Episode 124
Most founders don’t get stuck because of strategy. They get stuck because of their mindset. Phil Masiello breaks down why comfort zones, fear, and unclear positioning stop brands from growing. He shares real founder stories, painful lessons, and the mindset shifts needed to scale past your limits.

About the Host:

Jamie Shanks, the creator and CEO of Get Levrg and host of Outsource to Profit, has over two decades of experience in entrepreneurship and agency management. Throughout his career, he has successfully established and expanded multiple businesses, all while helping business leaders achieve growth through strategic delegation and outsourcing. Jamie engages in open, honest conversations with fellow founders, executives, and trailblazers, sharing valuable insights on scaling businesses, effective leadership, and building robust companies.

LinkedIn: https://www.linkedin.com/in/jamestshanks

About the Guest:

Phil Masiello is the founder and CEO of CrunchGrowth and a three-time bestselling author. He helps consumer brands scale through sharper positioning, stronger strategy, and the mindset shifts founders need to break out of their comfort zone. With decades of experience in e-commerce, retail, and brand building, Phil supports entrepreneurs by identifying growth blockers, clarifying their point of difference, and teaching them how to build teams that can scale with stability.

LinkedIn: https://www.linkedin.com/in/phil-masiello/

Episode Summary:

In this episode, Jamie and Phil dig into the real reason founders get stuck: mindset. Phil explains why comfort zones, fear, and unclear direction stop brands from growing even when the product is strong. He breaks down how founders misdiagnose their problems, blame agencies, or cling to old habits rather than question their own beliefs.

They dive into what a healthy point of difference looks like, why some entrepreneurs resist change, and how effective coaching exposes both gaps and opportunities. Phil shares stories of founders who held their businesses back, those who broke through, and the mindset shift required actually to scale rather than stay safe.

It’s a clear look at why growth starts with honesty, awareness, and a willingness to let go of the behaviors that keep your business small.

What You'll Walk Away With:

• Clear signs of mindset blocks
  • How comfort zones slow growth
  • Tools to self-diagnose weaknesses
  • Why founders resist real change
  • How to think bigger consistently

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