I'd recommend avoiding any no drop gear because that direction eliminates your future options. Jboots are cheap enough to write off, but even there SoW potions are probably a better choice. If you buy all droppables, you can easily change your mind.
I've been down this route myself a few times, both here and on live. I really enjoyed twinked warrior, ranger, and monk. Rogue and shadowknight were not quite as enjoyable for me, but still pretty fun. I've tried paladin on two different occasions and I just don't get it. Bad race choices and lousy damage, plus who wants to have to take a break so the tank can med in order to hold aggro?!
With your big budget, I think you're going to have a good time with whatever you choose, but one final caveat: you will have trouble getting groups if you pick ranger.
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