Re: 1000 push-ups in 4 hours
185 lbs at 5'8" is like really big for someone who is not morbidly obese or a NFL running back, it seems likely that his muscle mass far outstrips his stamina and this seems like an easy win for you...
however there is an issue here that everyone has so far ignored, it is my understanding that steroids and hgh have profound effects on muscle stamina and recovery; and as far as i know there is no prop bet athletic commission that tests for illegal supplements, if the guy you are betting against is confident that he can do this he may have a good reason for it
before the attempt is made you may want to bluff him with the threat of steroid testing and claim that positive results would void the bet in order to gauge his reaction, if the stakes of the bet are high enough you definitely want to lay the groundwork for an actual test being grounds for disqualification should he complete the 1k pushups
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