“the sort of challenges of of not needing to make money means that you you also aren't necessarily optimizing for it or at least the speed of it constraints sort of they breed creativity for me it's the con can be like sort of a oh we'll get around to the moneymaking part instead of like we have to get around to the moneymaking part”

No urgency is its own failure mode — manufacture artificial deadlines

Post-exit money removed the forcing function — and Josh names that as the harder problem, not the easier one. Without a deadline, 'we'll monetize eventually' replaces 'we have to monetize now,' and the product drifts. Manufacture artificial constraints (a launch date, a revenue target by month X, a hard runway cap) so urgency to charge shows up before the project quietly dies of comfort.