Sounds like it lacks a little lining up with the pilot bearing.At this point if I walked and you asked my help, We would have someone hold the clutch disengaged while 1 or more of us would shake and wiggle the trans while pushing it farther in to where it belongs.
Depressing the release fingers turns the disc loose to allow the trans/main drive to float so you can find the hole.
PS; works better in the dark