Gear you regret selling but didnt replace??

[Rottweiler]

My first guitar from 36 years ago very well made LP copy. Bought it for $7 and a pack of smokes. Went through a few pickups, settled on a SD Custom. Sold it to a buddy after I played out a few months and made some money to buy an Ibanez 540. Wish I still had it.

Deliverance 412 cab from 20 years ago . I got rid of it fast because I was too dumb or impatient to break in the speakers. I have some broken in P50e and they sound much better when ripe.

 

[guitup too]

'88-'89 Hamer USA Californian limited run. Had what Hamer fans call the trifecta, reverse headstock, boomerang inlays and cutom flip flop finish. Bought it for......$100 cash off my local Craigslist in 2009. Great instrument on top of a killer deal. Wish I had kept. Too rare and expensive even then to replace.

 

[Al Chapo]

Fender Nashville telecaster w/B-Bender
Engl Blackmore
Jackson COW7
'90 Jackson USA SL1
Charvel model 6
Mesa Stiletto Trident + 412

Most of those went to buy a house or other gear, so it wasn't for nothing. I wish I'd been able to hold onto all that stuff though...