I have a Model A with a 292 and a T-85 /R11 transmission. I'm having a problem down shifting from 3rd to 2nd, the up shift into 2nd is smooth and easy but when shifting down into 2nd it is hard to get into gear. Seems like the shift collar will engage with the brass blocking ring but the blocker ring will not slip on the cone to allow the teeth to line up. My first thought would be that the blocker ring is worn, but would a worn blocker ring just not "grip" on the cone at all? As I understand it, when shifting, the shift collar moves toward the brass blocker ring and captures it with the internal teeth. Then the blocker ring moves with the collar and drags on the cone area making the gear turn at the same speed so the collar can then slide over the external teeth on that gear completing the shift. 
Through the shifter (aftermarket Hurst shifter) I can feel the collar slide onto what feels like the blocker ring but then it is very hard to get it to slide over the teeth on the gear itself. Before installing this transmission, I read a lot about what type of oil to use, G4 G5 G1 etc... most people said not to use anything but G1 as the others contain something that can destroy the brass parts in the transmission. So I have G1 gear lube in it, could this be a problem? 
This shifting problem only happens when down shifting into 2nd gear and happens more often when down shifting at a faster speed, not when slowly rolling up to a light. And never when up shifting into 2nd. Any thoughts?

I'm guessing here, but on the 1-2 shift  the clutch is pushed in and the overdrive one-way sprag is not transmitting any torque either, so an easy shift.  When shifting 3-2,  the overdrive is still engaged and spinning the output shaft of the transmission about 30% faster than non-overdrive condition.  May be more torque  differential between the output and input shaft speeds than the brass ring can handle.  As my first three words indicated, I'm  guessing.

John - "The Hoosier Hurricane"

That is some good thinking John, I'll have to see if it makes a difference in shifting when in overdrive or not. I don't think it does. I guess one test could be to pull the cable out to lock up the planetary and keep it out of OD and drive it around a little.
Thanks for the thoughts.
Tom