Ok so I have a super unserious one compared to everyone here but I am legit really proud of myself for it.
I have pretty bad trypophobia where I will have a pretty extreme visceral reaction to many different holes, patterns of them, etc. This includes nail holes in the wall so I have a hard time putting things up and especially taking things down. When I moved places a few years ago I tried to face this extremely irrational fear and made myself fill every single nail hole in our old apartment. I felt so ill and honestly still feel ill even typing this out. I had to lay down on the floor in the dark apartment for what felt like hours because I was so nauseous. But I did it. Never fucking doing it again, but I did it and nobody can take that from me. This year I even put up two frames all by myself.