About Us

The Maui Mastermind Story

Our mission is to help you build a more profitable business and take back control of your life

We’re a community of real business owners & entrepreneurs who’ve personally scaled and sold over 62 billion of businesses in the past 25 years.

Today, we ‘pay it forward’ by coaching & advising hundreds of business owners like you across dozens of industries to rapidly scale your business, double your growth rate, and drastically reduce your company’s reliance on you– the owner.

What Sets Us Apart From Your Typical Business Coaching?

Unlike most coaching programs that focus on the latest shiny-object tactics, we focus on getting you to do less and help you dial in the vital few things that allow you to profit more.

More importantly, we value time, freedom, and lifestyle above all else. What’s the point of growing a successful company if you sacrifice your livelihood and the things you care about the most in the process?

The success of our clients is measured by two metrics: growth & freedom.

Our average client’s business grows five times faster than the average privately held company in North America, while at the same time reducing their working hours by 20+ hours/week. The combination of the two means their owner-independence increases by 194.5%.

Stats aside, we help our clients incorporate the systems, team, internal controls, and company culture that set them up for future success–without working harder or putting in more hours.

Plus, we actually guarantee results. If a client does not get a 200% ROI within the first 12-months working with us, the program is free.

Our Story

In 2003, David Finkel was part of a mastermind group of 4 very successful business owners.

Twice a year they would get together in person for a full day to brainstorm ideas to scale each other’s businesses, give direct feedback on new ideas, and hold each other accountable. In less than 24 months these private mastermind sessions helped David increase his business’s operating profit from $1 million per year to well over $3 million per year.

David and the other group members not only each owned and ran multimillion businesses focused on business and financial services, but they each were also best-selling authors with overfull speaking schedules each year.

It was during one of these mastermind sessions when David and his mastermind partners were all commiserating about how at the average 90 minute training class they actually took very few actions on what they were learning. Sure there might be 500 or more people in attendance, but only a small fraction of attendees actually applied what they had been taught.

So David and his mastermind team asked a powerful question: “What if we were designing the perfect business workshop, what would it be like? How could we flip the numbers so that 95 percent of the attendees immediately applied the ideas they were learning to make a dramatic difference in their business and financial lives?”

Their list of answers included things like, “It would need to be over an extended period of time not just one day…” And, “It would need to be in a beautiful location and a 5-star resort…” And most important of all, “We would have to pre-qualify every person who attended to make sure they were absolutely committed to playing full out and USING the ideas they were learning…”

At first they were just talking hypothetical, but then David turned to his partners and said, “If you’re going to be a bear, be a grizzly bear, so pull out your calendars and let’s schedule this event right now.”

His mastermind partners looked at him like he was crazy, but they stepped up to the challenge, and thus came to be the first ever Maui Mastermind Wealth Summit at a luxury resort in Maui.

That first year the event was sold out within 60 days of announcing it to their combined clients. Midway through the event the response was so powerful and the feedback from participants so positive they decided to make it an annual event. It’s been a decade now and this $40,000 week-long business owner and wealth retreat continues to be the most exclusive experience of its kind.

Considering that over 60 percent of the graduates sign up to come back year after year after year, they must be doing something right!

That event became the foundation of the Maui Community of business owners, with these super-successful entrepreneurs and the ‘paying it forward’ to the next generation of business owners by sharing with them the things that made a difference in their businesses and lives.

Collectively over the past 20 years, the Maui Advisors have started, scaled, and sold over $2 billion of businesses.

To this day Maui Mastermind shares the same methodologies its top Maui Advisors have used in building and scaling their own businesses as to help business owners around the world build a business, not a job.

It is precisely these core methodologies that we have formalized into our structured Business Coaching Program.

It is this concrete road map that the Maui Coaches take our clients through to help them build businesses they can one day sell, scale, or even own passively.

And we do our best to remain true to the Maui vision that wealth is more than just the money – it’s about the quality of our relationships and impact we have on the lives of others.

Over the past decade, the Maui community of business owners has raised over $5.1 million for dozens of charities around the world.

Our Mission:

We help business owners build businesses they love owning:

  • For the value it creates
  • The lives it touches
  • The profits it earns
  • The team it employs
  • The freedom you enjoy!

Our Values:

This is the filter through which we filter our business decisions – especially when they are the tough choices!

