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Older, she is more mature and doesn't the game (fame checker) say she is already established as a pokemon coordinater(or something like that)? And seeing as her brother is just starting his quest...
That's my assumtion aswell (when gary was 10 atleast) seeing as his parents are never shown, I assumed they were dead. Professor Oak being so busy, I assumed Daisy took over the role of taking care of Gary.
Perhaps his parents died around the time he and Ash's friendship supposedly ended. maybe Ash was too busy talking about Pokemon that he didn't seem to comfort Gary, and he wanted to make Ash feel bad by outdoing him in pokemon.