i think tim is coming less from that angle and more from the "blockchains are gonna disrupt finance, banking, healthcare, etc" angle.
Well, less Bitcoin will reach x level before y date would put him in a better day light.
my old trading mentor always believed a stock market crash would have a very bearish effect on bitcoin. he knows the market perceives bitcoin as a high risk/high reward asset. a larger economic crash would shift creditors into tightened standards (no more easy credit to pump markets) and investors into "risk-off" mode, and money would pour into safe havens. i agree with that assessment.
I'm not really convinced of stock market crashes being a contributing factor either, especially with how they don't highlight why Bitcoin is a good asset to park capital in. Some of that money might flow into Bitcoin, but that money will flow out once the legacy market starts showing signs of recovery again.
the alternative scenario is one where USD completely collapses, but that's a longshot. it's an eventuality on a long enough timeline, but i've seen people predicting imminent USD doomsday for decades. it's a bad bet that you can't time.
You can't time it, that's right, but if you think logically, you shouldn't even want to time it. The only thing people need to do is to act right now and hedge fiat by allocating a chunk of their savings to Bitcoin. In case fiat really implodes, you're good. If fiat doesn't implode, you're good too with how Bitcoin will organically increase throughout the years. In other words, there is nothing to lose but everything to gain.
I have currently close to 75% of my net worth sitting in Bitcoin, and it feels great. I don't have to worry about fiat currencies imploding, no more forced haircuts (which is straight theft regardless of how one looks at it), and no more exposure to how shitty banks are, etc. This is freedom.