
Dr. AI Says That for Puerto Rico, AI Is Life and Death | Nesty Delgado
Nesty Delgado commanded a Puerto Rico National Guard task force through Hurricane Maria. His line about it stopped me cold. "We were making life-and-death decisions back there, with incomplete data." Today, on the island, they call him Dr. AI....
Can AI Be Good for Business and Good for Humanity? | Richard Benjamins
Richard Benjamins's new book, The AI-Driven Company, explains how organizations can move beyond AI hype and experiments to create scalable, tangible economic value. Edward and Richard also discuss whether AI can create both business value and soci...
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 Harve...
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 ...
The 4 P's of Finance Excellence: Mark Dendle Reveals His Secret Formula for Business Transformation
SummaryIn 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...