TRUSTBUILT MASTERMIND
Built to Build Better Businesses,
Not Just Better Bosses.
Join the TrustBuilt Mastermind — a peer mastermind for business leaders ready to build something that runs, grows, and holds its value — with or without them.
Groups are forming now in Northwest Arkansas (Bentonville, Rogers, Fayetteville) and Central Arkansas (Little Rock). If you're ready to find out whether this is the right room for you, let's talk.
Benchmark Your Business Value
Monthly Group & 1:1 Coaching
Small, In-Person Groups
WHAT’S INCLUDED
One program.
A complete operating system.
Peer sessions, 1:1 coaching, leadership assessments, and data-driven benchmarks — all working together, all pointed at the same outcome. A business that can run and grow without you in every conversation.
Monthly 1:1 Coaching with Alan
One monthly (60 min) private coaching session with Alan, reviewing individual development and assessments.
Accountability Sessions
Rotating monthly peer pairings between sessions. You keep your commitments because someone who knows your situation is going to ask about them.
Session Follow-Up Insights
Written recap after every session — key takeaways, commitments made, and next steps. Nothing gets lost between meetings.
Half-Day Monthly Group Sessions
Real challenges, peer intelligence, and accountability — with owners who are working on exactly the same thing.
Resource Library & Email Support
Frameworks, tools, and workbooks aligned to your current business phase — plus between-session access to Alan for questions and brief guidance.
COPI Peer Processing
Structured time every session to work a real challenge with the group. The insight you can't get from a consultant.
THE ASSESSMENT FRAMEWORK
Every breakthrough starts with an honest baseline.
Most leaders are making decisions based on assumptions. These tools replace assumption with data — so you know exactly where to focus, and exactly what's getting in the way.
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Maps your behavioral wiring — how you communicate, make decisions, respond to conflict, and process information. The debrief happens in Month 1 so the group understands each other from the start. Blind spots that have been creating friction in your leadership relationships become visible and workable.
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Administered to your team — not just you. Diagnoses where energy is leaking across eight critical dimensions: Purpose, Mastery, Autonomy, Belonging, Recognition, Growth, Impact, and Trust. Gives you an outside-in view of what's driving and draining your people before it becomes a retention problem.
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Measures whether your team can connect their daily work to your organization's mission, vision, and goals. When that line is clear, engagement soars. When it's broken, even great people underperform. Includes quarterly pulse checks for the first year to track alignment as you make changes.
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Based on Dr. David Horsager's Trust Edge framework, this assessment measures your strength across the 8 Pillars of Trust — Clarity, Compassion, Character, Competency, Commitment, Connection, Contribution, and Consistency. Pinpoints exactly where trust is built or eroded in your leadership. Repeated annually at renewal to track progress.
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Rates your business out of 100 across the 8 key drivers that determine what your company is worth — financial performance, growth potential, customer concentration, recurring revenue, owner dependency, and more. Establishes your starting baseline and is re-assessed quarterly to track business value growth. Your target: score 80+ within 24 months.
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Measures the gap between where you are financially and what true freedom looks like for you. Surfaces transition readiness and is critical context for owners who are 3–10 years from a potential exit — or who simply want to know what their options actually are.
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Assesses your readiness to reduce daily operational involvement — and identifies specifically where you are the constraint. This is the foundation for the work of building a business that runs without you at the center of every decision.
*All assessments included at no additional cost. Assessments for team members beyond the enrolled leader are priced separately.
A half-day that actually moves the needle...every month
Tight structure. Real conversations. You leave with one thing you're doing differently — and the accountability to get it done.
30 Min - Launch
Mindset & Business Pulse
Check in, share wins, review commitments from last session.
90 Min - Deep Work
Topic & Peer Intelligence
Leadership concept or framework — then real application to your situation.
105 Min - COPI
Challenge | Opportunity | Problem | Idea
Members present real situations they’re dealing with. The group questions, reflects, and responds. Commitment to action and accountability are established.
15 Min Commit & Close
Wrap Up
Each member names their #1 action. Group scores the session.
Who this is for
This group is for business owners and senior leaders who are already successful — and ready to build something that doesn't depend entirely on them to stay that way.
Groups are non-competing — no two members from the same industry. Industry fit is confirmed before enrollment. Maximum 12 members per group.
Applications are reviewed individually. That's not a formality. It's how we make sure everyone in the room is the right person.
