Cool People Doing Cool Things

Dare to Dream Bigger with Ryann Gillen


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In this episode of Cool People Doing Cool Things, Sarah sits down with business therapist, entrepreneur, and founder of The Uncensored Self, Ryann Gillen.

Ryann shares her powerful journey from a 15-year corporate career to building a million-dollar business — and why success didn’t feel the way she thought it would.


From burnout and misalignment to divorce, financial reset, and deep personal transformation, this conversation dives into what it really takes to rebuild your life and business from the inside out.

Together, Sarah and Ryann explore identity, energy, intuition, and the truth about success — and why creating a life that feels good matters more than chasing outcomes.


🔥 What We Talk About

  • Ryann’s journey from corporate to entrepreneurship to seven figures
  • Why hitting big financial goals didn’t bring fulfillment
  • Rebuilding life after burnout, divorce, and financial challenges
  • The difference between chasing success vs. creating it
  • How most entrepreneurs unknowingly recreate corporate burnout
  • The shift from “getting clients” → becoming a magnet
  • Why content creation is art (not just marketing)
  • The concept of the “energy game” vs. the “mind game”
  • Letting go of timelines and trusting outcomes
  • Identity work, self-trust, and becoming your “uncensored self”
  • Why money should be the least interesting thing in your life
  • The truth about alignment, intuition, and creating a business that feels good

💡 Key Takeaways

  • You can achieve everything you thought you wanted… and still feel unfulfilled
  • Success doesn’t come from doing more — it comes from becoming more aligned
  • Your external reality is a reflection of your internal state
  • You don’t need to chase clients — you can create demand through energy and authenticity
  • The more you trust yourself, the simpler business becomes
  • Outcomes are inevitable — how you feel while creating them is what matters

🧠 Quotes from the Episode

“Who are you when you're not being who the world taught you to be?”

“It’s not about getting clients anymore — it’s about creating.”

“Living my life makes me money.”

“Money should be the least interesting thing on the list.”

🔗 Connect with Ryann Gillen

TikTok: @ryanngillenofficial

Instagram: @ryanngillen

Facebook: ryanngillen

YouTube: @RyannGillenofficial


💬 Final Thought

If you’ve ever felt like you “did everything right” but something still feels off… this episode is your permission slip to do it differently.


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Cool People Doing Cool ThingsBy Sarah Buehner