Business Coaching for Established Business Owners

You’ve built a successful business. We help you make it better.

Maui Mastermind helps owners of $1M–$20M businesses work through the challenges that come with growing and running an established company.

*This is a real coaching session with one of our experienced business coaches. We’ll talk through what’s happening in your business, what may be getting in the way, and whether working together makes sense. If it does, we’ll talk about next steps. If it doesn’t, you’ll still leave with greater clarity. Completely free. No obligation.

David on stage

Helping business owners build stronger companies for more than 25 years.

25+

Years Experience

We’ve been helping business owners scale and grow for over two decades now.

100,000+

Owners Helped

We’ve helped over 100,000+ owners grow their business and get their life back.

62+

Billion Scaled

The Maui community of business owners have scaled over 62 billion in revenue.

Business Coaching – Built Around Your Business

Every business owner has something they’re trying to figure out.

Maybe growth has stalled. Profit margins aren’t where they should be. You’re struggling with the right hire, a leadership issue, or a decision you’ve been going back and forth on.
Or maybe the business is doing well, but you know it could run better.

That’s where coaching starts—with what’s actually happening in your business.

Team members packing orders in an online store's workspace, exemplifying efficient teamwork.

Growth & Strategy

Where to focus next and how to move the business forward.

Profitability

Improving margins, cash flow, and the economics of the business.

Team & Leadership

Hiring, accountability, management, and building a stronger leadership team.

Systems & Execution

Creating the structure and processes that make the business run more consistently.

Time & Owner Dependence

Getting more off your plate and reducing how much depends on you.

Big Decisions

Working through the opportunities, problems, and decisions that come with owning an established business.

How Does Maui Business Coaching Work?

You know your business. We help you see it more clearly.

Your coach isn’t there to hand you a generic playbook or tell you how to run your company. They bring an experienced outside perspective—helping you identify what matters most, work through difficult decisions, and turn what you decide into action.

And because Maui has spent more than 25 years working with established businesses, you’re not starting from scratch. You’ll have proven tools, frameworks, and experience to draw from when they’re useful.

A majestic eagle silhouetted against a vibrant sunset sky over Alma, Wisconsin.

1. Get Clear

Cut through the noise and identify the issues and opportunities that deserve your attention.

2. Build the Plan

Work with your coach to determine what needs to happen next and create a path forward.

3. Follow Through

Stay focused, accountable, and moving on the things that will make the biggest difference.

Is Maui Right For You?

We work best with established owners who are ready to make meaningful changes.

Maui Mastermind isn’t designed for every business or every business owner. Our coaching is built for established companies where the owner has already created something real—and wants help making the next stage better.

Maui may be a good fit if…

  • You own an established business doing roughly $1M–$20M in annual revenue
  • You’ve moved beyond the startup stage and have employees, customers, and real operating complexity
  • You’re facing decisions or challenges where an experienced outside perspective would be valuable
  • You’re willing to make changes rather than simply collect more ideas
  • You want to build a stronger company—not just create another job for yourself

It’s probably not the right fit if…

  • You’re still trying to get a new business off the ground
  • You’re primarily looking for a course, template, or quick fix
  • You want someone else to make the decisions or run the business for you
  • You’re not in a position to implement meaningful changes in the business

If there isn’t a fit—we’ll tell you.

Close-up of an archery target with numerous bullseye hits and arrows lodged in the center.

Why Maui Mastermind?

Business coaching grounded in the realities of running a real company.

25+ years of experience

Maui has spent decades working with established business owners across industries, stages, and economic cycles.

Experienced business coaches

You’re working with seasoned coaches who understand the complexity of leading an established company—not someone simply following a coaching script.

Proven frameworks, applied to your business

Maui has developed tools and frameworks from decades of working with business owners, but coaching isn’t one-size-fits-all. The point is to apply what’s useful to the business in front of us.

Built around implementation

Good ideas aren’t enough. Coaching helps turn decisions into priorities, actions, and follow-through inside the business.

