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The TrustBuilt Podcast

The TrustBuilt Podcast

By: Alan Bennett
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About this listen

The TrustBuilt Podcast is for business owners ready to break free from the daily grind, scale with confidence, and create lasting value.

Hosted by Alan Bennett, a Certified Exit Planning Advisor and business strategist, this podcast tackles the biggest challenge entrepreneurs face—building a business that thrives without their constant oversight.


What You’ll Get from Each Episode:

🎙 Expert Conversations – Insights from top business leaders, exit strategists, and entrepreneurs who’ve built self-sustaining businesses.

📈 Real-World Case Studies – Stories of business owners who optimized operations and positioned for long-term success.

💡 Actionable Takeaways – Strategies you can apply immediately to step back, scale up, and build a business that works for you.

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Economics Leadership Management Management & Leadership
Episodes
  • Trapped by Your Own Business? How These 2 Things Can Restore Freedom | Cari Kaufman
    Dec 19 2025

    What happens when you evolve as a business owner, but your business doesn’t?


    In this episode of The TrustBuilt Podcast, Alan Bennett sits down with Cari Kaufman of Storyteller Wordsmith for a candid, unscripted conversation about purpose, identity, and what happens when successful businesses start to feel misaligned.


    This episode dives deep into why purpose and accountability are the gateway to trust, how personal life changes inevitably shape business direction, and why building a business that can evolve is critical for retention, leadership clarity, and sustainable growth.


    If you’re exhausted from carrying everything yourself and wondering how to get your team bought in again, this conversation will hit home.


    👉 Looking to build a business that runs without you? Visit https://www.trustbuiltsolutions.com/


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    ⏱️ Chapters

    02:10 – The moment “purpose” changed the conversation

    03:30 – Feeling trapped by your own brand

    04:30 – Established businesses hit this wall more than startups

    05:45 – Alan’s personal pivot: when life demanded change

    07:05 – Freedom is why most people start businesses (but lose it)

    08:20 – Work-life balance isn’t real — harmony is

    09:35 – Building a sellable business makes it easier to run

    12:45 – Purpose + accountability = the gateway to trust

    14:05 – Why teams disengage when purpose is unclear

    16:20 – Purpose isn’t always about the product

    17:30 – “My purpose is to make money” (and why that’s not enough)

    20:10 – The danger of choosing a path just because you’re good at it

    22:00 – When purpose becomes a trap instead of a guide

    23:40 – Purpose as the front door to everything else

    25:00 – Communicating purpose so people actually buy in

    26:20 – Credentials don’t build trust — stories do

    28:10 – How trust changes decision-making and leadership ease

    29:30 – External trust matters too (vendors, partners, advisors)

    31:00 – What most owners miss about their suppliers and advisors

    33:10 – Trust as a force multiplier in business

    35:20 – Final thoughts: purpose is the starting point


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    Connect With Cari

    🌐 https://www.storytellerwordsmith.com/

    💻 https://www.linkedin.com/in/carikaufman/

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    37 mins
  • How to Lead Under Pressure: SWAT-Level Trust Lessons with Tim Keck
    Dec 11 2025

    Most business owners don’t lead in life-or-death situations…but they feel like they do.


    In this episode of The TrustBuilt Podcast, former police chief, SWAT commander, executive coach, and leadership trainer Tim Keck breaks down what crisis leadership teaches us about building engaged, reliable teams in everyday business.


    Tim shares unbelievable real-world stories — including the moment he put his life in the hands of his team — to illustrate what trust really means. And more importantly, how business owners can build that level of confidence, discipline, and buy-in inside their own culture.


    If you’re a leader who’s tired of carrying everything yourself, this conversation will help you breathe again. You’ll walk away with simple tools to lower stress, increase employee engagement, and create a culture that scales because people are aligned, accountable, and trusted.


