Porting and polishing will help it floe air better, faster, and smoother. It probably wouldn't help at all with starting. Taking it in and having the valves ground and milling it will sure make a difference (if that is your problem) In my brief experience there are a lot of tractors out there that need the valves adjusted or even ground. The head work shouldn't be too much. Maybe $300 if you don't need a bunch of new valves.
With a good compression tester you should be able to determine if your low compression is being caused by your rings or your valves.
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Today's Featured Article - History of the Cockshutt Tractor - by Danny Bowes (Dsl). The son of a very successful Toronto and Brantford, Ontario merchant, and himself quite an entreprenuer, James G. Cockshutt opened a business called the Brantford Plow Works in 1877. In 1882, the business was incorporated to become the Cockshutt Plow Company. Along with quality built equipment, expedious demand and expansion made Cockshutt Plow Works the leader in the tillage tools sector of the farm equipment industry by the 1920's.
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