Super Duper Intelligence - BONUS - Darkside with Dave Edition

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Recorded on Wednesday, September 23rd, 2026.

Jason, Brian, and Dave head to the Dark Side for a deep dive into vibe coding—and, against all odds, Jason may finally be cracking. After Salesforce decided to sunset Quip, Jason used AI to rebuild the collaborative show-notes system the guys have relied on for a decade, adding more features while cutting the monthly cost to almost nothing. Then he took up Dave’s challenge to modernize an aging open-source ham-radio application, turning it into a native-looking Mac app in a matter of hours. The catch: after decades of programming, Jason knows exactly what to ask for, what to watch for, and when the AI is confidently doing something stupid.

That leads to the bigger question: what happens when software that once took months and tens of thousands of dollars can be built in an afternoon? The guys get into value-based pricing, the disappearing entry-level programming ladder, whether AI makes people lazy or gives curious people superpowers, and how custom software could start eating away at expensive SaaS subscriptions. Jason also lays out what he’s learned from actually building with these tools: keep everything portable, use Git from day one, make the AI document its work, and never build something you can’t eventually maintain yourself. Turns out the future may not belong to vibe coders after all—it may belong to people who already know what the hell they’re doing.

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