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Is your bullpen tired? I think they might ignore your hook setting if the bullpen is at risk of not being able to finish the game. Or possibly if there is no rested long reliever available (in earlier innings), although maybe they would use a middle reliever if no long reliever was available. You can also set a secondary role of long reliever for a middle reliever in case the normal long reliever is tired.
If you are setting the individual player strategy hook settings, make sure your team hook settings aren't set for long hooks in some situations.
I don't have these issues because I set pitch counts and usually have a 4 man rotation, so that could be an option too.
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