Well you will have to battle the indigo plateau and win once you beat it he will be outside waiting for combat.
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No you can not rematch a blacklist racer in nfs most wanted.
Unfortunately, you cannot. Once you defeat them, you cannot have a rematch. However, if you want a better challenge, you could rematch the Elite Four. They will definitely level up your Pokemon.
I believe you can get the rematch with Steven in emerald by battling the Elite four again.After that you can battle Steven.
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You can rematch all 16 gym leaders at the Fighting Dojo near the Saffron Gym, you may have a rematch against the gym leaders only when you got their Poke-gear No., while they are away from the gym at a specific time each week also the rematch is in a specific time (ex. Whitney is missing from the gym any day on 12:00-16:00, go to the Goldenrod Dept. Store 6th floor and get her number, her rematch call is on Saturday Afternoon )