In a nutshell: The 99-01's were great bikes once all the issues were sorted out. Some bikes had more issue than others.
JUST BECAUSE ALL THE "RECALLS" ARE DONE DOES NOT MEAN ALL PROBLEMS ARE FIXED! Including the transmission problems. There was never a transmission recall - just an "update" which was never required to be logged with Victory.
A speed sensor reading the back of the front drive sprocket will indicate an upgraded transmission. A voltage regulator with rounded edges will indicate an upgraded charging system. Milages are never correct, so forget about trying to figure out what milage is on the bike.
I once upgraded the trans and charging system of a 2000C. This must've been in '04. The bike ran well and was sold a year or so later and the next owner proceeded to put about 60,000 miles on it without any major problems. I got the bike back when the second owner brought it to me to add power. This second owner was raving about how great the bike was!
On the flip side: got a call from a guy that spent $5000 on a pristine 2000C. "very low milage" and in great condition he said. He added some more stuff to it and starting riding it. Added about 1000 miles and the original trans started to slip out of gear as well as other typical issues. Guy was pissed and now can't sell the bike for $2000 as he was faced with a $3000-$4000 repair bill.
Great bikes, find a good mechanic that can set it up right the first time, or walk away and get a 2002+ Vic Cruiser which were damn near bulletproof.
The Vic Shop, Inc