Cut The Tie Podcast with Jason Greer
What happens when you wake up and realize you’ve been living someone else’s definition of success? In this revealing episode of Cut The Tie, Thomas Helfrich talks with Jason Greer, co-owner of Peel Business Design, about the moment he realized he was living under fear, guilt, and shame—and how he took ownership of his story.

From a small Midwest town to leading a company that helps businesses align strategy, metrics, and process, Jason’s story is one of deep introspection, curiosity, and intentional change. He shares how cutting emotional and cultural ties helped him build a business and a life that feels like his own—and why being curious, vulnerable, and humble remains his compass.

About Jason Greer

Jason Greer is the co-founder of Peel Business Design, a firm that believes “business deserves design.” With a focus on strategy alignment, process optimization, and people-centered solutions, Jason helps companies break big problems into solvable pieces. His journey from fear-based living to purpose-driven leadership is one of empathy, grit, and transformation.

In this episode, Thomas and Jason discuss:

• Breaking Free from Cultural Expectations
  Jason shares how growing up in a small Midwest town instilled guilt, shame, and fear—and how he recognized those patterns still shaped his decisions as an adult.
• The Wake-Up Call in a Parking Lot
  A chance reading of a book in his car sparked a life-altering realization: if he didn’t make changes, he’d live a life designed by other people’s expectations.
• Redesigning Life Through Emotional Awareness
  By intentionally putting himself in uncomfortable situations, Jason learned to identify emotional patterns, reconnect with himself, and build healthier relationships—personally and professionally.
• Leading with Curiosity, Humility, and Empathy
  Jason explains why these three values drive how he works with clients, tackles complex problems, and navigates new industries—without needing to be the smartest guy in the room.

Key Takeaways:

• You Don’t Have to Inherit Someone Else’s Life
  Recognizing emotional baggage is the first step to designing a life that’s truly yours.
• Curiosity is a Competitive Advantage
  Staying curious keeps you growing, evolving, and connected to the work you love.
• Your Support System is Your Superpower
  Success isn’t a solo act—mentors, family, and friends are critical to the journey.
• Clients Feel Your Energy
  When you stop selling and start listening, the right clients show up—and the wrong ones walk away.
• Business Deserves Design
  You can’t solve big problems with default solutions. Break them down. Build intentionally.

Connect with Jason Greer

💼 LinkedIn: Jason Greer
🌐 Website: www.peelbusinessdesign.com

Connect with Thomas Helfrich

🐦 Twitter: @thelfrich
📘 Facebook: Cut the Tie Group
💼 LinkedIn: Thomas Helfrich
🌐 Website: www.cutthetie.com
📧 Email: [email protected]
🚀 InstantlyRelevant.com

Support the show

Serious about LinkedIn Lead Generation? Stop Guessing what to do on LinkedIn and ignite revenue from relevance with Instantly Relevant Lead System