As others have said - if you don't need the money, don't sell.
It's always fun to go back to old amps/pedals/speakers just to see what they sound like - or if you're in the mood to just use a certain pedal.
I don't sell anything unless I don't have space, don't like it, or want the money from the sale to fund something else.
I have been hoarding gear for over a decade now and my new mindset disagrees with this. Sure I have space in my storage room for all this extra gear I don't use (even moved to a bigger house so I could finally have a "music room"), but I don't have space left in my brain you know? The "mental" weight of all this stuff has been affecting me for some reason. It's like I get anxiety thinking of all the stuff I own, and will eventually have to pack and move.
My friends dad recently passed away and his two kids basically cleared out his life long collection in a matter of days. All that effort to collect and curate things you love simply gone in an instant. Put a lot into perspective for me TBH. I'm almost 40, but thinking of the pressure that would put on the wife to offload all of my "cr@p" after I'm gone has me rethinking collecting as a whole. I struggled a lot with "letting go" before I got an FM3 but now I don't see any reason to have an amp/pedal collection. As stated above I'm only keeping three amps.
1. Pro Jr just because people come over with boards and need something to play through.
2. Orange Rocker 30 and a single 112 cab because it was a dream amp of mine.
3. Traynor bass combo also for when people come over.
I tried to setup a fully direct headphone rig a while back but it didn't really pan out. Most folks aren't into the whole headphone thing. That might change soon though. One of my jam buddies is switching to a helix floor (I tried to get him on Fractal but out of budget), and the other guy just needs a bit more convincing
![Smile :) :)](data:image/gif;base64,R0lGODlhAQABAIAAAAAAAP///yH5BAEAAAAALAAAAAABAAEAAAIBRAA7)
Not to mention we can use E-Drums if everyone is going direct which makes the entire block happy haha. I'm still going back and forth on whether or not to grab an FRFR to replace the above "shared amps" for the times we need some volume.
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I say sell it all, SELL EVERYHING if you can. The second hand market is only getting worse around here. I remember the glory days of Kijiji when something would literally sell in an hour if it was priced right. Now I have stuff for over half off retail that's been sitting for a year.
***I just thought of something that really helped me. Put the thing you are struggling with in another room/in storage/somewhere you don't frequently go. Leave it there for a few weeks. If you forget it's there you probably don't need it and it's a good sign you can part ways.