As evidenced by the current presidential race, it takes an enormous amount of money to run for president. It is difficult for a Libertarian, or any third party candidate, to raise that kind of money. Ross Perot was the last person to have much success running outside our currently entrenched two party system, but he was a billionaire and put in a lot of his own money. If he wasn’t so loony, he would have stood a good chance at getting elected. I could certainly envision a wealthy, charismatic, third party candidate getting elected. Now whether it would be a Libertarian is another matter since they have a branding issue. It would most likely be an Independent.