Good Fit
You lead a team & feel the gap between what they deliver & what they could
You’ve tried to fix engagement & culture & it hasn’t stuck
You want peers who challenge you, not just agree with you
You’re ready to build a team that can run without you at the center of every decision
Not a Fit
You’re looking for leads or a referral group
You want a quick fix without examining your own role in team dynamics
You’re not willing to invest time between sessions
Your business has fewer than 10 employees or is pre-revenue
"To put the investment in perspective: one breakthrough conversation — a single insight from a peer who has solved the problem you're stuck on — typically returns the annual membership many times over. That conversation happens every month."
TRUSTBUILT LEADERSHIP MASTERMIND
Full Membership* - $1,000
PER MONTH | 6-MONTH COMMITMENT
Everything you need to build a business that runs without you — assessments, peer sessions, 1:1 coaching, and benchmark reporting included.
Monthly half-day group sessions - In-person, facilitated agenda
Monthly 1:1 coaching sessions with Alan - 60 min each
Monthly accountability session — rotating peer pairings
Session follow-up insights — written recap after every meeting
7 leadership and business assessments — all included, no additional cost
Resource library + between-session email access to Alan
*Membership terms. The 6-month minimum is my commitment to you, not just a contract you're locked into. After the initial period, 3 months written notice is required to exit — this protects the continuity of the group for everyone in it.
YOUR FACILITATOR
Alan Bennett has been where you are. More than once.
Alan didn't become a leadership and exit planning coach because he read about it. He built companies. He scaled them. He made the mistakes that come with being the owner who thinks he has to make every call. And he's been through exits — good ones and hard ones — which means he knows exactly what separates a business that sells for what it's worth from one that doesn't.
That experience is what he brings into every session. Not theory. Not frameworks borrowed from a certification program. Real-world pattern recognition from 20+ years of building, leading, and letting go.
He facilitates the TrustBuilt Mastermind not as a consultant, but as someone who would have wanted this group when he was in the thick of it.
Frequently Asked Questions
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The Mastermind is designed for business leaders and owners with 50–250 employees who feel the gap between where their team is and where it could be. If you've tried to fix culture or engagement and it hasn't stuck — or if you know the vision but can't get your team to see it and own it — this group was built for you. We serve two markets: Northwest Arkansas (Bentonville, Rogers, Fayetteville) and Central Arkansas (Little Rock).
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Membership is $1,000 per month with a 6-month minimum commitment. That includes everything — monthly half-day group sessions, monthly 1:1 coaching with Alan (60 minutes), accountability sessions, session follow-up insights, resource library access, between-session email support, and all 7 leadership and business assessments at no additional cost. The 6-month minimum is Alan's commitment to you, not just a contract you're locked into.
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Seven assessments are included at no additional cost: DISC Behavioral Assessment, 8 Factors of Engagement, Line of Sight CEO Insights, Trust Edge Leadership Assessment, Value Builder Assessment, Freedom Score Assessment, and Personal Readiness Assessment. They are not administered all at once — they are introduced strategically over your first few months, sequenced so each one builds on the last and you receive insight at the moment you can act on it. Note: assessments for team members beyond the enrolled leader are priced separately.
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Groups meet monthly in-person at a consistent professional venue — a 12-month calendar is issued at launch so there are no surprises. Two groups are forming: one in Northwest Arkansas (Bentonville, Rogers, Fayetteville corridor) and one in Central Arkansas (Little Rock). Monthly 1:1 coaching sessions with Alan are held virtually by default, with in-person available based on need.
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Membership is by application and follows three steps. First, a 45-minute discovery conversation with Alan — no pitch, just a conversation about where your business is and where you want it to go. Second, a complimentary Line of Sight CEO Insights assessment for your leadership team, which is yours to keep whether or not you join. Third, if the fit is right for both of us, a brief application confirming your commitment to the group's standards. Your 12-month calendar is issued immediately and billing begins on the 1st of the following month.
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Groups are capped at 12 members. Every group is non-competing — no two members come from the same industry. Industry fit is confirmed before enrollment. New members are vetted and selected by Alan to protect the integrity and trust of the group for everyone in it.
Ready to stop being the thing your business can’t run without?
Groups are forming now in Northwest Arkansas (Bentonville, Rogers, Fayetteville) and Central Arkansas (Little Rock). If you're ready to find out whether this is the right room for you, let's talk.