AN NRT EXCLUSIVE INTERVIEW
Connor Flanagan Opens Up About the Journey Behind Seasons
NRT's Bradden Ford talks with the artist about faith, risk, and living as a full-time dreamer through music
 


AN NRT EXCLUSIVE INTERVIEW, Connor Flanagan Opens Up About the Journey Behind Seasons
Posted: January 29, 2026 | By: BraddenFord_NRT
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For nearly ten years, artist Connor Flanagan has been quietly crafting a unique sound within Christian music, merging hip-hop, pop, and worship into a deeply personal and joyful expression. Since gaining attention with songs like “Skyscrapers,” Connor has continued to develop as both an artist and storyteller. With his third studio album, Seasons, he now opens the door to his most genuine chapter so far, highlighted by faith, risk, and a bold reliance on God’s provision.
 
We connected with Connor to discuss his early musical journey, the motivation behind Seasons, the significance of dreaming boldly with God, and how he manages artistry, family, and faith as a “full-time dreamer.”
 

Connor, you’ve been releasing music for years now. For those who may be newer to your music, how would you describe who you are as an artist and how you got started?
 
I think the best way to describe my music—and this has been a more recent revelation—is that I’m a hip-hop artist with a worship leader’s heart. I love writing high-energy music, creative sounds, rapping, and singing, but all of it usually starts with just me and my guitar.

When I first started writing music, I was in college. I’d go into the chapel after a long day and just let whatever was in me pour out over a few simple guitar chords. It was never about a career. I never thought I’d have to be a songwriter. It was just this innocent, pure desire to take what I felt God was saying to me and put it into a song. It was worship.

Even now—fast forward 15 or 20 years—it’s still the same. Every time I write, it’s an act of worship. It’s me processing what God’s doing in my life and giving it back to Him, even if it comes out over synths and 808s as a hip-hop song.

I actually lost a bet in college and had to play a talent show. That was the first time I ever played a song live. I was rapping over an acoustic guitar while everyone else was doing worship covers or singer-songwriter stuff—and people went crazy. After that, I got asked to play all kinds of campus events, and it just snowballed. The more I did it, the more the fire grew, and I realized I wanted to do this with my life.
 
You’ve played everything from coffee shops to major festivals. What’s it like stepping on stage and seeing how God has used your journey?
 
Honestly, it’s just so fun. I hope I never lose that sense of, "I can’t believe I get to do this." There’s a ton of work behind the scenes, but then you step on stage, and it’s like, this is wild.

Every stage feels the same to me. Whether it’s five people in a coffee shop or thousands at a festival, it’s still just God giving us an opportunity. We pray before every show, God, if this is our last one, praise You. If not, we’ll steward this the same way we steward the next one.
 
You just released your third studio album, Seasons. What’s the story behind this record?
 
Over the last two or three years, I’ve really focused on songwriting more than anything. My producer and I spent about a year and a half writing, and we ended up with around 30 to 40 demos.

Eventually, I felt this urgency—these songs were just sitting on hard drives, and I wanted them in people’s hearts. I had quit my job two years ago to be a full-time musician, and Seasons is really the story of that time—learning to trust God’s providence, walking through highs and lows, and leaning into faith.
 
You often talk about being a “full-time dreamer.” What does that mean to you?
 
I’ve seen too many people give up on the dreams God placed in their hearts because they’re afraid it won’t work or that it’s impractical. But we serve an impractical God—one who brings people from death to life.

Being a full-time dreamer doesn’t mean quitting your job. It means dreaming with God about your life as much as possible and trusting Him as your source of courage and strength.
 
How can people be praying for you?
 
First, pray for my family. And honestly, just pray for open doors. I’ve never believed in my music more than I do right now, and I’d love prayer that God continues to guide and provide opportunities.

Bradden Ford is a Christian music enthusiast responsible for managing NewReleaseToday's new release database of artists and albums. He resides just outside Nashville, Tennessee. OpenAI's ChatGPT provided some assistance with this article.

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