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I don't think that it's absolutely guaranteed for them to run into previous traveling companions, but it might be at least somewhat plausible given the setup and how most of them are traveling around different regions anyway. It might be more likely depending on which areas they arrive to in each region. I don't expect that they'll go back to Alola for awhile. They'll want to focus on other regions first and having more time away from Alola would make the return more noteworthy for fans too, but it would be really difficult, if not just convoluted, for Ash to not run into any of the SM characters that he knows whenever they go back.