Episode 3

The 10 Things I've Learned Being a Full-time Creative Entrepreneur

00:00:00
/
00:24:52

June 5th, 2025

24 mins 52 secs

Your Hosts
Tags

About this Episode

Connect with Connor:
🎧 Website: www.connorflanaganmusic.com
📱 Instagram: @connorflanaganmusic
🎵 Spotify: https://open.spotify.com/artist/5AhC3FXTAcCNMKXvVhGDZo?si=SPBGfZe0S2aoflScvJsslA
🍎 Apple Music: https://music.apple.com/us/artist/connor-flanagan/450791190

*Episode 3: *

Two years ago today, I made the leap from a traditional 9-to-5 job to become a full-time creative entrepreneur and musician. It's been one hell of a ride – filled with incredible highs, crushing lows, and everything in between. Today, I'm sharing the 10 most important lessons I've learned along the way.

From the myths about "security" and "making it" to the hard truths about loneliness and daily surrender, these lessons have shaped not just my career, but who I am as a person. Whether you're thinking about taking the leap yourself, already on the journey, or just curious about what it's really like to chase your dreams full-time, this episode is for you.
What you'll learn:

  • Why pursuing peace is more important than pursuing success
  • The truth about money, security, and happiness as a creative
  • How to build a sustainable creative practice without burning out
  • Why your spiritual life and your creative calling aren't at odds
  • The importance of community and building your team
  • How to handle the isolation that comes with this path

This isn't another "follow your dreams" pep talk – it's the real, unfiltered truth about what it takes to build a creative life. Some of these lessons might surprise you, others might challenge everything you think you know about entrepreneurship and creativity.
If you've ever wondered what it's really like to bet everything on your art, this episode will give you an honest look behind the curtain.

Perfect for: Creative entrepreneurs, musicians, artists, freelancers, anyone considering a career pivot, and those who want to understand the real challenges and rewards of building a creative business.

About this Podcast:
Welcome to Fulltime Dreamer – where faith meets fearless pursuit of purpose.
Join me as I document my journey as a fulltime musician, sharing the raw, real, and transformative moments of living out God's calling on my life. This isn't just another dream-chasing podcast – it's a call to radical faithfulness and unwavering trust in God's plan for your life.

Each episode brings you wisdom and encouragement through authentic stories of breakthrough, setback, and everything in between. I believe that God has placed unique dreams, purposes, and plans in each of our hearts, and my mission is to challenge you to step boldly into yours – whether that's building a business, raising a family, pursuing a creative passion, or whatever calling He's stirring within you.

You'll hear from incredible guests who are living proof that when you work hard, trust God, and don't give up, extraordinary things happen. From entrepreneurs to artists, parents to pastors, and dreamers of every kind, we explore what it really means to radically trust God while pursuing the dreams He's placed on our hearts.

If you're tired of playing it safe and ready to step into the fullness of what God has for you, this is your podcast. Because the world needs more people who are willing to be fulltime dreamers.
Work hard. Trust God. Don't give up.

About Connor Flanagan:
Connor Flanagan has been described as a hip-hop artist with a worship leader's heart, passionate about encouraging others to step into God's dream for their life. In a world where people are crippled by fear, scared of the unknown, and longing for purpose; Connor desires for his career to serve as a witness of what can happen when you don't settle for what the world offers, and instead allow God to breathe life into your gifts.

Pulling from influences such as Macklemore, Mat Kearney & TobyMac, Connor's acoustic roots plus love for hip-hop have allowed him to create a unique sound that is accessible by any audience. From driving anthems to acoustic pop, Connor's ability to bring his songs to life on stage is what sets him apart. From booking and promoting his own album release tour, to opening for acts such as Kari Jobe & David Crowder, Connor is committed to crafting a live experience that communicates both hope & encouragement to all those in attendance.

His new album "SEASONS" featuring 10 never-before heard tracks showcases a fresh new chapter in Connor's musical journey. These songs represent a new sound for Connor and will kick off an exciting new phase of his artistry.