    👉 Want a team that can run the business without you? Learn more at https://www.trustbuiltsolutions.com/


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    ⏱️ Chapters

    00:00 — The Rule of Responsibility: Why You Can’t Do Everyone’s Job

    00:20 — Meet Tim Keck: Police Chief, SWAT Commander & Leadership Coach

    01:49 — What Crisis Teaches About Leadership

    03:07 — The Team-Building Exercise That Hit the New York Times

    04:12 — Stress vs. Crisis: Why Leaders Misread Their Own Bodies

    06:24 — How Stress Sabotages Decision-Making (and What to Do Instead)

    07:55 — Tactical Breathing: A Tool Every Leader Should Learn

    10:15 — Emotional Intelligence: The Four Skills Every Owner Needs

    14:18 — Why Most Leaders Mislabel Their Emotions

    17:12 — Managing Conflict Without Escalation

    20:14 — The Hidden Cost of Wanting to “Win the Argument”

    21:05 — How Your Emotions Affect Your Team (Read the Room)

    25:11 — Why High-Performing Teams Need Someone “Watching Their Six”

    26:44 — SWAT-Level Trust: Doing Your Job So Others Can Do Theirs

    34:07 — What Business Owners Can Learn from Real-Life Training

    37:41 — Purpose, Clarity, and Why Most Teams Row in Different Directions

    41:30 — The Story: Putting His Life in His Team’s Hands

    45:18 — Final Lessons on Trust, Vulnerability, and Leadership Freedom


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    Connect with Tim

    💻 https://www.linkedin.com/in/timkeck/

    🌐 https://www.safehavensecuritygroup.com/

    🌐 https://www.gobulletproof.com/

    Show More Show Less
    47 mins
  • The #1 Reason Your Business Stalls | Calvin Smith
    Dec 4 2025

    Building a business that doesn’t depend on you isn’t about grinding harder — it’s about learning to trust your people, lead with vulnerability, and build a culture that can stand on its own.

    In this conversation with longtime entrepreneur and EOS implementer Calvin Smith, we dig into what really holds business owners back: fear, control, burnout, and the belief that “no one will ever care as much as I do.” Calvin shares lessons from 20+ years of entrepreneurship — the wins, the mistakes, the dumb tax — and how leaders can finally break the cycle of doing everything themselves.

    We talk about building trust, creating alignment, getting honest about your own limitations, and how systems and processes (done right) actually create freedom rather than restrict it. If you’re tired of carrying the whole business on your back, this episode shows a better path forward.

    👉 Want a team that’s engaged, accountable, and capable of running the day-to-day?

    Visit https://www.trustbuiltsolutions.com/


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    ⏱️ Chapters

    00:00 — Why Trust Starts With the Leader

    01:00 — Corporate vs. Entrepreneurship Mindset

    02:30 — The Passion Problem: Why Entrepreneurs Burn Out

    03:45 — Defining Your Personal “Why” Before You Build Your Business

    05:10 — When Your Team’s Why Doesn’t Match Yours

    06:40 — The Power of Vulnerable Leadership (A Story That Changed Everything)

    08:00 — Why Trust Backfires When You Hold Too Tightly

    10:45 — Culture Reality Check: Are You Living What You Say You Value?

    12:05 — Hiring People Who Actually Care About the Work

    14:10 — The 90-Day Culture Pulse: Keeping Your Team Aligned

    17:00 — Commitment, Discipline, and Trusting Yourself First

    18:40 — How Your Personal Life Mirrors Your Business Performance

    23:00 — Letting Go as You Scale: Why Leaders Must Evolve

    33:00 — Systems & Processes: Why They Create Freedom (Not Rigidity)

    41:00 — The Horror Story of an Owner-Dependent Business

    45:00 — How to Help Employees See That Their Work Matters

    48:00 — The Books That Changed Calvin’s Leadership Journey

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    Connect with Calvin

    💻 https://www.linkedin.com/in/calvin-smith/

    🌐 https://calvinsmith.co/

    Show More Show Less
    52 mins
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