push one's luck

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push (one's) luck

To risk losing the good favor or fortune one has garnered thus far by brashly or overconfidently seeking more. I know you're in the boss's good graces now, but don't push your luck. She's been known to turn on people for getting too cocky. I've had some good winnings at blackjack, but I don't think I should push my luck any further.
See also: luck, push

push one's luck

Also, press one's luck. Risk one's good fortune, often by acting overconfidently, as in We've gotten all but one of the concessions we asked for; demanding that last one would be pushing our luck , or You've done very well so far, but don't press your luck. [Early 1900s]
See also: luck, push