I think I would prefer to be that guy. Because if I buy a lot of bitcoin and become wealthy but do not sell so it dumps, then all I have to do is wait, there is a recovery there and the potential to be wealthy again still is there. Which is why waiting and then losing after that is not really an issue unless you sell.
Obviously if you sell and get out then you are going to be doing a lot worse and I would suggest not doing that, it would be smarter if people just ended up spending some time buying a bit earlier and selling a bit later. I know that too many people sell when it goes down, but they shouldn't, just wait and it will recover and when it does you can sell and get richer again, would make sense that way and it is not something to regret.
Everyone would prefer whatever is richer than they are currently, but I believe that we should be looking into what we can be doing and not what would be good in a made up scenario.
I know myself, if I ended up buying at high, and it drops, I would do DCA, I know this because it has happened before, during this dump from 60k+ price, I started to buy at 40k and been buying ever since, bought from 40k at top to lowest 16.5k as well, so I do think that it is fine. Unfortunately after series of events I have not much, got a bit recently thanks to my boss, but in the end I know that it is a good period to be on. Do what feels right to you, forget about what others are saying, and just think of what you would do and how you would feel about doing that.