Freedy Johnston Has Never Stopped
Freedy Johnston has always had a gift for capturing life’s complexities in a three-minute song. With a career spanning over three decades, his work is a masterclass in evocative storytelling, filled with characters that feel as real as the heartbreaks and hopes they carry. His breakthrough album This Perfect World cemented him as one of the most compelling songwriters of the ‘90s, and tracks like Bad Reputation continue to resonate with audiences decades later.
But Johnston’s longevity in an constantly shifting music industry isn’t just about nostalgia—it’s about a relentless commitment to the craft. Whether he’s writing from personal experience or weaving narratives from observation, his songs are layered with honesty, humor, and a rare ability to find beauty in life’s gray areas. As he prepares to bring his catalog—and a few new songs—to the stage in St. Augustine, we spoke with him about his process, his influences, and the unexpected moments that have shaped his career.
Your songs are known for their rich storytelling and deeply personal lyrics. Do you tend to write from personal experience, or do you create characters and narratives from observation?
Unless the lyrics come out in a few minutes, which happens maybe 5 percent of the time, I have to work on them for a while, like years. I hope that doesn't sound too sad. Haha. So, by the time I finish the song, the lyrics have several real and imaginary parts. I have trouble remembering what inspired some of them when they are so changed by the end.
"Bad Reputation" remains one of your most beloved songs. Did you know it was special when you wrote it or did its success surprise you?
It was just another song, not my favorite of the bunch at all. I called it “Talk talk talk”. Butch really liked it, though. When I saw how positively folks reacted to the track, I started to realize how little I knew about my own songs. Whenever I have a new song that I think is dumb or silly, I figure it will probably be a fan favorite.
If you had to pick one song from your catalog that best represents who you are as an artist, which one would it be and why?
Like the answer above, I don't think I'm the one to say. In one way, Bad Reputation will always be my favorite and best song, even though it's not my best song by a long way. Maybe 'The First to Leave The World, Is The First To See The World' is one I'm most happy with. Today. But that opinion could change tomorrow!
Your career has spanned several decades through changing industry landscapes. What’s been the key to your longevity?
Haha. You just don't stop.
Who are some contemporary songwriters that you admire?
Oh, heck, I don't listen to enough music. I've always loved Lucinda's songs. And Jim Lauderdale. My friend Jon Dee Graham in Austin is a master. But also Diane Warren. Neil Young. Tom Petty.
What’s been the most memorable (or unusual) gig of your career?
When we played the World Trade Center in July 2001. Looking up from the stage at those huge monoliths.
You’re playing a show in St. Augustine soon—what can fans expect from the setlist?
I want to play the songs that the fans want to listen to! I like requests from the audience. I'm starting a new album in September, and I will play two or three of those new songs.
Freedy Johnston’s Listening Room Show
February 6 - Spinster Abbott’s - St. Augustine, FL
