Where did you find the correct pilot bearing? I looked and looked when I had your problem on my '53 Powerglide engine. I ended up spending a lot of money having a stock one turned down to fit.
Hind sight 20-20, I would have had the crank pilot hole drilled to the correct diameter.

1952 5-window - return to "as built" condition | 1950 3100 with a 235 and a T-5 transmission