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too loose might not be good, i have seen little rocks put holes in them, but it kind of sounds like it is dry rotted. i will replace my own, its a bit of work, but i will not the dealer to do it. if you have a motorcycle jack should be pretty simple.
It's an 800 to a thousand dollar job if the dealer does it.
It's a full day, lot's of swearing, and, satisfaction if you do it.
It wouldn't necessarily call it a no brainer... It's just that if you have the tools, and are better than average with wrenching, you can do it. Be methodical about it.
Well I got the belt in and wanted to share some tips...wow, that was a big job! So the manual says to take the swing arm off -- on my 1992 I did not have to unbolt the shock and remove the swing arm, just take the two bolts out and the big $$s spacer drops out, no problem with the shocks being under tension. The manual also says to remove the exhaust, that's also a waste of time, just loosen it and you can slip a socket on the swingarm bolt. With an impact the entire swingarm fiasco takes about 3 minutes to deal with. Other advice, manual says to remove the starter, don't do that, just loosen the bolts and let them sit in the starter assembly. The only issue I had with the belt swap was finding a 1 1/2" socket!!!! That was kind of hard to find, but an impact makes quick work of the compensator and clutch bolts/nuts. I used the rag method to hold the primary while I torqued the bolts with red locktight. Not to bad, but a ridiculous amount of effort to replace a belt - I mean seriously I felt like I stripped the whole bike down just to replace the belt...but ya better than a chain slinging oil all over the place. The funny thing is that while taking all that stuff apart, I found 3 or 4 bolts in various places were missing (typical Harley). Hey at least I got an oil change on the primary out of it.
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