But, like, if I would be set at $20k I'd still wait until like $40k or $50k to sell, cuz that is still suuuper safe territory and ya know why not double your money haha.
Nothing in life is guaranteed. You can be confident about things, but not certain about things.
If say $20,000 meant I could secure $10 million and still have a reasonable amount of BTC for whatever happens in the future then I'd be very tempted to do it. That would be far beyond my actual requirements already.
A future 20 or 50 or 100 million would be more than acceptable too, but I wouldn't actually need that much and I'm not sure I'd wish to put what I originally identified as a healthy amount on the line just in case.
If $20,000 meant $1 million then, while that's obviously a figure most people will never see, that's not enough to be in complete control of the rest of your days in a first world country and I'd hope for more in future and largely stay put as long as the rest of my finances were sound.