He looks ahead. Photo: Roberto Schmidt/Getty Images How long will President Trump ’s new war with Iran last? That depends on who you’re asking, how, when, and perhaps whether or not the markets are currently freaking out. Since the start of the war, Trump, Secretary of War Pete Hegseth, and others have offered very mixed messages about the potential timeline for the conflict — which clearly isn’t ending anytime soon, or could end hours from now, or will go on as long as it has to, because the U.