Podcast
Asking Good Questions
Every episode, I sit down with finance leaders, technologists, and executives to explore the past, present, and future of the CFO's office. It's the podcast for people who think spreadsheets should come with a warning label.
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About the Show
What we talk about when we talk about finance.
Asking Good Questions started because I noticed that the best finance leaders I've worked with across 25+ years all had one thing in common: they asked better questions than everyone else in the room.
Every episode explores how AI, data science, and technology are reshaping the Office of the CFO. We talk to people building the future of enterprise finance. Not to sell you software, but to figure out what's actually working and what's still hype.
Topics include EPM, financial consolidation, planning, budgeting, analytics, MCP servers, AI agents, and whatever else is keeping CFOs up at night. No jargon walls. No vendor pitches. Just good questions.
Recent Episodes
Latest from the feed.
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 Norther
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’v
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. Mark shares his leadership philosophy, highlighting the significance
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 Aviat
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
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 A
'I Got Tired of Cleaning Up Accounting Messes': How Kristen Berdar Turned Her Frustration Into a Multimillion-Dollar Business
SummaryIn 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
Anna Tiomina's Bold Prediction: Finance Teams Will Be 'People and Robots' by 2030 - Part 3 of 3
SummaryIn 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 t
Have a Good Question?
Want to be a guest? Have a topic you'd like covered? I'm always looking for people who ask better questions than I do. (It's a short list.)