Eaglesoft founder and healthcare leader Scott Kabbes
MATCHplay
Selling your business is one of the most important decisions you’ll make as an owner, and understanding how investors, boards, and operators actually view value can completely change your outcome. In this episode of MATCHplay, Thad Miller sits down with Scott Kabbes, senior executive advisor, operating partner, and longtime board member at BPOC, to break down what truly drives enterprise value in dental and healthcare businesses — long before a sale is on the table. Scott brings decades of experience as an investor, board member, founder, and operator. He has served on the boards of Home...
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Season 2, Episode 2: Second-Generation Farmer
MATCHplay
Selling a successful operating business is one of the hardest decisions an owner will ever face — not just financially, but emotionally — because for many leaders, the business isn’t just what they do… it’s who they are. In this episode of MATCHplay, Thad Miller sits down with retired farmer Jim Harger, a second-generation operator who made the rare decision to sell his equipment and seed processing operations while intentionally keeping the long-term assets that matter most: land and real estate. Jim shares what it really feels like to exit something you built, why stepping...
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Season 2, Episode 1: Executive Business Coach
MATCHplay
In this episode of MATCHplay, Thad Miller sits down with Dr. Craig Overmyer, Chief Executive Coach, Certified Scaling Up Coach, best-selling author, and founder of Cultures That Work, to unpack what makes selling a practice so scary, the most common mistakes dentists make while owning and scaling, and how leaders can build a practice that holds value long before exit becomes a reality. Craig shares real coaching stories from business owners and dentists across the country who have faced burnout, culture breakdowns, and growth challenges, and how mental toughness and strategic leadership...
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Season 1 Wrapped - Best Lessons, Favorite Moments, and Special Advice from Jack Miller
MATCHplay
In this special Season 1 Wrapped episode, host Thad Miller looks back on the most impactful moments from every MATCHplay episode, highlighting favorite insights, leadership lessons, and real world advice shared by entrepreneurs, investors, operators, and industry leaders throughout the season. From building long term value and navigating ownership decisions to leadership under pressure and trusting the right advisors, this episode revisits the conversations that defined Season 1 and the lessons listeners took with them into their own careers and businesses. The episode closes...
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Episode 10 - Bill Bussick, Founder of DuraMark Technologies
MATCHplay
In this episode, host Thad Miller sits down with Bill Bussick, founder and President and CEO of DuraMark Technologies, a company he built into a national leader in high-performance, durable industrial labels for brands like Toro, Terex, Toyota Forklifts, JLG and General Motors. After graduating from the Miller College of Business at Ball State, Bill launched DuraMark from the ground up, driven by an instinct for opportunity and a commitment to solving real problems in the manufacturing world. In 2021, he sold the company to Cardinal Equity Partners and continued as CEO with a focus on...
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Episode 9 - Entrepreneur Brent Claymon
MATCHplay
In this episode, host Thad Miller sits down with Brent Claymon, a lifelong entrepreneur, investor, and business builder, to explore how vision, timing, and patience shape every stage of the entrepreneurial journey. From growing up in a family of founders, to selling Pac-Van in 2006, to re-entering the industry and acquiring Tyson Onsite after his non-compete expired, Brent has spent his life creating equity, surrounding himself with trusted advisors, and finding a better way to build lasting value. Over two decades of buying, selling, coaching, and leading, he has learned that great...
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Episode 8 - Dr. Keith True, Founder of True Vet Potential
MATCHplay
In this episode, host Thad Miller sits down with Dr. Keith True, a veterinarian, entrepreneur, and founder of True Vet Potential, to explore how ownership, leadership, and intentional career design can transform a veterinarian's entire life. After moving from associate to practice owner, Keith discovered that true freedom comes from autonomy: the ability to control your income, culture, schedule, and eventual exit. Today he coaches veterinarians across the country on reclaiming their purpose, building equity, and designing career paths that align with their values. From buying and growing...
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Episode 7 - Matt Doherty, Founder of Doherty Coaching
MATCHplay
Former UNC basketball coach, National Coach of the Year, and executive leadership expert Matt Doherty joins Thad to talk about building championship cultures, leading under pressure, and finishing strong in both business and life. Coach Doherty shares lessons from his time playing for Dean Smith, competing alongside Michael Jordan, and coaching at the highest levels of college basketball. Today he works with executives, business owners, and teams across the country, helping them grow stronger cultures and become more confident and resilient leaders. This episode speaks directly to the...
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Episode 6 - Dipesh Sitaram, DDS MICCMO FICCMO OCF FDOCS FAACP
MATCHplay
In this episode, host Thad Miller sits down with Dr. Dipesh Sitaram, a dentist turned entrepreneur and founder of Acuere Capital Partners, to explore how clinical precision can translate into investment success. After building and selling a thriving dental practice, Dipesh transitioned into real-estate private equity and investment banking, where he now leads large-scale projects focused on responsible, long-term value creation. From owning dental practices to managing multimillion-dollar portfolios, his story shows what’s possible when professionals think beyond the chair and into capital...
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Episode 5 - Eric Berridge, Founder of Bluewolf
MATCHplay
Eric Berridge—founder of Bluewolf—joins Thad Miller on MATCHplay to share how he turned a consulting idea into a category-defining Salesforce services firm. We dig into earning credibility with early clients, building a hiring engine, leading through change, and the playbook for scaling a people-first services business. Whether you run a dental or veterinary practice, a tech consultancy, or any small business, Eric’s lessons on talent, process, and customer experience apply everywhere. Come for the Salesforce stories, stay for the leadership and growth fundamentals—and a few...
info_outlineIn this episode, host Thad Miller sits down with Brent Claymon, a lifelong entrepreneur, investor, and business builder, to explore how vision, timing, and patience shape every stage of the entrepreneurial journey. From growing up in a family of founders, to selling Pac-Van in 2006, to re-entering the industry and acquiring Tyson Onsite after his non-compete expired, Brent has spent his life creating equity, surrounding himself with trusted advisors, and finding a better way to build lasting value.
Over two decades of buying, selling, coaching, and leading, he has learned that great entrepreneurship is not about chasing income. It is about thinking long term, listening more than you speak, choosing the right partners, and knowing when to move and when to wait. His 21 years of coaching high school tennis have also shaped his leadership philosophy, proving that clarity, encouragement, and strategic thinking matter just as much in the boardroom as they do on the court.
💡 In this episode:
• How growing up around entrepreneurs shaped Brent’s mindset and career path
• Why the Pac-Van transaction became a defining moment in his journey
• How selling one business opened the door to acquiring another years later
• What vision, timing, and patience really look like in dealmaking
• Why his philosophy is to find a better way rather than flip for quick wins
• How coaching tennis has influenced his leadership, hiring, and decision making
• Why listening more and talking less leads to better deals and stronger teams
• What separates great entrepreneurs from good ones
• How to avoid being overwhelmed by the urgency and emotions of a transaction
• Why the first offer is often the best one and why patience builds leverage
• What sellers need to know about earn-outs, post-sale roles, and contingencies
• The biggest mistakes entrepreneurs make near the finish line and how to avoid them
If you are an entrepreneur, business owner, or leader navigating growth, acquisitions, or the next chapter of your career, this conversation will challenge you to think clearly, act intentionally, build equity, and surround yourself with people who help you see around corners.
🎧 Listen now and subscribe for more episodes of MATCHplay
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