The Boardroom Mastermind & Kent Clothier: An Informative Overview for Prospective Members

Introduction

It is written specifically for experienced real estate entrepreneurs and growth-minded operators who are seeking clarity on whether this community aligns with their goals, values, and trajectory.

The intent is not to market or pitch, but to offer clear, structured information — derived from internal resources, third-party sources, and public commentary — to help qualified candidates make informed decisions.

This white paper goes beyond a surface-level explanation of the group and its leadership. It offers a window into the philosophy, framework, culture, and structure of The Boardroom Mastermind, while presenting candid insights into who it is built for and why it continues to attract some of the nation’s most elite real estate entrepreneurs.

It incorporates real-world results, press validation, and a culture-centric approach to help prospective applicants decide whether they belong in this room.

About Kent Clothier, Founder

Kent Clothier’s business journey began with one of the greatest financial trajectories in the direct-to-retail sector. As a teenager, he helped scale a family-run grocery arbitrage business that by age 30, had reached $1.8 billion in annual revenue. His knack for identifying inefficiencies, creating systems, and executing with speed and accuracy made him one of the youngest executives in the country to reach such figures. However, that meteoric rise was followed by a fall — one that Kent has openly described as both devastating and transformational.

After losing nearly everything, Kent turned to real estate investing. It was here that he applied the same principles that helped him scale his prior business: lead flow optimization, team building, reverse logistics, and systematized follow-up. But he also brought a new perspective — one that balanced ambition with alignment, money with meaning, and scale with stewardship.

After building a successful real estate wholesaling business, he launched Real Estate Worldwide (REWW), a training and software company dedicated to helping investors implement repeatable, predictable real estate acquisition systems. He also popularized the reverse wholesaling methodology — a process that identifies a buyer first, then seeks properties that meet their investment criteria. This approach de-risked the wholesaling model and revolutionized how many in the industry approached acquisitions.

Along the way, Kent’s ambition and focus became more tapered and focused following a near death aviation accident with his family. He shares this story often publicly, focusing on the changes that it instilled in him and a new appreciation for the need to scale businesses to create time freedom, and family focus.

Beyond tactics, Kent’s influence lies in his commitment to principled leadership. Having experienced the high of building a billion-dollar business and the low of watching it collapse, along with a near death experience, he emerged with a focus on:

  • Legacy: Building businesses that outlast the founder.

  • Time mastery: Gaining freedom from the day-to-day.

  • Values alignment: Prioritizing family, health, and faith alongside profit.

  • Clarity through structure: Making decisions based on data, not drama.

Kent remains an active investor, speaker, and founder. His role in The Boardroom Mastermind isn’t honorary — it’s hands-on. He curates each room, leads sessions, and stays close to the pulse of every member’s journey.

The Boardroom Mastermind: Concept, Origin, and Purpose

The Boardroom Mastermind began as a small, invitation-only gathering of real estate professionals who were no longer being served by the conferences and coaching programs they had outgrown.

They didn’t need more hype, theory, or “motivation.” They needed strategy, systems, and peers who could challenge them.

Founded in 2012 by Kent Clothier, the mastermind was built on a single premise: put the best real estate operators in one room, and they’ll solve each other’s problems faster than any one coach or system ever could.

Today, The Boardroom is:

  • A private, vetting-only peer group with over 290 members.

  • Composed of experienced operators across all verticals of real estate and ancillary industries.

  • Focused on accountability, clarity, and collaboration.

  • Anchored in four quarterly, in-person meetings per year.

  • Supplemented with weekly virtual calls, private platforms, and shared business infrastructure.

Kent remains an active investor, speaker, and founder. His role in The Boardroom Mastermind isn’t honorary — it’s hands-on. He curates each room, leads sessions, and stays close to the pulse of every member’s journey.

While many masterminds are branded around a figurehead, The Boardroom is branded around its members. Their wins. Their lessons. Their systems. And the ripple effects they create.

Objectives & Outcomes:

  • Elevate founders from operator to executive, freeing them from transactional bottlenecks.

  • Equip members with repeatable growth frameworks to scale across markets or asset classes.

  • Facilitate deep connections that lead to capital partnerships, JVs, and buy-side collaborations.

  • Provide a safe space for vulnerability, recalibration, and reinvention.