Fourth Image Event

What it’s like to work with Maui:

  • Mm client julie kern
    “My company has doubled in size and profitability, and this never would have happened without Maui…”
    Julie Kern
    Bridge Financial Strategies
  • Mm client brian anderson
    “Maui helped me to 10x my company while at the same time reducing my work week to 20-25 hours a week…”
    Brian Anderson
    Hostek 
  • Mm client dr shekhar challa
    “The biggest impact has been the growth in our leadership team as we’ve reduced our reliance on me…”
    Dr. Shekhar Challa
    Kansas Medical Clinic 
  • Brian thompson testimonial vid thumb
    “Maui Mastermind will help you get your life back… We’ve tripled our operating profit and I work far fewer hours today than I did before…”
    Brian Thomson
    L.H. Thomson Company 
  • Dana smith bright
    “Maui Mastermind helped me to develop the systematic processes to grow sales and improve the operations of my business…
    Dana Smith
    Exalt Resources
  • Tom
    “My company has grown four-fold to over $20 million a year in sales and best of all, I’m literally not needed to do anything any more…”
    Tom Santilli
    xByte Technologies 

Meet A Few Of Your Coaches

Business coaches who have actually built and led businesses.

Business coaching is only as valuable as the person sitting across from you. Maui’s coaching team brings decades of business and leadership experience to the conversations they have with owners every day.

David Finkel

David Finkel is the founder and CEO of Maui Mastermind and a bestselling author of more than 11 business and financial books. Over the past 25+ years, he has helped more than 100,000 business owners build, grow, and sell their companies. He is also co-author of SCALE: 7 Proven Principles to Grow Your Business and Get Your Life Back.

Jeff Hoffman

Jeff Hoffman is a successful entrepreneur and co-founder of Priceline.com who has launched and led companies across multiple industries. He is a globally recognized speaker and business expert, and co-authored SCALE: 7 Proven Principles to Grow Your Business and Get Your Life Back with David Finkel.

Gwen Walker

For more than 20 years, Gwen has built and led successful companies across legal services, financial services, and sales. Her experience as an entrepreneur gives her a practical understanding of the challenges owners face as they grow, and a passion for helping them build stronger businesses without sacrificing their lives.

Rich Wood

Rich Wood is an entrepreneur and senior executive with more than 20 years of leadership experience spanning technology, manufacturing, logistics, consulting, sales, and business development. His experience includes building ventures, M&A, operations, and global business—giving him a broad, practical perspective on the challenges established business owners face.

De’Andrea Cohens

De’Andrea brings more than 17 years of financial experience and nearly two decades of launching and advising businesses. A former consulting-firm founder, she specializes in financial strategy, cash flow, funding, and sustainable growth, helping business owners better understand their numbers and make stronger financial decisions.

Gudu Husson

Gudu launched his first company at 19 and has since founded, operated, and scaled businesses across hospitality, health and fitness, technology, real estate, and franchising—including two successful exits. After hiring thousands of employees and building companies of his own, he turned his experience toward coaching and mentoring other entrepreneurs.

Your Free Coaching Session

Bring whatever’s on your mind.

You don’t need to diagnose the problem or prepare a presentation before your call. Bring the issue, opportunity, or decision you’ve been thinking about and talk it through with an experienced Maui Mastermind business coach.

Steps to get started:

1. Tell us a little about your business

Choose a time and answer a few questions so your coach has some context before you meet.

2. Spend 90 minutes with a business coach

Talk through what’s happening in your business, where you’d like to make progress, and what may be getting in the way.

3. Decide what makes sense from there

If Maui seems like a good fit, you can talk about what working together could look like. If not, there’s no obligation to continue.

*This is a real coaching session with one of our experienced business coaches. We’ll talk through what’s happening in your business, what may be getting in the way, and whether working together makes sense. If it does, we’ll talk about next steps. If it doesn’t, you’ll still leave with greater clarity. Completely free. No obligation.

Senior couple using laptops at home, engaging in online activities with smiles and comfort.