I buy, trade and sell all the time. If a gun doesn't particularly do it for me ill sell/trade it for something else I want. I am also in the mindset that I don't need two guns for the same purpose. For example, I have a Ruger SR9C. I'd like to pick up an M&P9C in the future but it makes no sense to keep the Ruger and the M&P so the Ruger is going to be sold. Heck I'm in the process of selling my Sig 232 I picked up just a month ago. Great gun, but the fat grip on the gun takes away from the slimness of the slide and the frame, I realized I carry a compact 9mm easier than the 232 in .380. Live and learn.
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As long as you buy low and sell high, you can never go wrong.
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More often than not ill take a slight loss when selling or trading usually to sell it more quickly. That extra $25-50 I dropped off the price I can live without, and usually it's the difference of finding a buyer for my gun in a week or so compared to a month or more.