@Catwoman
Thanks ... Because the issue started as intermittent, I'm still going to keep my hopes under check until I get some miles, and a number of good starts under my belt.
I've only had this bike a few months. It was a deal too good to pass up (aren't they all), and I'm beginning to see why. She's certainly needed some TLC. The new clutch assembly the most major so far, and this wiring thing the most recent.
I posted a few pictures in the Touring gallery. The bike needed a bath in the pictures and the lighting wasn't the best, but you can get an idea.
One of the pictures can be found here:
My 1989 FLTC - Harley Davidson Community Members Gallery
...
The bike has the typical amount of chrome, and a custom paint job (metallic dark blue, with silver tribal flame things) the last guy had done. The paint's in ok shape all things considered, but there are some road chips on the bags and fairing. An all new paint job is planned for the future though.
Engine wise, the numbers match on the 80ci Evo, but there is a high performance S&S carb on there. There is also an aftermarket HD cruise control that is currently disabled and on the remove list.
I've been jokingly saying I'll use the wires that are already there from the CC for an LED light bar or two. The toggle switch is already installed in the inner fairing. Not sure I'd I'm willing to actually go for the "light bling" though or not.
The last guy also installed a nice Saddleman two up seat. It's a bit hard for my tastes, but its in nice shape and matches the look of the bike. Maybe when I win the lottery I'll get one of those nice Mustang couches.
What initially impressed me was how little rust, and how well maintained the frame, engine, and tins look. To look at it you wouldn't know it had 20 years on it.
All in all the bike has potential. It's going to take a little elbow grease, and a few bucks to truly realize it, but hopefully in the end it'll be worth it for a cleaned up "classic".
@Dan89FLSTC:
Thanks for that. Honestly, no, I haven't removed the covers and looked at the contacts. It was on my list of things to do as I worked through the possible issues. I've been hesitant to disassemble the starter or the solenoid because of lack of facilities, and honestly experience doing it.
Keeping my fingers crossed my latest attempt keeps working. If the problem does persist I'll certainly take your advice and inspect (or have inspected) the solenoid much more closely.