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From what I can make out, broken belts are caused by them being adjusted too tight. If yours is out of alignment it needs putting right!
Who is the guy who said the hub needs to be shaved down? Who supplied the new wheel? I suggest you contact the people who supplied the wheel and ask their advice about belt alignment. Otherwise you need to find a shop who can check belt alignment and put it right for you.
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Graham
Harley owner since 1974, Founder & Life HOG Member. 1990 Bright Candy HiFi Blue FLHS/2008 S&S V107T, 2007 XB12R, 2003 FXDXT, MG ZT V8.