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American country music icon and pioneer of the outlaw country movementBorn in Littlefield, Texas, Jennings began playing guitar at age 8. He worked as a radio DJ and toured with Buddy Holly, famously giving up his seat on Holly's fatal flight. His career breakthrough came in the 1970s when he rebelled against Nashville's production constraints, leading the outlaw country movement. Released landmark albums like 'Honky Tonk Heroes' and 'Wanted! The Outlaws', becoming one of country music's most influential figures.

• Survived the plane crash that killed Buddy Holly in 1959 by giving his seat to J.P. Richardson (The Big Bopper)
• Struggled with cocaine addiction throughout the 1970s, spending over $1,500 daily on the habit at its peak
• Married four times, including to fellow country singer Jessi Colter from 1969 until his death
• Refused to record in Nashville's restrictive studio system, demanding creative control which revolutionized country music production
• Died from complications of diabetes at his home in Chandler, Arizona