Kris Kristofferson – Air Force

Born to a military family, singer and actor Kris Kristofferson was not only expected but even pushed to join the U.S. Army after obtaining a B. Phil degree in English Literature in 1960. Upon receiving training at Ranger School, he worked as a helicopter pilot, but eventually, Kristofferson managed to achieve the rank of Captain. However, a few years later, he decided to put an end to his military career and turn to music instead. This decision apparently wasn’t well-received by his family since his parents reportedly disowned him while his wife contacted her divorce attorney at around the same time. But despite all of that, Kristofferson should be proud of his military days, and even more so of his impressive music career.