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Pokemon doesn't actually cross reference its human characters THAT much. World Tour was a really nice asset flip, Gen 7 and Masters are recent developments in a near 25 year old series.
If you want a silly merchandise-pumping property that inhales its own little legacy, look at something like Tales. Previous characters return as superbosses since the second game in series, welcomed HD DLC with a flurry of and precedent for past-game inspired costumes for the present characters, continues to feature characters from decades ago in merch, and has been making multi-game crossovers of various genres since there were THREE GAMES.
