I put a new belt on my bike when I did the engine swap and I stayed with the HD belt and when I took the old belt off it looked like new except for a little lighter color. I would recommend since you have it apart to put a new stator in the bike and new primary case bearings.
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08 FLTR candy red sunglo,with 2015 103 HO, V&H Dresser Duals with Monster Rounds, Power Vision tuner, Willy Shiny Wheels and Forks and a bunch of other stuff.