The Greg Head
Board Director & CEO | Family Business Growth Strategist | Private Equity Operating Partner | 10+ Private Company Boards |🎖️ Army Veteran | Private Pilot
25+ years of business leadership
Founder of a successful family office, led 100+ M&A deals, $1B Capital Raised, turned underperforming businesses into profitable growing assets. I bring real credibility to serving executives and entrepreneurs.
About Me
My Value Proposition: I deliver practical, results-driven guidance rooted in decades of firsthand experience. Whether turning around underperforming assets, growing legacy family companies, or guiding boards through complexity and risk, I bring a rare intersection of operational, financial, and governance insight that gets real results where it matters most.What Sets Me Apart: From Fortune 100 training and boardroom leadership to the daily realities of running and selling family businesses, my track record is built on practical wisdom, strategic action, and a genuine understanding of what owners and boards need to succeed.Why Boards and Family Businesses Choose Me: With a lifetime immersed in family-led businesses, from my childhood working in my parents' construction and service companies, to founding and scaling my own ventures, to establishing a successful family office, I know the unique challenges owners face because I've lived them at every level. My career bridges the worlds of family-business stewardship, high-stakes boardrooms, and dynamic growth environments.Board-Ready & Family Business Expertise:
✔️ Proven Governance Leader:
Chairman at Integrity Storage Group, active across 10 private company boards. Private Directors Association member with advanced certifications in Private Equity, ESOP, and Cybersecurity Governance.
✔️ Family Business Specialist:
Born into family businesses, then the founder of a family office. I bring battle-tested frameworks and hands-on experience guiding owners through profit growth, succession, and maximizing asset value.
✔️ M&A and Capital Expert:
Personally led 100+ M&A transactions, raised $1BN+ in capital, and orchestrated dozens of successful business exits.
✔️ Owner-Informed Leadership:
As a CEO, Board Chairman, investor, and family business operator, I've been in the hot seat, facing the financial pressure, responsibility, and decisions that define real business ownership.
✔️ Practical, Data-Driven Strategies:
My approach centers on actionable steps, measurable progress, and the language owners and boards truly understand—not theoretical advice.Industries of Expertise:
Family Business, Private Equity, Home Services, trucking, SaaS, AI, Cybersecurity, Manufacturing, Logistics, Healthcare TechAvailable for select Board Director and advisory roles with growth-stage private companies, family-led businesses, and PE portfolio companies seeking transformational leadership, and hands-on operational know-how.Ready to Connect:
If you're a private equity firm, family office, or growth-minded family business looking for a director, advisor, or strategic guide who’s walked the same path and delivers proven value, let’s discuss how I can help you grow, protect, and realize your business legacy.
Owners are the experts in their businesses. I’m the expert in scaling success, maximizing value, and navigating the critical crossroads that define enduring companies. Let’s walk this journey—shoulder-to-shoulder.Ready to see results? Schedule a "Virtual Cup of Coffee""Everyone is worth a cup of coffee" - Greg Head
Why Work With Me
“It Ain’t What You Don’t Know That Gets You Into Trouble. It’s What You Know for Sure That Just Ain’t So” - Mark Twain
Working with Greg Head means partnering with someone who has lived every stage of your journey—from growing up inside family businesses, to leading his own, building a family office, and navigating the high-stakes crossroads faced by founders and owners. Greg’s entire life has centered on family-led businesses, not just as an advisor, but as an operator, owner, and strategic leader who’s weathered the same pressures, risks, and rewards you experience every day.Greg doesn’t offer abstract theory. Instead, you get a proven, practical plan of action built on decades in the trenches—founding, growing, turning around, and profitably exiting dozens of companies. Greg walks shoulder-to-shoulder with owners, guiding you with real-world strategies, practical frameworks, and actionable steps that cut through noise and drive sustainable success. He knows first-hand the urgency, stress, and weight of protecting your family’s legacy and financial future, and delivers the insights that only a battle-tested owner can provide.When you work with Greg, you gain a strategic partner and mentor who “speaks the language” of owners—focusing on growth, cash flow, profitability, and exit strategies that transform challenges into valuable businesses. Greg is uniquely equipped to help you connect the dots of your operation, scale past plateaus, and make decisive moves that matter—because he’s traveled this path himself and knows exactly what it takes to win.
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Proven business credibility
Born into family-run operations and then founder of a family office, Greg has led over 100 M&A deals, raised $1BN in capital, turned underperformers into market leaders, and successfully exited dozens of businesses. His credibility is built on real outcomes, not empty promises.
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EXECUTIVE PRESENCE
Greg brings executive presence forged by experience: as a CEO, board leader, mentor, and business owner who’s been entrusted with families’ financial futures. He brings both the gravitas and the empathy that matter most when navigating complex, high-stakes decisions.
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Geo-Political & Market Acumen
With a global outlook and firsthand understanding of market shifts, Greg helps family businesses anticipate risks and seize opportunities in a complex world. His expertise helps owners confidently navigate both local and global challenges, ensuring enduring value and legacy.
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Boardroom-Tested, Real-World Insights
Greg’s leadership is proven in the boardroom and on the ground. He understands family dynamics, operational pain points, and the real numbers that drive the business, delivering tested strategies and frameworks you can use immediately.
Let's Elevate Your Business
đź“© Contact: greg [At] TheGregHead (dot) com
đź”— LinkedIn: linkedin.com/in/greghead
+ Greg's Head Calendar
đź“Ť Available for U.S. and International Engagements
Gregory Head
"With faith the size of a mustard seed, one can move mountains"...with a plan!
— and elevates your brand