Tripping.com's Problem: Their Popular Service Wasn't Making Money

Jen O'Neal and Jeff Manheimer launched a social network called Tripping.com, which quickly became a frustrating puzzle: It was very popular, but impossible to monetize. What does an entrepreneur do when they've hit upon something people love, but that they won't pay for? In this episode, we learn what the duo did next—abandoning part of their vision, but building a booming business in the process.