Oh Yeah!
Boy have I! Job loss of 18 years and the death of my father has forced me to sell some beloved guns and all in the last 3 years.
I had to sell:
8 inch Colt Python LNIB (still have a 6" nickel and a Python Hunter, but...).
Colt 1911A1 commercial from the early '30's, honest 95%.
Colt 3rd gen SAA nickel custom shop 7 1/2" in .44-40 un-fired, un-turned in box.
Colt 1908 .380 engraved and gold inlayed with mother of pearl grips
. Not factory engraved but still beautiful and the only engraved gun that I had. (still have a 1908 with ivory grips 99% with box)
Winchester '94 deluxe (early 1900's) .38-55.
FN Mauser in .257 Roberts.
Winchester Model 70 pre '64 in .338WM.
But the two that hurt the worst were:
Winchester '97 trench gun (the real deal) about 90% bluing) .
Jerry Fisher custom rifle on a Mauser action in 7x57. It truly was a work of art, ONLY drawback to this gun was it was a built in the late 60's and was not set up for a scope, but the attention to detail and craftsmanship that went into it is was incredible. Still...
Don't get me wrong, I still have a bunch of very nice guns and some of my late fathers heirlooms, but he was the person that taught me all about guns, shooting and hunting, so selling those guns from my collection was almost like I was selling a part of him. Every time I think about the hard earned treasures that I had to sell it makes me almost cry. Things have not got much better either. I may be forced to sell my M1A, HK SR-9T with PSG-1 butt stock and my Browning Medalist.
Maybe my luck will change but it has not so far.