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I'm so sorry, I never got an email notification that you guys responded!
To answer the questions:
The disk is in the right way.
The pilot bushing is the original, it's not hanging up.
Here's an update:
I'm 99% sure the the issue is the fingers are running into the cushion springs on the disk. I'm still curious why the fingers set so far into the pressure plate. There's less then 1/4" between the back of the finger and the springs. You can see where the two have been rubbing.
But the other thing is the center section on the friction disk is significantly taller then the original, it's over 1/8". It's pretty obvious:
I still feel like the fingers are low for some reason but combine that with the friction disk center being taller and there for closer to the fingers isn't helping.
They make shim kits for pressure plates and I swear I read someone talk about shimming a Jeep plate but it was on a newer model. Of course that means less pressure on the disk...