“try to time box it uh if you're spending six months a year I don't tend to like those small bets even though you know people call them small bets every one of those things if I can't layer it into a small bet where I could do it in a week or two then then I'm not going to do it”

If it doesn't ship in two weeks, it isn't a small bet — it's a risk

The rule that keeps a portfolio actually small: if a bet can't ship in roughly one to two weeks, kill it before starting. Six-month 'small bets' aren't small — they're risk. The recent free-preview feature on smallbets.com took two weeks and converted 4% of traffic to email. Two-week ceilings force the scope cuts that make the whole portfolio work.