323 355 or 373 gears??

I think I’ll do 3:55 and 295 50’
You can't go wrong with this choice. unless you had maybe a 1700 stall,lol.
The 295s are only 26.6 tall and mine fit in the stock axle location, which is good, cuz that 3/8" I had taken for the 275/60s, put the shocks to tapping on the tank-flange. Which of course, I had to do something about. Thankfully, a big pry-bar on a 4-post lift, made short work of that.

BTW
I should add that I have never had either a stroker or a bigblock, just my hi-torque 367, which does it's thing thru TM,Torque-Multiplication. It's hi-torque relative to a stocker. It may not,lol, compete with a stroker as to absolute numbers.
So if another member who does have a stroker,recommends something different that makes sense, I gotta recommend that you probably should follow his advice. He may already have spent the time,dollars, and effort to dial in his combo. Just make sure you don't build a race car if you truly want a streeter, and vice-versa.