sometimes a piece of the O ring remains in the groove, installing the new o rings has it sitting higher than normal and the rubber cant compress thru the bearing.
If you were able to insert the alignment tool fully and it was good, then your doing something wrong with the drive. at 1 inch the splines should be engauged so that leaves the shift shafts not in fwd(in a straight line) , debris somehow got stuck in the coupler, you didn't glue the large rubber ring inplace and its getting jammed with the drive.