
Contractor Evolution 246. How 8 Years in a Community Changed My Contracting Business - Ryan Lermitte
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Nov 12, 2025 Ryan Lermitte, founder of Umbrella Property Services and a veteran member of Breakthrough Academy, shares his transformative eight-year journey in entrepreneurial community. He discusses the emotional ROI of genuine connections and how collaborating with competitors can elevate industry standards. Ryan emphasizes the importance of authenticity, addressing fears to build deeper relationships. He also highlights how community engagement fuels personal growth alongside business success, proving that entrepreneurship thrives in connection rather than isolation.
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Trade-Focused Peer Learning Accelerates Growth
- Industry-specific peers create faster, more applicable learning than generic groups.
- Ryan says BTA's trade-focused coaching unlocked actionable solutions he could apply immediately.
Show Up Fully Present
- Be fully present and remove distractions when meeting peers to build deeper connections.
- Ryan turns off notifications and limits apps so conversations feel genuine and focused.
Vulnerability Unlocks Real Connection
- Releasing fear and imperfection invites authentic conversations and mutual vulnerability.
- Ryan says being real gives others permission to be real too and strengthens relationships.





