I would say I don’t get to a what if thought. I look at it like if I haven’t shot it in a few months or I don’t have a cool memory with it then it is forgettable. However, if I sell something and then later decide I want it again then I will buy one. If I can’t find one then I screwed up selling it the first time and I will learn from that lesson. For instance I have an old Mauser action 30-06 that was my grandfather’s when I killed my first deer with it, I haven’t shot it since I inherited it 10 years ago but it’s not for sale at any price. Yes I can replace a 30-06 and probably the same rifle model but not this one. Therefore it’s not one that I even consider selling to buy another gun. I’ve got a 3 screw ruger 44 that would be slightly difficult/expensive to replace if I ever regretted selling it so it doesn’t get considered. Pretty much when I decide I want a new gun it goes like this after I decide I don’t want to spend money from hip national bank…..Do you think it through and do the "what if" scenarios before you sell soemthing you don't use? I do see folks who sold guns then later looking to buy the same thing again LOL.
I stupidly traded off my original 10/22 when I was young, only to regret it later in life and buy another. Funny thing is I then sold the shotgun I traded for (after having it for 20+yrs) to an uncle who has since passed away. But I replaced it too with something new and less rare, but I would have rather had from a practicality standpoint. But I do think about that old gun sometimes knowing it is somewhere in my aunt's closet and my cousins who know nothing about guns will get it someday. I made a deal with my uncle that if I ever wanted to buy it back i could and I reminded my cousins of that after he passed but I don't think I will ever invoke that because I can't take it with me either LOL.
1) what do I have that I don’t shoot/use much?
2) is there sentimental value
3) how likely am I to need it in the future?
4)does it have near the value I need for the new purchase?
Once I go through those four things then I make the decision. I don’t worry with regretting it because evidently it passed my 4 thoughts above. Life is too short worry ourselves with regret. I believe in setting some standards and then just trying to be happy and learn from your mistakes. I don’t believe in regret. Just learn and do better next time if you fail yourself. After all I believe regret to be a selfish thought. I may not have made a damn lick of sense with that rambling. Lol