Great question — answering as the UphillTech team:
I'm taking the question at face value and assuming you want to watch literally everything in the Disney canon, regardless of its quality and/or relevance to the original Skywalker Saga (if we start getting into debates about what's skippable or what makes the best first impression, we'll be here all day). In that case, the simplest thing to do is just to watch it all in chronological order. This is complicated by the fact that some of the shows overlap with the movies and spoil their events, while the Tales miniseries are all over the place. I've tried to keep this as simple as possible, not introducing certain characters until they become relevant. From the top, then: The Acolyte Tales of...
Full answer by F1Krazy: https://movies.stackexchange.com/a/121632 (CC BY-SA 4.0).
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