I think at the moment the best order for a hypothetical newbie is the OT (theatrical or an edit that makes the SEs less awful), then the PT (theatrical - I love fanedits but I feel like you have to see the originals first), and then just everything else in chronological order, from TCW through to TROS.
I don’t really think leaving ROTS until after TCW does either any favours. TCW pretty much assumes you’ve seen I-VI, with the Order 66 arc especially relying on the dramatic irony of knowing what Fives has stumbled upon and that he must therefore inevitably fail to stop it, and it also has a few other spoilery moments like the depiction of Anakin’s future in the Mortis arc. ROTS (at no fault of its own due to the limitations of linear time) doesn’t really line up with the characterisation of Anakin we get in TCW, and the lack of any nods whatsoever towards Ahsoka, Satine, Maul, and so on would be more jarring if you’ve just come off of watching TCW. It works much better, IMO, as a sequel to AOTC than it does as a finale to TCW. It also just feels more authentic to how those movies were originally intended by Lucas and seen by audiences.
There are admittedly a few other little niggles with watching the post-Lucas content in chronological order rather than release order, like how if you meet Hera first in Bad Batch you might be a little thrown as to why so much screentime is being dedicated to a random little Twi’lek girl, or how seeing the Inquisitors first in Obi-Wan Kenobi is probably a tad abrupt (I’ve seen a lot of people who skipped Rebels disliking them), but generally I think it works pretty well. Tales From the Jedi and The Acolyte will make it much worse though, since they feature content chronologically earlier than TCW - in the former’s case that means seeing really good modern animation and then jumping to shitty 2008 animation, and in the latter’s case that means jumping back in time to before the PT for a presumably standalone story before then returning to the PT characters… I’m sure twenty years from now when I’m showing my children Star Wars I’ll have to do some insane calculus to work out the perfect order for two hundred Disney Plus shows, lol.
I do stand by showing a newcomer the ST after all the other new content, though. I don’t even dislike (2/3) of those movies, it’s just I think the “Mandoverse” stuff will probably enhance them more if you see it before you see where’s it all leading to. I see them as an epilogue, to a degree. Also, the more Star Wars you can be exposed to before you watch TROS the better, I think - not just so you can recognise the voice cameos, but so that it forms a smaller part of your overall view of the franchise, and because I’m hoping we’ll eventually get a show that better grounds its total left-field twists like the Sith Eternal better into the larger canon. My opinion on that may change though depending on what future content we get.
For rewatches I just jump around; there’s way too much for any kind of marathon at this point IMO, it’d become some kind of long unnecessary project instead.