Regarding the pic Usagi Pilgrim posted... I rolled my eyes Tony Stark hard when I saw everyone going nuts about a piece of art that was a print at Celebration five years ago and has been Filoni's Twitter banner for most of the time since. This is from the time Rebels was in production, before The Mandalorian was even a thing Dave and Jon were talking about. This is
not something created for The Mandalorian.
That said, if Ahsoka's in S2, I wouldn't mind seeing Tem come back as Old Rex. One of those big loose threads is still dangling out there, and I can see it tying in. Poe's dad was another one of Han's commandos on Endor. Poe's parents retired from active service in the Rebellion after that battle. Luke gave Poe's mom one of the two surviving cuttings of the great tree from the Jedi Temple on Coruscant (itself presumably grown from a cutting of the tree on Aach-to) to plant when the settled down on Yavin IV.
It's tenuous, but there's more linking material there than some other things that have happened.
Switching tracks. Regarding Filoni's "prequel-y-ness", bear in mind when he was doing Clone Wars, he was making George's show. George mandated many of the storylines and plot points, Katie Lucas wrote several episodes and arcs, and Dave executed. Rebels was one of the first things to come out of the New Canon, and was still informed by George's feedback pre-sale. As with Clone Wars, though, as Dave got a freer hand further in, it got better -- and seriously dark. Despite Disney-mandated limits on violence and such, I find myself going back to re-watch seasons 3 and 4 of Rebels a lot -- not so much 1 and 2.
ETA:
HMSwolfe, I almost treat early Ahsoka, late-Clone-Wars Ahsoka, and Rebels Ahsoka as three different characters, I couldn't stand her for most of the first couple years of CW, but I like who she became. Enough so that I heartily welcome seeing what her presence does to this story. Same argument I could use for Obi-Wan in Star Wars, after how he was presented in the Prequels and CW. I don't like
everything to be connected in Star Wars, but this makes as much sense to me as Ben in Star Wars. It's not random. Heck, if I can say one thing about Filoni that I know for sure, it's that he's an utter Mando fanboy. He worked to get them into CW... Then he worked to undo the damage George did to their rep in CW. One trusim that holds from the old EU to the New Canon is the observation that the power balance in the GFFA for the last four or five thousand years has been a three-edged sword -- Jedi, Sith, Mandalorian. If one is involved in the story, the other two will be relevant in some way at some point.