My '49 3600 is for light work, with no towing. So it's mostly about getting comfortable highway speeds. Prior to me it had the 216 swapped out for a 1955 235, which I prefer to keep. I like the straight sixes a lot. I'd like to re-gear the rear, not change it to something altogether modern. The BW Overdrive is intriguing depending on how it's mounted.
Tires: I ordered up the 16x6 AM20766 Dexstar wheels. With 235/85 R16's the diameter works out to 31.7" which is 1" greater than the optional 17" wheel/tires you could originally order. The fenders look like they could take a bigger diameter still, but as wheel diameters go up, so do widths (and backspaces) which is the killer. 8R 19.5 tires are just 5.25" wide and yield a healthy 33.1" diameter.