HeyJaredAI After Dark
AI After Dark is a podcast hosted by Alex Gras, venture capitalist at Mercury, focused on how real companies are built once the hype fades and the hard decisions begin.
- Indexed episodes, last 90 days
- 4
- Latest publication
- Sep 10, 2026
- Audience
- Checking…
- Earliest in this view
- Jul 16, 2026
Latest episodes
"You Completely Automated My Job." Now What? (opens the original)
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Margaritas and a little league draft app somehow turned into a business. Zach Smith left Uber, bought a small dental benefits company, and now runs Houston AI Help, embedding with small and mid sized firms around town to build the stuff they did not know they could have. He gets into quick wins over month long discovery, why he will not rip out the software that runs your company, running his whole day through agents, and the moment his wife realized he had automated her job. Click here to watch
We Want Everyone Using AI. Then We Judge Them for It (opens the original)
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Front porches became phone lines, phone lines became chat rooms, and now the whole conversation is a thumbs up emoji. That is the thread Prasanth Chilukuri, Founder and Managing Partner of Soul Street Ventures, pulls on here, from running the same health question through four different AI models to treating one as his chief strategist to the thing that actually keeps him up at night, which is what happens to his kids when the center keeps moving and nobody can say where it should land. Click her
AI Can Do Anything. That’s the Problem. (opens the original)
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Blockchain was supposed to fix oil and gas payments. It didn't. Cameron Sinclair, CEO of SmartChain, explains why the company traded smart blockchain for smart supply chain, and why leading a pitch with AI is the fastest way to lose the room. There's talk of dirty boots as a sales strategy, the grandfather's ax problem of rebuilding your stack every month, and why this industry can smell nonsense from across the table. Click here to watch a video of this episode. Join the conversation shaping th
AI Is Making Software Easier to Build and Harder to Buy (opens the original)
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Innovation gets treated like a tech problem, but Patrick Keltner of Griffin Partners argues it's really about people and building the space to actually change. He breaks down why most of the 6,000 proptech startups don't move the needle, how his team builds with AI instead of building AI, and the buried tenant retention gap they found by fixing governance before touching the data. Also why trust and human judgment still matter when anyone can just hand the work to a model. Click here to watch a
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