Right now, I've got a '59 292 in my '30 Model A Coupe.  The transmission is a 3 speed toploader from the early '60s (non-synchro'd reverse).  I THINK it's the wide ratio transmission because there seems to be a big difference between 2nd and 3rd.
The rear is a Dana 41 with 4.27:1 gearing.  The tires are 29.5" tall.

On the highway it's spinning at 3200 or so at 65 mph.  In Second Gear, at around 30 mph in town it's also spinning close to 3000.  

Anyway...I originally thought about getting a 9" rear with more reasonable gearing in it, but then it may not be as fun.  Doing the math with a T-5, with two extra gears, and one of them an OD, I think it would be a better option.  

1.  What would I need to make this work?  Clutch Parts, adapters, etc.?  
2.  Anyone know how much further back my shifter would be coming from a toploader?
3.  Anything else that I'm overlooking?