Interesting question, I know. For me personally the answer is no - I have not ever regretted having gotten into bitcoin, despite having spent hundreds and hundreds of hours researching the topic.  It's always been an interesting ride.

But I have a friend who got scammed and he regrets having had anything to do with crypto in the first place. It's pretty sad but there's nothing I can do about it. I even offered giving him half of the amount he lost from my own crypto stash (mind you I am not rich) but he's so scared that he's not interested any longer...