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A rainbow of internet fantasies
Episode 36

A rainbow of internet fantasies

The Panel · Justin Jackson, Brian Casel, Jordan Gal

March 6, 20261h 26m

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Show Notes

What happened to you in Mexico? Justin is back from his co-founder retreat with Jon on Holbox Island. He gets vulnerable about the drift that naturally happens in a remote co-founder relationship, the big conversations they'd been avoiding, and the realization that alignment isn't a one-time thing (it requires constant investment!). Jordan and Brian weigh in on co-founder dynamics, decision-making in a 50/50 partnership, and why strategy has to belong to a key decision maker. 

The conversation then spills into the "Mexican standoff" happening on teams as AI reshapes who does what and whether that's something to fear (or lean into).

Timestamps:

  • (00:06) - Introduction
  • (01:47) - Justin and Jon's founder retreat
  • (06:44) - Using video as an example of how to communicate with cofounders
  • (09:45) - It's not a marriage, it's a dictatorship
  • (12:12) - What do goals look like for a company?
  • (20:48) - Video is hard and heavy... should we do it?
  • (24:22) - What Jordan's done to help alignment on his team
  • (29:46) - What about Jon's side of the conversation?
  • (39:46) - Navigating new work dynamics with the speed of AI
  • (46:56) - There are smart developers resisting AI - why?
  • (54:24) - A Mexican standoff on teams
  • (01:06:47) - Company design and system design

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