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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