The Rhythm of Leadership: How Bob Bartlett Built a Standout Agency

Episode #
102
Published on
January 30, 2026

In this episode, Scott sits down with Bob Bartlett—insurance agency owner, community leader, and part-time rock band drummer—to talk about leadership, culture, service, and the art of being different in a crowded, commoditized industry. Bob shares how getting laid off pushed him into entrepreneurship, how he grew a thriving agency in Barre, Vermont during COVID, and why real conversations will always beat 1-800 numbers.

The episode dives into what it means to build trust in a small town, how to recruit with purpose, and why values like honesty, balance, and community aren’t just buzzwords—they’re a business model. From hosting pumpkin giveaways to playing drums at weddings, Bob shows up fully as himself and inspires his team to do the same.

🎯 What you’ll learn:

• How Bob grew a high-volume agency by hiring for character and coaching for impact
• Why being “unapologetically human” in a digital world is a competitive advantage
• How storytelling, analogies, and brutal honesty improve client conversations
• What it means to lead like a drummer—quietly setting the beat for your entire team
• Why doing the right thing, even when it costs you, always wins in the long game

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Episode Markers:
(0:00) - Show Intro
(0:50) - Opening an Agency
(2:40) - Architect of Future Success
(3:30) - Pausing & Reflecting
(5:20) - Team & Culture
(7:30) - Daily Quick Chats
(9:55) - Standing Out in the Industry
(13:00) - Early Community
(15:45) - Integrity & Commitment
(18:25) - Charitable Organizations
(20:00) - Drumming
(22:15) - Small Business Supporters
(23:30) - Hard Lessons
(25:00) - Family & Integration
(27:05) - Misconceptions
(30:30) - Risk Management