A new team of Roadtrippers is brought together by their desires to search for something bigger in life. Brooklyn, who left an unfulfilling job in New York City to move back in with her parents, hopes this Roadtrip will "jumpstart" her life. Elliott, a former high school teacher, gets out of the classroom to figure out his next step. Nekeed escaped a rough childhood in N.Y., where he lost a brother to gang violence. Now, as the first male in his family to graduate college, he wants to define his next steps in life. At the New Skete monastery in New York, they interview Brother Stavros, co-founder of the monastery who also works with its famous German Shepherd breeding program.