- to compete very well against someone so that it is hard for them to defeat you
- to make it difficult for (someone) to win a game or contest by trying hard and playing or performing well
Though they lost, they gave last year's champions a run for their money.
- составить хорошую конкуренцию (кому-л.)
I think you'd have given your father a run
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But the literal origin of the phrase comes from horse racing. To want a run for your money is to want a horse that you have placed a bet on to participate in the race. Sometimes a horse is withdrawn from a race after bettors have already placed money on it; those bettors did not get a run for their money.
Conversely to give someone a run for their money is to give a good race (even if you don't win) in return for their backing. This latter usage also suggests challenging the other horses in the race; hence its contemporary figurative meaning
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