  • We believe in dreaming big, giving back, and supporting each other’s highest good.
  • The mission is always more important than the money.
  • We do what we say we will do.
  • We keep the business fun, energizing, and engaging.

Giving Back

Maui Giving: Part of Our Mission Is to Inspire and Empower Business Owners and Entrepreneurs to Serve Greatly, Care Deeply, and Give Generously!

In the Maui community of business owners we believe…

  • In giving back and paying it forward.
  • In leveraged, sustainable giving that goes on well past our lifetimes.
  • That the real wealth we build is measured in the lives that we touch and the contributions we make.
  • That giving and serving is a joy and a blessing.
  • That anything is possible when a committed community of entrepreneurs and business owners join together to serve with humility, compassion, and a burning desire to change the world.

Would You Like to Get Involved in a Future Maui Giving Event or Trip?

One great way to get engaged in the Maui community and to do good in the world is to participate in a future Maui Giving event or trip.

Whether it be traveling with a group of business owners to help in an important cause, or help promoting a fund raising event so that together we can raise hundreds of thousands of dollars for charity, we encourage you to get involved.

Our Advisors

Meet Just a Few of the Maui Advisors Who’ve Helped the Over 100,000+ Maui Community Members Make Their Businesses More Successful

David Finkel

David Finkel helped over 100,000 Maui Mastermind clients buy, build, and sell billions of dollars of business assets. An ex-Olympic-level athlete turned business multi-millionaire, David is an American success story. He is co-author of, SCALE: 7 Proven Principles to Grow Your Business and Get Your Life Back, and one of the nation’s most respected business thinkers. A Wall Street Journal and Business Week bestselling author of over 11 business and financial books, his how-to business and financial articles have appeared in over 6,500 periodicals across the United States. David is Founder and CEO of Maui Mastermind.

Jeff Hoffman

Jeff Hoffman has started numerous companies and is Co-Founder of Priceline.com. He is a successful entrepreneur, proven CEO, worldwide motivational speaker, Hollywood film producer and producer of a Grammy winning jazz album. Jeff co-authored, with Maui CEO David Finkel, SCALE: 7 Proven Principles to Grow Your Business and Get Your Life Back. Jeff is a featured business expert seen on Fox News, Fox Business, CNN, CNN International, Bloomberg News, CNBC, ABC and NPR, and in publications including Forbes, Inc., Time, Fast Company and the Wall Street Journal.

Gwen Walker

For two decades Gwen has run multiple successful companies ranging from legal services, to financial services, to sales organizations. Her passion for working with business owners led her to work with David Finkel, CEO of Maui Mastermind, to deliver the “Build a Business, not a job” message, helping business owners grow their business without sacrificing their lives. Gwen enjoys spending time with her husband, Will, of 31 years. When she’s not working, you’ll see her on the golf course, cooking, or traveling to exotic scuba diving destinations.

Steve Maxwell

Steve Maxwell has been a successful business owner of multiple companies since he left his high-tech corporate position at Intel over a decade ago. He’s been featured in Readers Digest and is one of nation’s expert on helping business owners systematize their companies so they can sustainably scale.
In his investing life he moved from initially investing in dozens of single family homes, to financing private notes as a hard money lender, to today, where Steve focuses on investing in large commercial real estate projects.
Steve has a real passion for helping business owners succeed financially and reach their goals. He’s been a Senior Coach with Maui Mastermind, one of the premier business coaching companies in the world, since 2010.

Stephanie Harkness

Stephanie Harkness launched and sat on the boards of numerous start-ups, guiding them to successful exits.  She is the co-founder and CEO of Pacific Plastics and Engineering. The former Chairperson of the National Association of Manufacturers, Stephanie is one of only three people to receive the Medal of Freedom award from the National Association of Manufacturers (the other two recipients were Henry Ford and Ronald Reagan). She earned the “National Woman Business Owner” and Wells Fargo Bank’s “Outstanding Entrepreneur of 1998” awards.

Kevin Bassett

Kevin Bassett is the founder and CEO of Bassett and Associates, P.A., a mid-sized CPA firm that specializes in working with high net worth entrepreneurs. A published author, Kevin is himself a “Level Three Business Owner” of a successful payroll company and his CPA firm. Over the years Kevin has worked with billionaire clients to corporate clients, helping them with Preemptive Tax Strategy™ and outside financial planning for businesses and business owners. He’s been a featured speaker at business and investment groups and conferences across the United States, and he’s been a Maui Advisor since 2007.

