I have only really got rid of 3 rifles ever. I regret getting rid of two of them.
My very first rifle I bought with 4-h money, was a ruger m77 in 30-06. I traded it, and a .17 hmr in on a remington 700 .308 win, which I still have, but have since rebarreled to .260 ai. I regret getting rid of both of those. The 30-06 was just a solid rifle, I couldn't get it to shoot well but that was likely my inexperience in reloading at the time vs the rifle. The 17 hmr was just a useful rifle, especially when it was hard to find rimfire ammo, I could still find ammo for the 17, which I had sent down the road.
Since then, I also got rid of a remington 700 chambered in .338 Norma mag that had a Manners eh-1 stock and Lilja fluted barrel with a beast brake. Was a great rifle and pleasant to shoot. However I replaced that void with my current 20" carbon bartlien barreled supressed 30 nosler built on a Bat Vampire with an XLR Element MG 4.0 built by Dallas. Absolutely no regrets, this gun does everything I wanted from that one, but better. Pleasant to shoot, supressed, compact, especially with the folding stock, modular, fantastic accuracy, extremely robust, especially topped with a nf nx8, and 9.5 lbs with the supressor. Love it, and will likely never get rid of it. Only thing that will probably ever change on this is the barrel periodically