How to Build Amazing Teams Ready to Scale with Derrick Smith

Growth doesn’t come from strategy alone. It comes from humble leaders, the right people, and the grit to keep going when the business doesn’t move up and to the right.

In this episode of Sales Against the Odds, host Lee Brumbaugh sits down with Derrick Smith, Co-Founder of The Firefly Group and a Certified EOS Implementer. Derrick has started six businesses, helped acquire 15 family businesses, and worked with 25 companies as their EOS Implementer. He shares how Firefly came together around shared core values and how its Entrepreneurial Toolkit, built through the acquisitions of EOS Worldwide and Sales Xceleration and an investment in Titus Talent, helps SMB companies grow.

Derrick explains why humility is the key ingredient in leadership teams that are positioned for growth, and how it trickles down from the CEO to the entire organization. He breaks down why leaders almost always wait too long to address people issues, and why addressing smoke before it becomes fire means feedback is constant and problems are never a surprise.

From the rise of independent sponsors and entrepreneurship through acquisition to his top advice for SMB owners, Derrick shares practical lessons on building a great team, staying humble, and refusing to quit.

Key takeaways:

  • Why humility at the top sets the tone for a healthy, scalable leadership team
  • Why addressing people issues early beats waiting until it costs you
  • How perseverance and a values-aligned team give SMB owners the ingredients to win

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Episode Highlights

(00:00) Introduction


(01:09) Derrick’s path from dentistry to entrepreneurship


(03:10) How The Firefly Group came together


(06:46) What Firefly looked for in its first deals


(08:32) The roots of the Entrepreneurial Toolkit and buying EOS Worldwide


(11:49) Acquiring Sales Xceleration and investing in Titus Talent


(13:58) Humility: the key ingredient in teams that “get it”


(17:14) Addressing smoke before it becomes fire


(19:59) How the SMB buyer landscape has shifted


(22:01) Don’t quit and build a great team

About the Guest

Derrick Smith
Derrick Smith
Co-Founder of The Firefly Group and a Certified EOS Implementer

About the Host

Lee Brumbaugh
Host of Sales Against the Odds

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