I have a hard time letting go of pedals...
Right now my fuzz/dirt pedal collection is bursting at the seams and I know I should flip some but I don't. For example I've been using mostly my Mellowtone pedals exclusively (Wolf Computer, Mini WC, Trumpet Fuzz, Singing Tree, High Five, MelX 2) but sitting on my shelf in my (cough cough) supply room is my DOD Thrash Master (I keep that one because it was my first pedal ever), ZVEX Mastotron, Way Huge Labs Swollen Pickle, DE Soda Meiser, and Fender Blender reissue.
The bad thing is that I really want a Blackout Effectors Twosome and I come across other fuzzes that end up on my wish list.

I did flip my DE Hyperion because I liked the SM better but... don't y'all think I should let some go!
I dread the day when I buy an actual pedalboard, lay everything out and realize that all my pedals won't fit. I guess I just like to keep my sonic options open. I don't play out in a band, but I like to have all the pedals available for recording purposes because that's pretty much all I do.