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1* DesignatedVillain: ''Forgotten History'' makes it clear that Kirk is this for the Department as a whole, with Lucsly in particular fixating on the idea of Kirk as having a very lax attitude towards the Temporal Prime Directive given how often he travelled in time in defiance of policy. Only after [[spoiler:meeting Kirk directly does Lucsly acknowledge that Kirk only did so much time-travelling because he recognised the limits of it, even as Lucsly continues to present Kirk as the 'villain' because the Department needs a 'boogeyman' to warn them of the dangers of uncontrolled time travel]].
2* HarsherInHindsight: A subplot in ''Watching the Clock'' involves setting up a DTI division of specialized therapists to help people who've been traumatized by time travel experiences. It would be nice if they had extended the same courtesy to poor [[Recap/StarTrekStrangeNewWorldsS2E03TomorrowAndTomorrowAndTomorrow La'an Noonien-Singh]].
3* HilariousInHindsight: ''Forgotten History'' has Admiral Delgado telling Kirk and Spock about time travel from Archer's day onward being covered up. Some years later, ''Discovery'' would reveal Spock had run into time travel shenanigans way before he and Kirk met... which was then covered up. By Starfleet.
4* TearJerker:
5** Delgado’s second meeting with Kirk in the book is after “The City On The Edge Of Forever”, where he’s closed off and broken-hearted, compared to the excited guy he met after “Tomorrow Is Yesterday”.
6** Cyral Nine is reduced to a [[DrowningMySorrows drunken wreck]] after her homeworld of Cardassia is devastated by the [[Series/StarTrekDeepSpaceNine Dominion War]].

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