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2. Willie Nelson

Willie nelson Songs | 2. Willie Nelson | Country Music Videos
Photo credit: David McClister/Sony Music

Kristofferson's fellow Highwayman also served our great nation before he became one of country music's biggest stars. After Nelson left school in 1950, he joined the United States Air Force, in which he served for eight to nine months before he returned home. 

Photo Credit: Jerry Genesio Pinterest

Not much is known about Nelson's time in the military, but a lot is known about his life after he got back from serving his country. He attended Baylor University from 1954-1956, where he studied agriculture. 

But Nelson eventually dropped out of college to chase a career in music, and we all know how that went. He's now regarded as one of the most influential artists not just in country, but all genres.

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