Willie Nelson is an American cultural icon whose prolific career as a singer, songwriter, and actor spans over seven decades. Rising to fame in the 1970s as a pioneer of outlaw country, he challenged the rigid standards of Nashville with landmark albums like Red Headed Stranger and Stardust. Beyond his extensive musical discography and film appearances, the sources highlight his lifelong commitment to liberal activism, specifically his leadership in Farm Aid and his vocal advocacy for marijuana legalization. Despite historical financial struggles with the IRS and various legal hurdles, he remains a highly decorated figure in the Country Music Hall of Fame. Today, he is celebrated for his unique jazz-influenced vocal style and his legendary guitar, Trigger.