I buy/sell/trade a lot, and yes, I have many regrets. On the other hand, I've enjoyed many guns over the years that I wouldn't have otherwise been able to enjoy had I not traded and sold. At last count, I've owned over 200 handguns in the last 40 years (not all at one time, by any means.)
I think the ones I most regret, though, are the guns I bought myself as a welcome home treat when I got out of the Navy in 1973. I bought some S&Ws (M19, M27, and a M29) and some Colts (1911 Government model, Detective Special, and a SAA in .45LC.) A couple of years later, I'd had to sell them all to help pay for college expenses. I wish to this day I'd found some other way, and I still had each of those guns. I don't regret all the others that have passed through my hands like those.
I think the ones I most regret, though, are the guns I bought myself as a welcome home treat when I got out of the Navy in 1973. I bought some S&Ws (M19, M27, and a M29) and some Colts (1911 Government model, Detective Special, and a SAA in .45LC.) A couple of years later, I'd had to sell them all to help pay for college expenses. I wish to this day I'd found some other way, and I still had each of those guns. I don't regret all the others that have passed through my hands like those.