I just got a 99 a couple months ago, and although I'm not looking to bob mine or anything, I would suggest doing non-permanent things first (like the seat change) and see how you like it for a while after each step, before you jump too far and wish you hadn't.
Plus be sure and post stuff on the sale/swap forum here. For example, if you want to chop the fender and paint it, and you've got a perfectly good 99 fender, someone might want to trade you that needs a 99. That way they get the correct paint color they need for their bike, and you end up with the same thing you intended to have in the first place, a vulcan fender to customize.
\m/ Jaymz \m/
SOLD! 1999 Vulcan 750 | Pics
(bought 3/29/2013 with 5657 miles)
MF/AGM Battery|Kaw F&S Luggage Rack|Kaw F&S Windshield|NGK Iridium plugs DPR7E1X-9|Kaw F&S Saddlebag Supports & Turn Signal Relocators|River Road saddlebags
Repainted battery cage|Replaced bent clutch lever|Replaced left headlight bracket|Splines lubed and new tires @ 6,000mi.|Sold @ 6320 miles on 10/28/2013