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I regret selling....

I’m still pretty young and at the beginning of my “voyage” with all this gear, but I can see how some of you guys would sell at one point and then regret later.
you mean: "some of you old farts" --- right? :laugh: i think you're right! no harm, no foul! ;)

per the OP: no regrets. i've only kept the things that work for me, the rest were 'experiments'. TBH: axes that i liked earlier were good pieces, but: tastes and circumstances change...my axes have to 'keep up' --- or they're out.
 
1990 Ibanez Jem 777VBK in showroom cond. I bought it brand new and it maybe had 20 hours on it but I was a young kid and I wanted the next shiny new thing so, I sold the Jem like an idiot...
 
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My Marshall VS100 head. I have a Marshall DSL100H now and it's nowhere near as versatile as the other head was. The VS100 was channel switching as is the DSL100H. The difference is all of the channels on the VS were usable together. It had 3 channels. Clean, some dirt and a whole lot of dirty. You could easily switch between the channels because the volume stayed the same. My DSL is nothing like that. Every time you change a channel a resetting of the gains is in order. Changing channels during a song is out of the question. The VS also had an adjustable loop. You could mix the loop effects with the non loop signal however you liked it. The DSL doesn't have that option.
 
The only thing I regretted selling was my first P bass. It was a 2002 MIM. Nothing special at all. But, I moved on to Musicman Basses around 2010 and sold my P. I came back around and now own many high end P and J Basses. But, I still missed my first P. Out of nowhere, the guy I sold it to hit me up on Facebook last year and asked if I wanted to buy it, as he was done playing music. He sold my girl back to me for $250, which was what I sold it to him for. The only problem was the neck had twisted and the frets were tore up. I bought a used Fender Precision Big Block neck and she’s back in gigging rotation. I also put Fender Original 62 pickups, a pure vintage bridge, and a celluloid vintage tort guard on it. I get compliments on it all the time!
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I regret nothing. Every bass I've sold or traded - and there were some really good ones - was sacrificed for something that fit me better. I currently have six basses and I wouldn't trade any of them for one of my old ones.