The other episode which sticks with me
is "The Defector". James Sloyan looks like he’s absolutely nauseated by the politics of his planet but at the same time he’s still waving the flag, “ROMULUS NUMBAH ONE, FEDERATION HACK PTOOEY”, like he 'defects' but deep down he’s thinking “our ships are better, our hologram women are hotter, your Federation sucks.”
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I've yapped about this episode before I think, but that ending where leaves his suicide note for the future knowing nobody’s gonna read it until the embargo ends is too subtle for post-911 Trek.