Glad you pulled the 149 out of the woods and gave it a second chance.It seems like to me the rings are getting hot and expands and becomes pressdled in the cylinder from the rings being oversized and after it cools down it shrinks and frees itself .I could be wrong but I think that may be the problem. And I see you have a rats nest behind the engine shroud so that needs to be got out of their to help cool the engine. So good luck on your adventure. 
Jed
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Jed
Proud to be a FFA member Westmoreland,TN Chapter
1978 Cub cadet 1450 IH Hubcaps
1975 1650 SGT Work In Progress
1974 cub cadet 129 with sleeve hitch/spring assist
1974 108 (Mint) #510358
brinly 12 in plow,disc,8 in plow ,2 42, 2 44A ,50A DECKS
#40 boxblade,can`t keep up with the rest lol
   
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