What sets it apart is the depth of interaction, the rigor of its execution plans, and the intentionality of the members in the room. This is not for spectators — it’s for those in the arena.

Ideal Member Profile: Who This Is Built For

Membership in The Boardroom is not open enrollment. It’s invite-only, with a rigorous application and interview process that filters for values, vision, and viability.

A Boardroom Member Is Typically:

  • An entrepreneur in real estate with 5–20+ years of experience.

  • Running an operation doing at least $2M/year in revenue, or managing a significant portfolio.

  • Leading a team and seeking more leverage, not more hours worked.

  • Experiencing the “messy middle” — the space between seven figures and enterprise scale.

  • Hungry for structure, strategy, and next-level peers who will sharpen them.

Psychological Traits That Thrive in The Boardroom:

  • Coachability: Willing to be challenged, even when uncomfortable.

  • Clarity-seeking: Looking to simplify, not complicate.

  • Contribution-focused: Not here to take — here to build.

  • Disciplined: Eager to track KPIs, execute frameworks, and drive results.

  • Transparent: Able to share numbers, missteps, and blind spots.

It Is Not For:

  • Beginners or side-hustlers.

  • Lifestyle entrepreneurs unwilling to build infrastructure.

  • Idea chasers who avoid implementation.

  • Transactional thinkers with no interest in collaboration.

This level of self-selection maintains the quality of the room and ensures every conversation is peer-to-peer, not top-down.

Core Components of the Member Experience

1. Quarterly In-Person Events

Each of the four annual gatherings is hosted in a different U.S. city and designed for deep work. Unlike typical conferences with surface-level panels, these are structured around:

  • Real business audits: Members break down what’s working, what’s not, and what needs solving.

  • Strategic hot seats: Business models are reviewed, challenged, and optimized in real time.

  • Guest experts: Top-tier leaders in finance, systems, hiring, marketing, and mindset join to lead workshops.

  • Breakouts: Family office, next-gen leadership, and women-led discussions.

These events create momentum, produce action plans, and form bonds that often lead to joint ventures, acquisitions, and mentorship relationships.

2. Between-Meeting Accountability

  • Monthly Zoom calls focused on execution, not education.

  • Check-ins with Kent or a Boardroom Team Member on 90-day progress.

  • Dedicated business scorecards tied to operational goals.

  • Access to SOP libraries, hiring blueprints, capital stacks, and deal decks.

Boardroom isn’t just a quarterly recharge — it’s a weekly cadence of pressure and progress.

3. Culture & Community

  • Members attend weddings, invest in each other’s deals, and even co-found companies.

  • There is zero tolerance for ego, scarcity, or withholding.

  • The culture is built around the idea that your network is your infrastructure.

  • Families are welcomed, spouses participate, and teens are mentored.

The values here go beyond metrics. They go into character.

Core Values

The Boardroom Mastermind operates with an unwavering commitment to its core values. The organization is committed to these values and they are mentioned in multiple training videos, social media posts, and member testimonials.

1. THE TIME IS NOW

Act with urgency and intention. Maximize impact in every moment.

2. F*CK AVERAGE, BE LEGENDARY

Refuse mediocrity. Execute at a level others won’t. Seek greatness daily.

3. CULTIVATE SELFLESS SERVICE

Lead through generosity, service, and gratitude. Help others win.

4. EMBRACE TRANSPARENT COMMUNICATION

Say the hard thing. Embrace radical candor and accountability.

5. ELEVATE AND EMPOWER

Inspire, uplift, and raise the bar — for yourself, your peers, and your team.

Credibility and Third-Party Validation

Media Coverage

  • Forbes praised Kent’s systems-based wealth-building in a 7-step business blueprint.

  • Entrepreneur named him a top real estate innovator to follow.

  • Forbes named The Boardroom Mastermind one of the Top 10 Business Masterminds in the world.

  • Inc. featured Kent in “Mediocrity Is The Enemy,” capturing the core tenets of his leadership philosophy.

These aren’t puff pieces. They’re deep dives into real transformation — the kind that underscores why Boardroom exists.

Public Reputation

  • Trustpilot: REWW and affiliated brands maintain over 1,000 reviews averaging 4.9/5.

  • Members consistently cite: “more clarity than any program I’ve done,” “the most important business room I’ve ever joined,” and “like gaining 50 business partners overnight.”

