I'm going through the exact same thing. I have the 4-speed automatic version with 2.87 rear gear I believe. I've been trying to research as much as I can for the pros and cons of each transmission. I originally wanted a TH-350 however the first gear is not so good and getting the planetary conversion to get it closer to usable for this car is about $500-600 by itself. A 4L60-E would be awesome however the controller to run it is about $600 and as with any overdrive, the 2.87 rear gear I assume would render OD useless on the highway. I am leaning towards using a 700-R4 and just regearing the rear end.
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1961 Star Chief Vista
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