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They've had plenty of opportunities to return during arcs involving Team Rocket, but the writers decide to create a new member who appears a few times, and is never mentioned again in the next arc. If they don't appear by Generation X (circa 2026), it would be safe to assume they've been...

Well, Brock might return later on, but it wouldn't be related to DP, and he's more likely to be paired with Misty than Dawn. His appearance might be just another reminder that he exists, even though there's a good chance he'd have to be reintroduced because none of the kids from 2018 would be...