This tech tip will be helpful:
http://www.stovebolt.com/techtips/calculate_rpm_tire_axle.htmI like the first link for the gear calculator
http://www.onlineconversion.com/bigger_tires.htmOn the last one, lets assume the following, until you correct the figures you know are wrong.
65 mph
Tires are 8.25X20, so about 38" OD
5.14 rear ratio (what is it really?)
The above figures give you 2,900 rpm at 65 mph is that suitable for your engine?
Or if you had say a 0.80 OD ratio, you then get 2,363 rpm, that would be OK, perhaps a little slow.
This 5 speed from a 61 Chevy you mention, what model is it, is it overdrive?? If it is not OD, then it won't help you go any faster than the 4 speed you already have.
Grigg