Haven't watched the video, but to that point, I'm just going to say that I watch the show with my dad (who has not seen TCW, Rebels... or even TRoS for that matter) and use him as a sort of litmus test; he has no issue following the series. He loves it. To him, when a character like Bo-Katan or Ahsoka appears, it is no different than when someone like Greef Karga or Cara Dune entered the show. It's just another new character, with their own backstory and motivations, entering the fold.
I think the only thing I've really "explained" to him thus far is what the Darksaber is - and even that will probably get a more direct explanation at some point as the show continues on.