Oscar Subirats

Oscar Subirats – Division 1 tennis college athlete turned entrepreneur. Founder and CEO of his own company which pioneered his industry at the international level, having helped thousands of clients from all over the world in the past 20 years. By implementing the Maui Mastermind principles into his own company, runs a largely owner independent international organization. His passion for business has led him to work directly with David Finkel, CEO of Maui Mastermind, to deliver the “Build a Business NOT a Job” message through one-on-one coaching, as well as speaking, helping business owners grow their business without sacrificing their lives. As a business, real estate, and financial investor, he is always looking for opportunities to “Build Wealth Outside of Your Business.” One of Oscar’s passions is continually building up and motivating others to understand that family, faith, joy, quality of life, and financial success can all be enjoyed without sacrificing one for the other. Oscar has travelled extensively around the world to foster business relationships, speak at international events, and create strategic relationships for his business ventures.

Jennifer Martin

Jennifer Martin’s passion, over the last 19 years, has been helping business owners, leaders, and managers learn how to operate from their personal brilliance and create businesses that THRIVE! Following a successful career in sales (in Real Estate, Construction, Printing, Hospitality, and other industries) and an 11-year management position with Clear Channel Communications, Jennifer Martin started her first Business Consulting firm. Working with a variety of businesses from start-ups to Fortune 500’s her focus has been on helping business leaders create profitable businesses that give them more life. As a published author, sought-after speaker and corporate trainer, Jennifer has been presenting to organizations across the USA since 1999. Since that time Jennifer has owned 5 businesses, taught entrepreneurship courses, facilitated trainings, and privately coached over 300 business owners on 6 continents through her own companies, and some of the top business coaching organizations in the world. When she’s not working on her next book (Loving Your Business to Wealth), planning her next cruise or traveling around the world, you can find her eating frozen yogurt or sifting through a local garage sale, or enjoying her time with family and friends.

Doug Crawford

Doug currently serves as Senior Business Coach – Maui Mastermind; Naval War College Foundation (NWCF) Regional Director; and Reserve Elder and new church plant founder at his church.

Doug has executive leadership experience in building and growing for-profit and non-profit organizations including Internet, software, hardware, cloud, engineering, and cyber security technology companies, and support for active-duty military. His leadership helped build successful companies, raise M&A, venture and strategic capital financing, validate and accelerate growth, develop strategic business relationships to rapidly capture market-share; grow revenues, and raise private funds to assist in the outfitting of two newly commissioned Navy ships (USS Ronald Reagan and USS Stockdale) to enhance quality of life for service members, and service families.
Doug was President, CEO, and Founding Board Member of three Internet content and software-as-a-service companies. At Vicinity/Map Blast Doug led with venture investors to optimize the business strategy and establish profitable operations, which preceded Vicinity/MapBlast’s IPO. The company was later acquired by Microsoft to become Bing Maps. At Magellan Geographix (Maps.com) he transformed the cartographic production company into a leading digital content and product company. At Digital Map Products (acquired), he consulted in planning, structuring and financing a spinout from a joint venture. These companies’ digital maps are widely used for directions, city and government planning, asset visualization, presentation and publication by The Library of Congress, Google Maps, Multiple Listing Service (MLS), CNN, Bloomberg Financial, AOL, AMR, Yahoo!, Excite, Lycos, and FedEx…and have as clients many of the world’s largest online service providers, newspapers, publishers, municipal agencies, software and Internet web sites.
Doug previously served Wavefront Technologies as VP Sales, Marketing, and Business Development prior to Wavefront’s IPO. He helped secure international partners, funded development, distribution, and M&A agreements with leading high technology companies in the US, Japan and Europe.
He also served on the Board of Directors of: California Coast Venture Forum; ABC-CLIO; Digital Map Products; Vicinity; Magellan Geographix; and the Human Race, as well as serving on the Steering Committee for The Library of Congress – National Digital Library, Geography & Map Division-CGI; and Navy League of the United States National Vice President and Director – Corporate Development where his responsibilities included management of SEA-AIR-SPACE, corporate membership, individual giving, grants, and fund-raising.
He and his wife Karen of forty plus years lived in Santa Barbara, California for 25 years, and now reside in Dallas, Texas. They have two sons and one daughter, and four grandchildren.

