[ENCORE EPISODE] Ashley Cleveland: Get to Know My Dear Friend

Dec 30, 2025 · 1 hr · Episode 113 · 58.0 MB

0:00-1:00:26

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This episode with Ashley Cleveland came out in January 2018—the first time Andrew ever met Ashley. This interview had such a profound impact on Andrew that he’s referenced it again and again throughout the years, and we wanted to re-share it with you as we look to a New Year.

Thought-Provoking Quotes:

“I quickly became an alcoholic and a drug addict, but I also became a musician. I started getting a positive response, whereas everything prior had been pretty negative. So I look upon it as this marker that God gave me to keep me on the planet.” - Ashley Cleveland

“I knew less than anything about the industry. But a divide had been crossed, and suddenly I’m a songwriter. I dropped out of school after a couple of years and I went back to California and that’s really where I learned to be an artist. I cut my teeth in clubs.” - Ashley Cleveland

“I wound up pregnant, very ill with my addiction, so I turned to the church. And I have to say the church responded deeply and wonderfully.” - Ashley Cleveland

“I couldn’t even cope with myself, let alone a child. And yet once I heard that heartbeat, I knew it was gonna be beyond me to give her up. Suddenly, there was someone else, and that was really the beginning of faith for me.” - Ashley Cleveland

“I left that hospital knowing that there was a God and He loved me, though I had no earthly idea why.” - Ashley Cleveland

“You take the art wherever you go. I’m so glad I had a career with a small C because what that meant for me in practical terms was I was home.” - Ashley Cleveland

“For me, the best way to live is with my hands wide open and say, ‘Lord, you are the most surprising thing in my life.’” - Ashley Cleveland

“I’m so thankful to be alive. Everything else is gravy.” - Ashley Cleveland

Links, Products, and Resources Mentioned:

Anchor Hymns

Sally Lloyd-Jones

Neil Young

University of Tennessee

Pam Tillis

John Hiatt

NACA (National Association of Campus Activities)

Michael W. Smith

Steven Curtis Chapman

Rich Mullins

Twenty Feet From Stardom

C.S. Lewis

*Watch this interview on Andrew’s YouTube channel!

*All episode music is by Andrew Osenga.

Guest’s Links:

Ashley Cleveland’s Instagram

Ashley Cleveland’s Facebook

Connect with Andrew:

How to Remember by Andrew Osenga

Hold the Light by Andrew Osenga

*The Pivot is produced in conjunction with Four Eyes Media.