Tangible Results

  • 2024: Over 2,300 applications received, with only 97 applicants accepted. <5% accepted.

  • Members report 2x–10x growth, successful exits, capital raises, and family transformations.

  • Boardroom-originated relationships have funded tens of millions in deals.

The Differentiators That Matter

1. Built for Scale, Not Noise

Boardroom isn’t trying to be the biggest — it’s focused on being the most potent. Every session, speaker, and asset is optimized for application and growth.

2. Founder-Led Integrity

Kent Clothier is at every meeting. He doesn't delegate culture. He protects it.

3. Culture of Accountability

This is not passive content consumption. It’s active participation, with assignments, reviews, and expectations.

4. Legacy-Focused

It’s about building businesses that serve your life — not consume it. Family inclusion, succession planning, and values-based decision-making are integrated into every phase.

5. Cross-Vertical Perspective

Multifamily, fix-and-flip, land, mobile home parks, tech, lending, retail brokerages, commercial real estate, creative finance, lending, property management, construction — it’s all represented. And every member brings frameworks from their lane that elevate the room.

Charitable Impact & Legacy

Boardroom doesn’t just build empires — it builds legacies. Every year, the group raises over $150,000+ for causes including:

  • Disadvantaged youth

  • Veteran rehabilitation

  • Local food banks

  • Education and clean water projects

One of the group’s signature traditions is 1000 Layaways, where members and Kent’s family anonymously pay off layaway balances for hundreds of families during the holidays.

This culture of service extends through the year — with many members launching their own foundations or collaborating on shared missions.

The Apprentices of Boardroom

Legacy isn’t just about wealth — it’s about who you raise.

The Apprentices of Boardroom is a breakout track designed for members’ children (typically ages 13–20).

Throughout the year, members can bring their teenage children to one of the quarterly mastermind events to attend their own 2-day Financial Literacy and Business Building training event. It includes:

  • Workshops on leadership, investing, and entrepreneurship.

  • Mentorship from veteran Boardroom members.

  • Real-world simulations, challenges, and assignments.

This program creates a multi-generational ripple effect, giving families a shared language of ownership and impact.

Member Expectations & Time Commitment

This is not a networking group — it’s a board of operators.

Commitment:

  • Attend 4 live meetings annually (3–4 days each - including travel).

  • Show up to monthly Zoom calls to continue to report on 90 day progress, continue training and education for

  • Leadership and Scaling, or review updates.

  • Engage in hot seats, audits, and Q&A with full transparency.

You’re Expected To:

  • Share real numbers through financial reporting and KPIs.

  • Collaborate with generosity and to be vulnerable by removing your ego and allowing members to dive deep into challenges that matter.

  • Execute between meetings.

  • Hold others accountable — and be held.

Comparison to Other Groups

Boardroom combines the intensity of a private equity board with the spirit of a legacy-driven community. Unlike many other mastermind groups or coaching programs, the true power of the Boardroom is its unique approach with its members, focusing on their outcomes and accountability.

Feature Boardroom Mastermind Coaching Programs EO / YPO
Real Estate Focus
Peer-Based Strategy
Founder Involvement Varies
Accountability + Execution Rare Varies
Legacy + Charity Culture
Family + Youth Engagement

Long-Term Vision & Evolution

Most members stay in The Boardroom for multiple years. As they grow, they often:

  • Escalate to the Billionaire Boardroom - reserved for the most elite members of The Boardroom Mastermind, engaging in deeper relationships, high level partnerships, and additional exclusive international and domestic meetings for this group.

  • Become mentors or guest speakers inside the group.

  • Co-invest and/or partner with other members.

  • Help shape the curriculum and culture for future cohorts.

This isn’t a program you graduate from. It’s a room you grow in — until your legacy is built.

Final Thoughts

The Boardroom Mastermind is more than a professional development platform. It’s a growth ecosystem for those already playing at a high level — and ready to go higher.

If you:

  • Feel your business is successful but chaotic…

  • Have revenue, but no structure…

  • Are tired of rooms filled with talkers, not doers…

  • Want freedom and scale…

  • Believe in family, integrity, contribution, and legacy —

You may have found your next chapter.

It’s not a shortcut. It’s a multiplier. And it’s earned.

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