Based strictly on the needs M Compton outlined, and noting that he mentions nothing requiring substantial 3 pt or PTO work, I'd say pretty much anything you can find will do. AC WC/WD/CA, Case VA series/S and later utilities, Ollie 550/70/77, Ford 6 and 800 on up (really, just get beyond the 8N thing), IH C, A, H, M, 300 on up, Deere 40, 50, 60 on up, etc.
I think the first thing you ought to do is learn a bit about tractors and realize that "cuteness" and collectors clubs don't mean squat. What matters is mechanical condition, TIRE condition and support. Beyond that it's up to you and your pocketbook.
FWIW- I started out with a Case VAC and an Allis bush hog. I've cut stuff I never should have attempted. Considering I see VACs going for under a grand in my area, and some with a bush hog included for under $1500.00.....I wouldn't turn up my nose.
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Today's Featured Article - Oil Bath Air Filters - by Chris Pratt. Some of us grew up thinking that an air filter was a paper thing that allowed air to pass while trapping dirt particles of a particles of a certain size. What a surprise to open up your first old tractor's air filter case and find a can that appears to be filled with the scrap metal swept from around a machine shop metal lathe. To top that off, you have a cup with oil in it ("why would you want to lubricate your carburetor?"). On closer examination (and some reading in a AC D-14 service manual), I found out that this is a pretty ingenious method of cleaning the air in the tractor's intake tract.
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