After Office Hours Podcast
The workday is over, but the conversation is just getting started. After Office Hours brings together a professor and former student, now a business practitioner, to explore business, technology, pop culture, and the hobbies we love through the lenses of both theory and real-world experience. Smart insights, spirited debates, and fun conversations—after office hours.
Episodes
Hayden breaks down CarROI, a stock-tracker-style app for collector car values. He shares how AI helped him go from a rough prototype to a live beta, how he weights messy comparable sales, and what Apple's review process and early user feedback taught him. Part two of a three-part series on AI.
Hayden and Shaun walk through two years of building their friend-group NFL pick'em app: starting as a clunky Excel/Google Docs/Power BI stack that took hours to fix when something broke, then rebuilt this year almost entirely with AI (OpenAI's Codex) into a polished web app. They talk through what actually got faster with AI (bug fixes that used to take hours now take 30 seconds to a few minutes), what didn't (you s...
We're widening the lens this episode. Licensed private investigator and asset recovery specialist Rick joins us to talk about what's actually happening with license plate readers and surveillance tech beyond Robinson — and some of what he shares is hard to hear.
Rick breaks down the scale of this: Flock processes roughly a billion reads a month, and even a small error rate means over a million bad hits. He walk...
Part 2 picks up where we left off: Robinson Mayor Greg May takes us inside the city council meeting where residents packed the room to weigh in on the Flock camera program. He also addresses the local news coverage that followed — a clip he says was taken out of context — and the very real fallout it had on his family and his business. We close with his decision on whether to renew the contract, an...
Robinson, Texas Mayor Greg May joins the show for a two-part conversation on Flock license plate cameras — and whether small towns should be installing them at all. In part one, he walks through how it started (a grant literally named after a wave of catalytic converter thefts), what the cameras actually do, and the details city council didn't ask about up front: an error rate that's landed around 25%, a data ...
Herbie Wertheim just paid 67 times MSRP for the first ever Ferrari Luce. A one-of-one EV that the internet immediately compared to a Prius. We dig into who's actually buying these things, why Ferrari can't stop controlling what happens after the sale, and whether an EV can ever really be a Ferrari.
Tyga's recent album drew a 0/10 review for using AI-generated sounds — and it sparked a bigger question: does using AI in your craft disqualify the result from being "art"? This episode, Shaun and Hayden bring in their first-ever guest, creative director Elieana Garrick, to push back on both of them. Elieana lays out her case that generative AI "poisons" a creative work the moment it's introduced —...
Part 2 picks up with Jobs' return — Apple buying NeXT in 1998 for its software and its founder, Jobs stepping back in as advisor and then CEO, and the four-quadrant overhaul that cut Apple's bloated product line down to four machines. It traces how the lessons from his Pixar and NeXT years — patience, design as functional (not just decorative), and building products around emotional connection rath...
We trace Steve Jobs from his 1985 ouster at Apple through his ten years away — founding NeXT, buying Lucasfilm's graphics division and turning it into Pixar, both companies struggling before Pixar's software pivot (RenderMan) and Toy Story's 1995 breakout — up through the NeXT-Apple merger and Jobs' return, framed as the "formation years" where he grew from a difficult visionary into someone with real bu...
In the first episode of After Office Hours, Hayden and Shaun use Toy Story 5 as a launchpad to dig into how technology is reshaping childhood. Hayden brings a tech and strategy lens from his work at Microsoft, while Shaun draws on his background in educational psychology to unpack smart toys, data privacy, and the trade-off between screen time and imaginative play. It's theory, real-world application, and pop ...
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