Went through the same thing on mine. Started out being annoying and got steadily worse until it wouldn't start at all, even when towed.
I'd bet on the carb. When an old IH feller (used to be the New England Region Service Rep) explained it to me, I felt like a dummy: When the float adjustment gets off or the float gets fuel in it, the tractor floods. When it's cold, that's fine cuz the raw fuel from flooding is just like choking it, so you don't notice it.
When it's hot, the flooding fouls the plugs and it won't start. Towing it just fires the plugs hot enough and fast enough that it burns through the fouling.
I'd be lookin' real close at the carb if it was me.
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Today's Featured Article - Memories of an IH Super A When I was ? up to 10, I worked on my Papaw's farm in Greeneville, TN every summer. As I grew older (7), it was the thrill of my day to ride or drive on the tractor. My Papaw had a 1954 IH Super A that he bought to replace a Cub. My Papaw raised "baccer" (tobacco) and corn with the Super A, but the fondest memory was of the sawmill. He owned a small sawmill for sawing "baccer" sticks. The Super A was the powerplant. When I was old enough (7 or 8), I would get up early and be dressed to
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