It’s probably not something the community will agree, but I think “Strange New Worlds” is the best place to start. It has the soul and the essense of star trek, great episodes and acting and it’s modern, so you wont get bored from a 90’s series astettics. Afterwards you might want to go the usual path of TNG, VOY, DS9 and Enterprise, these are the essentials.
Lower Decks is fun series with Huge amounts of references, you might want to have a look.
Discovery and Picard are good serieses on their own, and they are integral part of the canon, they just don’t have the same storytelling style as the star trek. Last season of Picard I cryed my guts, but that’s just because I saw TNG, VOY etc… before.
Sorry for skippimg the original series, it’s just really hard to watch with 60’s astettics.