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Just to clarify, does the Greylord Escort for the Doom Reavers grant the tough ability to himself? It says that models in his unit gain the ability, and as a UA he is part of his unit, so that seems to imply that he gains the ability, but on the flip-side he isn't considered a grunt by virtue of being a UA. I think I'm just overthinking the entire situation, but I could use some clarification.

You are over-thinking. Models in the unit gain Tough. The Greylord is a model. Grunt or no, a model will get the ability.