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EP 57: How to Win Trust (Even When You Mess Up) with Kevin B. Jennings

Kevin B. Jennings is a business coach, speaker, and personal brand strategist who helps creatives and leaders turn their ideas into impact. As the CEO of Junction 32, he’s worked with influential voices like Oprah Winfrey, Tony Robbins, Dave Ramsey, and more — helping them build trust, serve better, and scale smarter.

In this episode, Kevin breaks down how trust, reputation, and personal branding all stem from one thing: how you show up for people, day after day. From the way we repair mistakes to the moments we empower our teams, trust is the foundation of growth, especially in uncertain times.

We talk about:

  • Why marketing is an act of service, not persuasion
  • The difference between a personal brand and a platform
  • How “bids” — small signals of connection — are the true currency of trust
  • What leaders can do when trust breaks down
  • Why consistency and clarity matter more than being perfect
  • How empowering employees builds faster trust with customers
  • What to focus on during times of uncertainty
  • Kevin’s powerful definition of freedom — and why it’s tied to impact

Whether you're leading a team, growing your business, or refining your reputation, this conversation will challenge how you think about branding, marketing, and what it really means to build trust.

Quotes from the Episode:

  • "Perfection's not the goal. Trust is."
  • "People buy your reputation before they buy your product."
  • "A brand is just a reputation that scales."
  •  "Empower your team to meet the bids — that’s where trust lives."
  •  "Freedom is using your gifts to make the world better."

Actionable Takeaways:

  • Shift your view of marketing from selling to serving
  • Build your personal brand by earning trust, not attention
  • Watch for “bids” — those small signals that matter most to customers and teams
  • When things go wrong, don’t panic — repair with care
  • Double down on what works instead of chasing new trends
  • Lead with credibility, clarity, and courage during uncertainty
  • Empower your team to act without waiting for approval

Resources from this episode:
→ Learn more about Kevin: https://www.kevinbjennings.com
→ Connect with Kevin on LinkedIn: https://www.linkedin.com/in/kevinbjennings
→ Explore the Small Giants Community: https://www.smallgiants.org