It appears my dipstick is hitting the top edge of the pan and won't go in the last 1 1/2 inches or so. When I had the transmission out on the floor, I noticed looking thru the dipstick hole in the tranny (before the dipstick tube was installed) that the top lip of the pan (the sealing surface) covered the hole almost 1/2 way.

Anyone ever have trouble like this?

I was planning on dropping the pan and grinding this area down...

 

Found the problem, the rubber sleeve that seals the dipstick to the tranny was slid in alittle to far and covered the back edge of the dipstick hole. The dipstick was hanging up on it and not going into the pan. Got it taken care off...

 

Good move... It's the little things you miss at first.