Jason Fruling didn't set out to build a pickleball empire. He started in law enforcement products, moved through consulting, survived cancer, and found himself on a court in Middle River, Maryland taking a Pickleball 101 class. Today he's scaling multiple companies across the pickleball ecosystem including Hex Pro Performance paddles, Pickle Pickle distribution, the Pickleball House facility, and a stealth AI venture that he believes will change the sporting world. But this conversation isn't really about pickleball. It's about a serial entrepreneur shaped by a single mother who worked for the state, a grandfather who taught him black and white business principles in the 1980s, and a near-death health crisis that forced him to lose 100 pounds and rethink what legacy actually means. In this episode: • From law enforcement to home improvement to pickleball: the unconventional path of a serial entrepreneur • Growing up with a single mom who worked for the state and the grandfather who shaped his business mind • Why business is a game and how that mindset serves leaders without making them ruthless • The cancer diagnosis, the 10 months on the couch, and the 100 pound transformation • "Every bless is a blessing": how suffering reshaped his outlook on health, family, and time • What his daughter said that made him realize he's still evolving as a dad and a man • GAS, GSD, TNT: the three principles Jason teaches every team and partner • Why he ripped apart 50 pickleball paddles and built a better mousetrap at half the price • The dirty secret of the home improvement industry and why 85% fail in three years • Thoughtful process: how Jason evaluates opportunity without making snap decisions • Building partnerships that work: defining roles, staying in your lane, and trusting the decision • The Pickleball House turnaround: from struggling facility to family fun destination • Hex Pro Performance, Pickle Pickle distribution, and the AI product nobody's ready for • Vertical integration across paddles, facilities, distribution, and software • Why he promotes his competition and believes when the tide rises all ships rise • Coachable moments: the empathetic alternative to discipline that actually works • Legacy beyond the business: building generational wealth with guardrails for grandkids • Faith without fluff: how God delivers just in time, right time, every time Leaders On Tap is brought to you by C12 Maryland, where Christian CEOs and business owners come together to build great businesses for a greater purpose. ABOUT THE GUEST Jason Fruling is a serial entrepreneur and operating partner across multiple ventures in the pickleball industry. He's the founder of Hex Pro Performance paddles, co-owner of the Pickleball House in Middle River, Maryland, and CEO of Pickle Pickle, a national distribution company serving over 30 brands across six brick and mortar locations with aggressive expansion underway. He's also co-founder of a stealth AI venture in development for 10 months with applications across sports, food, and healthcare. A former consultant to Fortune 500 companies and federal contractors, Jason is a cancer survivor, father of two, and believer in doing right by people while building businesses that win. CONNECT Hex Pro Performance: https://hexpro.com Pickle Pickle Distribution: https://picklpickl.com The Pickleball House: Middle River, MD C12 Maryland: https://c12md.com Take The More Audit: https://themoreaudit.com SUBSCRIBE for more conversations with Christian leaders building for a greater purpose. #LeadersOnTap #Pickleball #SerialEntrepreneur #FaithAndWork #ChristianLeadership #Entrepreneurship #BusinessAsMinistry #PickleballBusiness ⏱️ CHAPTERS Chapters 00:00:00 Welcome to the Pickleball House: A New Kind of Leaders On Tap 00:03:21 Who is Jason Fruling? Dad, Believer & Serial Entrepreneur 00:07:49 Growing Up with Little: The Drive Behind the Success 00:10:57 This is a Game & I Play to Win: Jason's Business Philosophy 00:18:18 Coachable Moments: Leading with Empathy & Radical Candor 00:22:33 From Law Enforcement to Home Improvement: An Entrepreneurial Journey 00:30:33 The Problem with Contractors & Why Jason Stayed in Home Improvement 00:34:45 Cancer, 100 Pounds & Finding Pickleball: A Health Crisis Turned Gift 00:38:56 What His Daughter Sees: The Evolution of a Leader & Father 00:41:39 Building a Better Mousetrap: How Hex Pro Performance Was Born 00:46:55 The Thoughtful Process: How Jason Makes Strategic Decisions 00:50:13 Multiple Revenue Streams: The Business Model Behind Pickleball Success 00:53:34 The Pickleball Ecosystem: Paddles, Distribution & AI Innovation 00:57:46 Partnerships & Definition: The Secret to Strategic Relationships 00:59:46 Generational Wealth & Legacy: What Success Really Means 01:05:29 GAS, GSD & TNT: Jason's Three Principles for Forward Movement 01:09:49 When the Tide Rises, All Ships Rise: A Buffalo Culture