1 - 1911. I'm not too picky about the styling or the brand, so long as it is 100% reliable.
2- Mac 10 or 11 machine pistol, with a Lage upper, and if possible a couple barrels and stock assemblies.
3 - FAL. maybe a long barrel, standard one and a shorter Para Carbine.
4 - Kel Tec KSG.
Cheating:
1- The Feds carry 10mm. Puff bounties pay alot. Shouldn't be to hard to find someone in the MCB who is willing to part with 100rds of ammo at $100 per bullet. I'd use them in a Glock 29, and maybe have a shortbarreled AR chambered in it.
2 - Dorris probably doesn't regular loads in her .44 magnum.
3 - If they buy just the bullets, fantastic, if not, I'd find a way to remove the bullet from a couple dozen rounds of .308, and reload them in 7.62x25 for a TT33 to use as an extra backup gun, and maybe find a PPSH or other submachinegun to load up with it. Its also likely to find its way into some 7.62x39 for an AK, and a Draco pistol.
Chris "the Kayak-Man" Johnson