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All answers having "___ 500" as clue:

3 Character Answers:

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INC

RHO



4 Character Answers:

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INDY



5 Character Answers:

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SANDP



7 Character Answers:

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DAYTONA

FORTUNE



8 Character Answers:

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AUTORACE

MCKINLEY



15 Character Answers:

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WILLIAMMCKINLEY