I also think a “retcon” of the Sequels is possible. But not for money (the Sequels made plenty of money) or fan appeasement (fans are a small minority, and of them, only a half actually dislike the ST). Instead, I think the reason will be for more storytelling opportunities.
Key point – this shouldn’t be about how much the Sequels suck and were de-canonized because they were failures. I enjoy parts of the ST, especially Luke’s failure. However, I believe both fans and critics of the movies can agree that although interesting on their own, these concepts don’t jive very well with the rest of the universe.
It’s already coming up with the Grogu Situation. Will Grogu survive another Jedi Purge? Will everything Mando and friends fight for be rendered naught when the First Order shows up? I think these concerns will only magnify once we see Ahsoka, Rangers, and Boba Fett. The stories will start to expand and all of a sudden, as we progress increasingly closer to TFA, things will make less and less sense.
Add this to the Worlds Between Worlds Logo in the Ahsoka show. I think both Favreau and Filoni recognize this and have found a solution to keep these stories going. Supposing the Ahsoka show explores the World Between Worlds, we may see the beginnings of a “Star Wars Multiverse”. Said concept could be used in the final battle against Thrawn (or whoever the “climatic storytelling event” is building to) to create alternate timelines in Star Wars.
From there, Disney wouldn’t be “retconning” the ST, they’d just be creating an alternate timeline to explore. I’d argue this the best approach for everyone. Fans of the ST could still enjoy those movies knowing they are “canon”, and we could possibly even see books written for both timelines starring Rey and friends. Meanwhile, Disney can move forward with an alternate timeline with different stories and ideas.