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All of DP’s faults (overemphasis on HMs, silly regional pokedex decisions, game speed) would pretty much be fixed if a remake were to happen due to the way that Gamefreak makes their Pokemon games nowadays. Less extra content and easier game difficulty may plague the game, but that wouldn’t be the fault of the game being a remake as much as it would be current design choices.
If you were to give me a Pokemon game with a large amount of cutscenes and story emphasis, i don’t think DP would be a bad choice. The games had a very ominous tone throughout, and they have a lot of lore to work with.