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Hayden Garrick

After Office Hours

Conversations when the work day ends and the students go home.

Episode 10 · Sep 29, 2026 · 28 min

From Zero to App Store: Building CarROI with AI

Part two of a three-part series on AI: Hayden breaks down CarROI, a stock-tracker-style app for collector car values. He walks through how AI took it from a rough prototype to a live beta, how the app weighs messy real-world comparable sales, and what Apple's app review process and early user feedback taught him along the way.

Also on Apple Podcasts, Spotify, YouTube, and more.

Recent episodes

Sep 21, 2026

Episode 9 · 33 min

Hayden and Shaun revisit the friend-group NFL pick'em pool they've run for two years — originally a clunky stack of Excel, Google Docs, and Power BI that took hours to fix every time something broke. In part one of a new series, they walk through rebuilding it almost entirely with AI, using OpenAI's Codex to turn the duct-taped spreadsheet into a polished web app.

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Sep 14, 2026

Episode 8 · 21 min · with Rick, Licensed Private Investigator

The show widens its lens beyond the Robinson case: licensed private investigator Rick joins to talk about Flock's license plate camera network at scale — roughly one billion reads a month, a 25% error rate producing over a million bad matches, and a Milwaukee incident where residents were held at gunpoint six miles from a stolen-vehicle flag police had already cleared. Hayden and Shaun dig into the liability gaps, the inter-agency data sharing nobody signed up for, and where this technology goes next. Shaun opens with his own story of being wrongly detained as a teenager over an unverified tip.

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Sep 8, 2026

Episode 7 · 28 min · with Greg May

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, and what he'd tell another small-town mayor facing the same call.

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Aug 31, 2026

Episode 6 · 20 min · with Greg May

Robinson, Texas Mayor Greg May joins 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 the program started, 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 retention policy, and an audit process run by two officers whose only training was Flock's own online video. He also shares the program's real wins, including a stolen car recovered in under two hours and a murder suspect located 90 minutes after the crime.

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Aug 24, 2026

Episode 5 · 28 min

Herbie Wertheim just paid 67 times MSRP for the first-ever Ferrari Luce, a one-of-one EV the internet immediately compared to a Prius. Hayden and Shaun dig into who's actually buying cars like this, why Ferrari can't stop controlling what happens after the sale, and whether an EV can ever really be a Ferrari.

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Aug 16, 2026

Episode 4 · 31 min · with Elieana Garrick

Prompted by a controversial 0/10 review of Tyga's recent album for its use of AI-generated sounds, creative director Elieana Garrick joins to argue that generative AI "poisons" creative work — from scripts to soundtracks to photo editing. The conversation weighs whether AI disclosure should be legally mandated and how AI's production speed may reshape creative careers and academic programs.

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Aug 10, 2026

Episode 3 · 36 min

Picking up where the exile years left off, this episode follows Jobs’ 1997 return to Apple through the NeXT acquisition, his shift from advisor to CEO, and the ruthless simplification that cut Apple’s bloated lineup down to four machines — tracing how lessons from Pixar and NeXT about patience, functional design, and emotional resonance shaped the iMac G3, iPod, and iPhone.

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Aug 2, 2026

Episode 2 · 45 min

Tracing Steve Jobs’ decade in exile from Apple — founding NeXT, acquiring Lucasfilm’s graphics group to create Pixar, and the long road through RenderMan to 1995’s Toy Story — this episode looks at how those wilderness years built the leader who’d return to remake Apple.

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Jul 20, 2026

Episode 1 · 31 min

Using Toy Story 5 as a jumping-off point, Hayden and Shaun dig into how technology is reshaping childhood — smart toys, data privacy, and the trade-off between screen time and imaginative play.

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