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how do you bump up against compression
I think he means while turning it over by hand, not with the starter. You know when you reach that point of a completely sealed cylinder and the crank won't go further by hand unless you rail on it with a monster cheater or breaker bar... Correct me if I'm wrong, Ken @unstable
 

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@PldBryan , Let me ask, do you have all plugs out when attempting to spin the engine over past 270°? IF so, not a compression issue, would have to be a mechanical issue by interference either in rotating assembly or by obstruction in a cylinder.
 

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I was making fun of the comment not looking for an answer

there are 8 cylinders. 8 compression strokes for every 2 turns of crank
how is compression stopping it from turning at a specific point but has no problem elsewhere
I get it. Sorry, kinda early to be thinking clearly on my coast :p took the day off and still woke up at 0430.. I missed the rhetorical content of that :) UGH. What do you think could be the issue given the information we have to work with? I know that's asking a lot considering how little we know...
 

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Yep, plugs are out. I know there isn’t a ton of info, kind of a shot in the dark. I plan to start tearing into it today hopefully.
Have you turned the engine over both CW and CCW? same 270=/-°? If you start tearing into it, I would start with what you worked on last and work your way backwards. Maybe take off the rocker covers to watch for interference...
 
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