A friend of mine was out of town in a store that has a lot of entire series on BD or DVD (as well as movies of course), and he knew I was constantly referencing Star Trek, and he asked where he should start.
I didn’t have much time to think since he was already in the store and had limited time. All things considered, I went with TNG as the perfect spot to start.
He’s someone I used to work with a few years ago, and we play games together a lot. Knowing him (and just younger people in general), TOS would be so hard to watch with how dated it is. If not just the sexist and racist parts, then even for me it’s hard to look at given how LCARS showed up and instantly made all the technology look immediately centuries behind.
But ever since then, it’s looked mostly the same. At least until SNW and Disco. So I told him as much as I felt I could without boring him about where it’s set in relation to the original show. 6 movies and 3 and a half series in, if I counted correctly.
But if he ends up being interested, I’ll have him go through the other 2 golden era shows before going back for TOS.
Except I will have him watch the Tribble episode before he watches the DS9 episode about it.
He already had a small knowledge of it, the basic identity of who Kirk and Spock were, and the idea that it is a multi-show and many movie kinda franchise (I guess like a STU, which is MCU but for ST)