Since you've stated twice that TAS is not really your bag, I won't protract the discussion on it much more, except to add that since you suggested Magic Of Megas Tu as an alternative "first" episode of the overall series, I thought I'd give it a watch and see how it held up in that regard. a brief shot of the secondary Bridge exit (attributable to an animation error) and Uhura's red uniform (a colouring error) are the only anachronisms that really stand out. Lt Arex and Sulu's scope are present, but they both could been on board all along anyway.
It's a really weird tale and reminds me of a "Gold Key Comics" outing. But such high profile exploration would be good publicity to launch the 5YM programme and mirrors nicely the "edge of the galaxy" mission that Kirk had done once his stint of space law regulation and routine contact with Earth colonies was completed. Kirk is really magnanimous in his attempt to save Lucien too (who was basically a stranger) which leads on to how determinedly he acts to save Mudd's ship in the next episode. Kirk was just a really selfless guy, I guess
Hmm, that was actually quite a lengthy foray into TAS, sorry!
Pushing TMP into the late 2270s has potential problems with regard to the uniforms, since the USS Bozeman is from 2278 and the crew all wore monster maroons. An argument could be made that it was a crossover period, but that becomes less and less credible the more time goes on.
The date of 2270 seems to be a stake in the sand, but in fact we only have Icheb's slightly vague statement to go on:

It's a really weird tale and reminds me of a "Gold Key Comics" outing. But such high profile exploration would be good publicity to launch the 5YM programme and mirrors nicely the "edge of the galaxy" mission that Kirk had done once his stint of space law regulation and routine contact with Earth colonies was completed. Kirk is really magnanimous in his attempt to save Lucien too (who was basically a stranger) which leads on to how determinedly he acts to save Mudd's ship in the next episode. Kirk was just a really selfless guy, I guess

Hmm, that was actually quite a lengthy foray into TAS, sorry!

Pushing TMP into the late 2270s has potential problems with regard to the uniforms, since the USS Bozeman is from 2278 and the crew all wore monster maroons. An argument could be made that it was a crossover period, but that becomes less and less credible the more time goes on.
The date of 2270 seems to be a stake in the sand, but in fact we only have Icheb's slightly vague statement to go on:
Strictly speaking, there's nothing to say that the famously titled "Five Year Mission" only lasted five years - it could easily have been extended, perhaps with some less deep-space focused, more diplomatic style missions. Speaking of which, lets have another look at those final few TAS missions:Finally, in the year 2270, Kirk completed his historic five year mission and one of the greatest chapters in Starfleet history came to a close. A new chapter began when Kirk regained command of the Enterprise.
- The Pirates of Orion (on their way to a science academy dedication ceremony)
- Bem (babysitting an ambassador)
- How Sharper Than a Serpent's Tooth (close enough to Earth to chase a recent intruder)
- The Counter-Clock Incident (transporting aged officers to their retirement home)
