Asking Good Questions with Edward Roske
Asking Good Questions with Edward Roske
Podcast Description
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.
Podcast Insights
Content Themes
The podcast covers a range of themes including the integration of AI in financial processes, automation, and strategic leadership. Episodes like 'From Data to Decisions' with Raef Lawson explore profitability analytics, while discussions with Sean Blitchok focus on the role of technology in finance. Key issues like adapting to economic changes, real-time data analysis, and lessons learned from industry giants frame the core conversation.

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.
Laura Burkhauser is the CEO of Descript, and about 6 minutes in she told me she's a terrible creator. Her words: ”Let it be said that I am a terrible creator. I couldn't make it.” (If the CEO of the creator software is a terrible creator, I'm not sure what that makes me, and I'd prefer you didn't answer.) She started out as a customer. After she left a product leader job at a big tech company she was having a little bit of an identity crisis, and in the Bay Area, she says, when you're having an identity crisis there's nothing to do but start a podcast. So she started one with a friend, found Descript, and got so obsessed with it that she's now the CEO.
Full disclosure, since I'm about to gush: I use Descript to make this show and I pay for the Business plan out of my own pocket (I started on Creator and bumped myself up, in case you wondered how deep this goes, and it saves me far more than I pay). Nobody sponsored this episode. How I ended up on it is a story I hadn't told out loud before. I aimed Claude Code at my whole editing workflow, asked for something that could take over everything except the fun part, and it came back with exactly one answer. So Claude basically cold emailed me about Descript, and then I cold emailed Laura.
When she first started, she hit remove filler words on her own episodes and published them like that (”This is so cool, I sound so professional”). Now she listens back and it's ”Yikes,” because she didn't have the ear yet to hear the cuts. I have my own version: my season one episodes sounded like a job interview, and no matter what my guests answered I'd wander off and ask about their greatest weakness.
I asked her how we kill off AI slop without killing off AI, and she did the thing I never do, which is define the term first. Slop is a form of content arbitrage, and it takes both scale and a monetary incentive. Somebody playing with AI and failing because they're early in their craft is a different case, and they might be better in 6 months. She also thinks YouTube, LinkedIn, Snapchat and a few others will close that arbitrage window in about 6 months. I don't buy it (I think the money moves and the volume probably stays), so ask me again in March.
Somewhere in there we discovered we're both Fifth Element fans (I own a Ruby Rhod costume, and my wife has ruled it inappropriate to show the children in the neighborhood), and she told me about reading Ray Bradbury's The Illustrated Man with her son, which opens with ”The Veldt,” a 1950 story about a family whose house automates everything for them.
Laura's on X as @burkenstocks. It's the shoe, with a U, and she'd like you to know she's manifesting a free pair.
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.
LINKS
Descript: https://www.descript.com
Laura on LinkedIn: https://www.linkedin.com/in/burkhauser/
Laura on X: https://x.com/burkenstocks
BOOKS & RESEARCH MENTIONED
The Illustrated Man, Ray Bradbury (Doubleday, 1951), and ”The Veldt,” its first story (The Saturday Evening Post, 1950)
Dungeon Crawler Carl, Matt Dinniman (self-published, 2020)
The Odyssey and The Iliad, Homer
The Fifth Element (Luc Besson, 1997) and WALL-E (Pixar, 2008)
Obsession (Curry Barker, 2026) and Backrooms (Kane Parsons, 2026), two YouTubers' movies, plus The Blair Witch Project (1999) and Supergirl (2026)
Victor Kiam and Remington: ”I liked it so much, I bought the company”
Detour, Andrew Mason's audio walking tour company, where Descript came from
”AI slop,” the Macquarie Dictionary's 2025 Word of the Year
Also mentioned: Underlord, Claude Code, MCP, Fiverr, GarageBand, iMovie, Shimer College, Birkenstock
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.

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