So, as if the previous years didn't leave a lot that relied on personal preference, this final year is extremely low on concrete points to go off of...
4. Post TAS I proportionally divided each month's available stories to each of the two continuities. This spreads the stories of each continuity out over the rest of the time, as opposed to the Voyages of the Imagination take on it, which lumps all the Original Litverse books into one section. I kept the order of the Original Litverse books as given in Voyagers of Imagination. I'm probably being too slavishly adherent to this evenly spacing things out, but I hate to just arbitrarily put things in certain places.
I wouldn't call what you're doing "slavish" — it has its own logic — but neither is the Pocket TL necessarily "arbitrary." For instance, its logic for placing
Mindshadow,
Demons,
Chain of Attack,
Bloodthirst, and
Final Nexus in sequence together appears to be that the first of those novels introduces Ingrit Tomson as Security Chief, and all of the others feature her in that role. (She doesn't reappear until
The Lost Years, and then again in a cluster of Diane Duane and Peter Morwood novels — starting with
Doctor's Orders — which by apparently broad consensus are placed post-FYM.) It limits the possible contradictions with other novels that mention somebody else in that role (e.g., Flynn in
Entropy Effect, Masters in
Yesterday's Son, Matlock in
Wounded Sky, Giotto in
Pawns and Symbols).
Similarly, there's logic for moving
Crossroads later, since it places itself by internal reference three months before the end of the FYM. And
Savage Trade, likewise by internal reference, takes place over a span of about five weeks.
And insofar as we're striving for consistency with the current Litverse, we should note that
DTI: Forgotten History explicitly establishes that further research on (and indeed access to) the Guardian of Forever was banned as of July 22, 2270, meaning that
Yesterday's Son has to fall sometime before that date.
Meanwhile, it makes sense to me to place the
Dreadnought!/
Battlestations! pair bracketing the
Allegiance in Exile "gap," since in the latter of those two Sulu is promoted to Lt. Commander, which just fits really nicely with his return to the Enterprise.
And speaking of Sulu, if we really want to get picky, note that during
Entropy Effect Flynn trains Sulu in judo, which he knows in the TAS episode Infinite Vulcan, so it makes sense to place that novel pre-TAS.
BTW, what about
Garth of Izar,
Troublesome Minds, and
Weight of Worlds, all litverse-era late-FYM novels that you don't include here? (Or have you placed those in earlier years upthread and I'm forgetting?)
As for
Final Reflection, CLB is absolutely right to note...
To note 9: The frame of The Final Reflection should really go post-TMP. The foreword of the novel-within-the-novel claims it's been 65 years since first contact with the Klingons, and it's using the dates from the Spaceflight Chronology, in which that event occurred in 2151. ... Although the foreword also says it's been over 10 years since the beginning of the "Pax Organia," and the SFC puts "Errand of Mercy" in 2208, which would put the foreword in at least 2218, a year after TMP.
Wasn't
Final Reflection one of those early novels, along with
Wounded Sky and a few others, that implicitly placed its events during the (then-assumed) pre-TMP second FYM? That can make them tricky to place given current timeline assumptions — a bit of fudging is unavoidable — but I agree this one makes a lot more sense post-FYM, and hence (now by necessity) post-TMP.
However...
I will probably remove The Final Reflection. I still wonder why it was claimed to be during the end of the 5YM.
No, don't do that! It's such an awesome novel.

Remove it from 2270, yes, but not from the timeline overall!
Speaking of which...
I've really enjoyed reading all of your thoughts and the results of this Lit-verse Timeline project. Would any of you be interested in continuing it through the Movie Era.
It would be great to see your thoughts on what novels, comics etc. could be included just like you discussed for the 5-Year-Mission...
I've done that myself — based largely but by no means entirely on the Pocket TL, to give credit where due — but as mentioned briefly upthread, some of my placements are controversial with other posters here, mainly because I insist on maintaining the IMHO reasonable assumption

that
STII:TWOK was, in fact, approximately fifteen years after Space Seed, as mentioned repeatedly by both Kirk and Khan on-screen, rather than some longer span as dictated by the Okudachron and its progeny.
However, I agree that it would be interesting to see what Ryan or others have come up with!...
ryan123450 said:
I for one would be willing to post my thoughts on the subject. Maybe I'll have a chance tonight. Like you say it will be alot simpler than what we've talked about so far. Especially if we ignore the Original Litverse and it's companion DC Comics series.
...although ignoring those factors would take a lot of the fun out of the exercise, IMHO! (And leave a lot more yawning gaps in the timeline, frankly.)