I have a Massey 1440 (504F in disguise) I was having the same issue with it and did two things.
1) Made sure all the pickup teeth were on it and in good shape.
2) Put new belts on.
I didn't realize it was the problem, but was breaking belts at the stitches way too much. When I put on new belts last year I got some rough ones and it sure changed it. I put on one 10" side belt first when one broke and that side would roll and the other would plug worse then ever. I put on the other side and it would start almost every time. I replaced two of the 4" belts with one 10" and it is a hay eating machine. I still have one 4" belt still on it and intend to replace it with another 10" when it breaks. Then it will have 4 10"belts. The rough belts is the way to go in my opinion.
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Today's Featured Article - New Hitches For Your Old Tractor - by Chris Pratt. For this article, we are going to make the irrational and unlikely assumption that you purchased an older tractor that is in tip top shape and needs no immediate repairs other than an oil change and a good bath. To the newcomer planning to restore the machine, this means you have everything you need for the moment (something to sit in the shop and just look at for awhile while you read the books). To the newcomer that wants to get out and use the machine for field work, you may have already hit a major roadblock. That is the dreaded "proprietary hitch". With the exception of the
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