Kris Kristofferson brought a lifetime of stories, songs, and wisdom into the world throughout his artistic career. In 1995 he sat down with the World Cafe hosts and offered listeners a rare opportunity to hear about his career, influences, and the personal experiences that shaped his most beloved songs.

From the start, Kristofferson’s warmth and humility were palpable. His voice was weathered with time, but it still carried the emotional weight that made songs like “Help Me Make it Through the Night” and “Sunday Mornin’ Comin’ Down” timeless classics. Between performances, he reflected on his unlikely journey from Rhodes Scholar to janitor at Columbia Records to one of the most respected songwriters in music history.

Kristofferson was a songwriter for songwriters

One of the highlights of the session was Kristofferson’s performance of “Me and Bobby McGee” a song that has been covered by countless artists but remains uniquely his own. Stripped down and raw, his voice carried a gravitas that only comes with decades of living the highs and lows of a storied life.

The interview also touched on his collaborations with other country icons like Johnny Cash, Willie Nelson, and Waylon Jennings, as well as his work as an actor in films like A Star Is Born. Through it all, Kristofferson remained down-to-earth, expressing gratitude for the enduring connection his music has created with fans.

This World Cafe session was a heartfelt reminder of Kristofferson’s enduring impact, not just as a songwriter but as a storyteller whose work will continue to resonate for generations.

Listen to Kris Kristofferson’s interview and performance on the World Cafe

Petey: “Did I Mention I’m Sorry” (Recorded Live for World Cafe)