Alan Gassman

Alan Gassman, JD, LL.M is senior partner with Gassman, Crotty, & Denicolo, PA. He is AV® Preeminent™ Peer Review Rated by Martindale-Hubbard®, Alan has been on the board of advisors of the Journal of Asset Protection, a fellow in the American Bar Association National Association of Estate Planners & Councils, and a member of the Florida Bar since 1994. As one of the nation’s top physicians’ attorneys, Alan has been serving physicians and medical groups for over thirty years. His deep knowledge and experience working with the specialized needs of doctors led him to become one of the most sought after speakers and medical attorneys in the country. Alan is a Board Certified Wills, Trusts and Estates Lawyer by the Florida Board of Legal Specialization Accredited Estate Planner, National Association of Estate Planners & Councils. Alan has authored more than 200 articles and law school textbook contributions. Alan and his wife, Marcia, live in Clearwater, Florida. His firm can be reached at (727) 442-1200 or online at www.gassmanlaw.com.

Mike Inchalik

Mike Inchalik is a lifetime entrepreneur and learner. His experience spans more than 40 years and more than 25 very different job titles. Early in his career he worked as a shipping clerk, on an assembly line, as a buyer, as a maintenance mechanic, and as a production scheduler. After he went back to school he worked as an R&D scientist, as a design engineer, as a project manager, and as a technology futurist.
By the end of his “traditional career”, Mike had been a C-level corporate executive, run franchises, and grown and sold three of his own companies. In total, Mike has worked in nearly two dozen industries from medical equipment to space exploration; from psychotherapy to heavy construction; from publishing to homeopathic medicine; from consumer electronics to moviemaking. Teams he led have won three Academy Awards, an Emmy, as well as awards in other industries. While all of these awards were the result of a complete team effort, the awards do speak to the level of quality Mike is dedicated to in everything he does.
Perhaps most important to his current and future clients, after Mike sold his last company in 2013, he dedicated his energies to coaching aspiring entrepreneurs as a way to give back for all of the mentoring he received during his own career. Since that time in 2013, Mike has personally coached more than 220 entrepreneurs through the startup and scaling phases of their businesses.
“What motivates me the most is helping entrepreneurs who want to make a difference, and who are intent on doing something very special,” he says. “It’s what I always aimed for in my own work, and it resonates with me very deeply. They bring so much ability, passion, and vision. The fact that I can help them get bigger and better results faster is deeply rewarding to me. It’s an honor to work closely with people who are so inspired and so dedicated to making a difference in the world.”
Many coaches are exceptional because of a skill they specialize in and master to a deep level. What makes Mike unique is the breadth of his interests and experiences. He recognizes that the most impactful ideas and approaches in business rarely come from a flash of brilliance where some new idea is invented for the first time. Instead, the most transformational ideas and approaches actually come from other geographies or industries where those ideas have already proven themselves. Mike loves to use his knowledge of various markets and geographies to help his clients create real and meaningful breakthroughs.
Mike says this. “I am dedicated to being the kind of guide who brings you experience, insights, and a new perspectives ….all while supporting you and challenging you on this amazing journey. I am truly excited to work with you and can’t wait to hear YOUR story!”

Henry Lopez

Henry is a serial entrepreneur, small business coach and consultant, and host of top-rated The How of Business podcast show. Henry has over 35 years of diverse business experience, including successful careers in the information technology industry, sales, sales training and business ownership. Henry has been involved in 12 different businesses, since buying his first business in 1991. Henry has bought and sold businesses and has also developed his own new businesses, including franchises. His businesses span various industries including restaurants, real estate investments, salon suites, software, travel, shared office space & coworking, car washing, and small business coaching and consulting. Henry currently resides in Port Saint Lucie, Florida with his wife Pam.

Rich Wood

Forward thinking entrepreneur and senior executive with over 20 years of top leadership roles in defense, high-tech R&D, global manufacturing and logistics, brand management, consulting and coaching. Expert at integrating and strategically building highly successful ventures. Exceptionally skilled in marketing, business development and sales, with operations management augmented by in-depth expertise in engineering, import/export and global logistics, low/high tech manufacturing, sell/buy side M&A, and capital creation. Real world, practiced leadership and coaching for business and work-life balance. Extensive program management and Biz Dev experience in aerospace, defense, and commercial sectors with focus in aviation, space, and weapon systems; and commercial/retail brand management and national sales/marketing and adding some color – Patented inventor, incredible chef – published author, commercial pilot and flight instructor, and licensed sky diver.

