The “lottery” framing is the normalized and gentle way of asking “What’s our plan for when Stripe / OpenAI offers them a $1M/yr Staff role but only if they start immediately?” Think about the great engineers you’ve met, and how many of them would say “Sorry, but no - my current team relies on me, and I should help them transition”.
Maybe this is a cultural thing, but here it's pretty well understood that people have notice periods built into their contracts. Absolutely no employer would be hiring any staff with any expectation that they be able to start the next day if that person is already employed.