Me personally it would be either a Springfield operator .45 , a Colt Delta Elite 10mm, or a Kimber TLE II(complete with 2 extra mags) and a new holster plus ammo for break in and carry. Just me though.
If you are starting from scratch, I'd buy these; a Sig 228 or G19, a Kahr P or PM9, and Jframe. That will cover just about anybody's CCW needs rather well. You'll have enough for some holsters and some starter ammo or extra mags.
I would buy 4 Glocks caliber of your choosing. A compact such as a 19, a 26 as a BUG, and a 17 for the glove box and one for the HD role. Mount a good quality light ot it, and buy some ammo and a good holster
If I had 2k just sitting around, based on what I already have I would get a G30SF. No I don't really like Glocks but that is probably going to be my next pistol in the cc line. I have plenty of 9's already, and have been thinking of adding another .45 for options.
A Fist holster, and a bit of SD ammo, and I still have 1k left for whatever else.
Like others have asked, what do you already have or are you new to this with a 2k startup budget?
S&W M&P compact (primary carry gun)
S&W 442 (pocket gun)
S&W 386 Night Guard (truck gun, belt gun, woods gun, do all gun)
Walther PPS (tuxedo gun)
I own, and carry the first two, maybe Santa will bring me a 386:santaclaus:
I love Sigs, I just find them too heavy for carry. I wish they would have done a 239 with a polymer frame like CZ has done successfully. Or made a true compact lighter SigPro. The jury is still out on the P250, but I like the DAO trigger, unlike most other Sigophiles.
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