Andrew Grinbaum

Andrew’s background is multifaceted and deep. H he has always focused on making the world better for small businesses and their constituents. He started his career in NYC, working on marketing and web projects in the nascent internet industry. He helped create some of the most popular websites in the mid 90’s and had already managed five million dollars worth of online advertising revenue by the turn of the millennium.
In the early 2000’s he began to teach business students at the largest MBA program in NY, at Long Island University. Concurrently, he was one of the first movers in the coworking space, and built a chain of coworking offices called Broadway Suites, which he sold seven years later. He was personally responsible for almost 700 commercial real estate deals during his tenure at that company. All the while, he was consulting, training and coaching small businesses in the $2MM-$50MM. He also finished an ICF-accredited coaching program to help him assist his clients further.
In 2013, Andrew sold his company, and moved to South Florida. He has continued to teach business students at San Ignacio University, train and consult with companies in fields as diverse and law, logistics, construction and the nonprofit world. In 2020, Andrew started Evolve 365 Coaching, a corporate wellness company offering direct to consumer health coaching as well as health programming to organizations large and small. In 2023 he founded Best Virtual Staff, a business process outsourcing company with staff in the Philippines and Latin America.
Andrew lives with his lovely wife and rambunctious, awesome children in Hollywood, FL (The 2nd most famous Hollywood!) and enjoys artsy films, writing (he has written 4 books!), exercise and meditation.

Harriet Cohen

As the founder of Training Solutions, a boutique consulting firm, Harriet Cohen’s joy over the last 20+ years, is knowing she has helped clients exceed expectations. She believes that business success is achieved by addressing the key foundation tools at every stage; business/strategic and marketing plans, target marketing, and talent management. Too often people, especially professionals know their craft but don’t know how to run a business, she helps them change that and become more successful.
A continuous learner, she offers both practical and theoretical information needed to excel in today’s marketplace.
Along with being a contributor to “Know” and “Sue” (paralegal and litigation magazines), and the “Pacific Coast Business Times”, Harriet has been interviewed and quoted in INC., Ventura Star and published articles in the Pfeiffer Journals. 2009-2012 she was nominated for “Women Who Make a Difference” through the Los Angeles Business Journal. She has spoken at national and international events, and was President of the Association for Talent Development Los Angeles Chapter.
For the past 18 years she has been an instructor in Management, Human Capital management, and Human Resource Development at the University of California Los Angeles. She had the privilege of teaching change management to international business attendees at the University.

Jennifer Frigault

Jennifer Frigault is a seasoned executive coach and senior executive with a remarkable track record spanning over two decades. With a wealth of experience garnered from leading data strategy teams at one of the most successful media companies in the country, Jennifer is a trusted advisor to C-suite executives navigating today’s dynamic business environment.
As an ICF PCC-level Accredited Coach specializing in Leadership for Organization Well-Being, she guides leaders in navigating today’s dynamic business landscape, with expertise in executive presence, assertiveness, delegation, and emotion management. Jennifer’s diverse client portfolio includes business owners and senior executives across various industries, benefiting from her nuanced insights and tangible results-driven approach.
Jennifer is also the founder of Spire Vision Leadership, a company dedicated to leadership and personal development. She resides in Northern Virginia with her husband and two daughters.

All totaled, the Maui Advisors past and present have collectively created, launched, scaled, and sold over $62 billion of businesses!

Now you have your chance to learn from these ultra-successful entrepreneurs, who feel called on to pass on the decades of experiences they’ve gathered to the next generation of business owners.

It’s these years of experience and wisdom gained by facing the same challenges you’re facing — creating a winning business strategy, dealing with employee and vendor issues, controlling costs, managing cash flow, and growing sales—that has helped us create and refine our concrete road map to build a business they can one day sell, scale, or own passively.

The bottom line is we help business owners build a business, not a job.

The real question is, are you serious about taking your business to the next level?

If you are, we encourage you to get engaged with the Maui community and leverage the tools, the people, and the programs to grow and develop your business.