Figurative language meaning to challenge someone

Intelligence agency term for "psychological operation". A government or corporate-sponsored operation, usually taking the form of a "terrorist attack" or "crazed gunman on a spree", with the intent of panicking the public into demanding more police and laws inhibiting freedom. Psyops are usually carried out by drugging a civilian or group of civilians with aggression-promoting drugs, psyching them up, arming them, and sending them out to commit mayhem. Government-sponsored terrorism. See also blackshirts, conspiracy

1. If you think you are correct, or going to win, someone gives you a run for your money if they prove you wrong or beat you.
2. In the event of you doubting someone or wanting someone or something to be right. You may tell someone you’ll give them a run for your money. Their*

In the event that your friend is telling you that he can, for example, get with some chick before you the following phrase might be applied.