Three college grads travel across the country to speak with Leaders who have defined their own Roads in life. While in St. Louis, the team lets their imaginations run free at the City Museum, an architectural marvel and playground made out of found objects from the city. Afterward, they sit down with founder and creator Bob Cassilly to learn what inspired him. In Idaho, they speak with sought-after expedition photographer Jimmy Chin, who opens up about his fears of failing and the dangers of extreme missions. "Fear is healthy," he reminds the Roadtrippers.