The problem is not in the jackshaft. It's more likely in the "starter clutch", what used to be called a "Bendix". The "clutch" is a one way bearing that locks up and allows the starter to turn the engine but once the engine starts, the clutch unlocks and allows the jackshaft to spin freely.
You do not have to pull the clutch or inner primary to get the starter off. Just drain the primary and remove the outer primary. Take the small the bolt out of the jackshaft and remove the jackshaft. There is a coupling that connect the jackshaft to the starter. Make sure you mark which way this coupling comes out so you can get it back in in the same direction.
On the right side of the bike, you'll have to remove the exhaust system, the battery, and take the bolts out that holds the oil tank. You'll probably have to raise the oil tank a bit on the Softail to get the starter out. The starter is held in by two large bolts that you access from the right side of the bike.
Now, to change the "starter clutch", you'll have to disassemble the starter. It's not difficult but if you are paying someone to remove and reinstall the starter, it would be best to simply replace the starter. If you have to pay someone for the labor time to disassemble the starter and replace the clutch, you'd be cheaper to replace the entire starter.
Go to this website to see how the starter is assembled http://www.bikebandit.com
Ride Safe.
Steve
If you remove the starter motor and solenoid. Lubricate the solenoid and dog wheel and reassemble. That should fix your problem. Reinstalling the solenois, can sometimes be a bit fiddly. Take notice when removing it and where any shimms etc go!
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