Some level of speculation…
Spoilers
Kevin went to Switzerland to visit the family of his fiance Steve. Although he came from a family with traditional, conservative views, he is happy and loved since his parents have wholeheartedly accepted him and his partner. He enjoyed adding the Swiss-dialects of French and German into his growing language repertoire. This trip mostly confined Kevin to the urban landscape of Geneva, where Steve’s family all live, but he hopes that in future trips, he will get to experience more of the beautiful Swiss countryside, which would fondly remind him so much of his rural roots.
Ben took a job in the financial sector and quickly rose through the ranks in a private equity firm. He went to Kyrgystan for business to negotiate with a forestry company located there. While this career path seems at odds with his conservationist and social activist background, he views it as a means to an end, both in terms of making as much money as possible in order to donate to causes that he cares about, and to shape the business practices of the companies that he works with toward more environmentally friendly directions.
Sam went to medical school after college and has trained to become a doctor. Although she emerged as a promising candidate, giving her the ability to choose among career paths at various high-paying and prestigious medical institutions, she has not focused on pursuing money, and anyways already comes from a very wealthy family. In between periods of residency at a teaching hospital that humbly serves a needy part of her home city of New York, she volunteers with Médecins Sans Frontières, and spent last summer in Botswana addressing the public health emergency caused by a tropical disease epidemic. As she dedicates her life to helping those most in need, her past X-Games glory fades as a distant memory of a more hedonistic youth.