I first got into trek with the 09 movie. It was a lot better than I expected and a good friend of mine is huge into Trek.
I decided to give the tv series a try. After being a little unsure what to watch I started with ENT. I figured it’s my first time watching trek and it’s their first time exploring and I liked that parallel. I’ve recently rewatched this series and liked it a whole lot more. This series is much better after having seen at least TNG, DS9 or VOY.
My watch order, not including new Trek was,
ENT > TNG > VOY > DS9 > TOS > TAS > PRO > TOS movies.
I watched all the other new trek stuff as it came out and watched the TNG movies a few months back.
By far, the TOS movies were the hardest to enjoy. The 2, 3, and 4 movies were decent, but 5 was really bad.
TOS series was also a little hard to get through. I could only watch a few episodes at a time. Unlike PRO which I watched in a day.
It’s hard to pick a beat or favorite series, but if you were going to watch one I think I’d easily recommend TNG. It’s such a great show and has such a great cast.
I’m loving all the new trek stuff as well. I’m really surprised at how good PRO was. And SNW has been a masterpiece.
I’m rewatching DS9 now and I’m at the start of season 3. Wow, this show has so many good episodes just one after another.
I couldn't get through ENT.
It was way too serious and "sexy" to be Star Trek imo.
The characters also weren't quite diverse or amusing as all the other series.
I get that it was set before many new species were discovered, but I would at least have added like a snarky companion robot, or the last of a dying species or something.
And all the sitting in the airlock in underwear wasn't really necessary either.
With the rest of your ranking I do agree.
TNG was the best series by far, just because of the great cast and excellent writing (with some caveats)
It being too sexy wasn’t really an issue for me, but Archer was wildly cheesy at times. I really had trouble with him as the captain at times. But it seems he grew into that character in the second or late first season.