Won't Shift Into Gear While Running

Pretty sure the free play is not the issue, have gone from 3-4 inches of travel back to zero then back to the 1 inch that is correct and it makes no difference, it still has the same problem. It was near the end of the adjustment so put on a repo rod I had on the shelf and same thing, no change.

I just put it up on jack stands and the wheels are turning with it idling and the tranny in neutral. If I put my leg against it the wheels will stop but it's a bit of effort. I can shift it into gears when the wheels are turning (not well, but I can) but when I hit the brake I can't put it into gear. Thinking it might be the pilot? Pretty sure he said he put in one of the roller bearing ones.

Took a look inside the bell housing with a really bright light and almost certain the clutch is in the correct way. Can feel the drop off off the side from the thicker part facing back.

Been trying to figure this out for a week and appreciate the help/advice.