I was pulling off the inner primary to fix a leak at the inner primary main shaft seal (and change the inner primary bearing while I’m in there) on my 2006 Night Train. As I locked the clutch hub with the little staircase locking tool, the inner clutch basket ring would rotate with the clutch hub nut ... preventing the clutch hub nut from actually loosening. Rotation took a lot of force by me, but the nut was simply not loosening. I noticed the rear wheel was turning slightly as well, so I had my better half hold down the rear break. This did the trick, and I was able to remove the clutch hub nut.

However, I got to thinking, is this a sign that something bigger is wrong with the bike? I just did a total top end gasket kit on the engine, and I rode the bike for 500 miles after reassembly. No issues (aside from the slight inner primary seal that I am currently changing), and the power SEEMED fine to me.

Should I be worried?

 

I doubt you have an issue.
Get a cordless impact driver and you'll take parts like that off easily and do less damage.

 

I wouldn't think so. But, when you get things back together do a compression check. That will give you your answer.

 

Just an FWIW... I saw a thread on HTT about a test between that little "stair" tool and a bar between the two primary sprockets...

That "stair" tool put a lot more stress on the primary components than the bar tool between the primary sprockets...

I bought a set of 4 bars to lock the primary gears for the various lengths of the different Harley primaries... but many do it successfully with a small piece of wood..

In any case, I never considered the difference between the two types of "primary lock" tools until I read that thread... I'm sold on using the bars..

 

Compression has nothing to do with it. The wedge you put in locks up the chain keeping the motor from being able to turn over.
Harley loves red loc-tite and lots of it.
You're back wheel was turning due to the loc-tite and "maybe" a weak clutch.
Heat on the nut is probably what was needed.