With infinite money at my disposal, I'd probably just get some kind of rolling cart to hold my current rig and a roadie to push it around.
Oh. And I'd get a dedicated laptop for music instead of splitting the one between music, work, and dwarf fortress.
i'd get some sort of orange head, and maybe a cab to compliment my JCM2000...i'd actually probably mod my JCM, i've seen some cool mods that shape the distortion on it. i'd def get a guitar with a locking bridge; right now i'd love to get a G&L Rampage re-issue