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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