Could be a bad starter push button,poor connection in wiring, bad safety switch.Need to track down with voltmeter if you can.
A good dealer may offer some help if you buy the parts needed from them.
Decompression ckt. needs adjs.
I have a 2001 1500 Intruder and have had similar problems. I'm not sure what's going on, but I've been able to solve it by keeping it in gear and moving it back and forth, thinking it may be a compression problem. It works for me.
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