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Episode 70 - Bryan Clayton

Business With The Boyz

Release Date: 01/27/2026

Episode 70 - Bryan Clayton show art Episode 70 - Bryan Clayton

Business With The Boyz

If you’ve ever mowed lawns to make extra cash, this episode will hit home. Today, David DeCelle sits down with Brian Clayton, founder and CEO of GreenPal — the lawn care marketplace Entrepreneur Magazine has called “the Uber for lawn care.” Brian’s story starts with a teenager pushing a mower for $20 a yard to buy soccer cleats… and turns into building and selling a $10M+/year landscaping company before doing it again in tech, creating a platform that connects hundreds of thousands of homeowners with tens of thousands of lawn care pros across the U.S.   In this conversation,...

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Episode 64 - Matthew Warner show art Episode 64 - Matthew Warner

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Episode 63 - Elina Panteleyeva show art Episode 63 - Elina Panteleyeva

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One more time for the Boyz in the back! Today we are sitting down with Elina Panteleyeva, founder of Dude Wolf—a seven-figure e-commerce brand built for doodle dog owners. Alina shares her inspiring journey from being laid off in 2023 to launching her first product and scaling her business to seven figures in just 15 months, all without prior e-commerce experience, a team, or outside investors. Key Highlights: How Elina turned a layoff into an entrepreneurial opportunity The power of mindset, vision boards, and daily affirmations in overcoming self-doubt Building an audience and community...

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In this episode of Business With The Boyz, David and Landon sit down with Doug C. Brown, CEO of CEO Sales Strategies and a renowned expert in sales, revenue, and profit growth. Doug shares his journey from sweeping floors in his father’s business at age three to founding or building over 35 companies and generating nearly $1 billion in sales. Key Topics: Doug’s entrepreneurial beginnings and lessons learned from early wins and setbacks The importance of a math-based, metrics-driven approach to sales and business growth Mindset shifts: overcoming scarcity thinking, the power of gratitude,...

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Episode 61 - Gerry Spitzer show art Episode 61 - Gerry Spitzer

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This week the boyz are chopping it up with financial advisor and ESOP specialist Gerry Spitzer. Gerry shares his journey from accounting to financial planning, the importance of finding your passion, and why ESOPs (Employee Stock Ownership Plans) can be a game-changer for business owners looking to exit while preserving their legacy. We discuss: Gerry’s career path and lessons learned from major transitions What is an ESOP? How it works, tax benefits, and why it’s often overlooked Real-world ESOP success stories, including Publix Super Markets The complexities and ideal scenarios for ESOPs...

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Episode 60 - Chris Shihadeh show art Episode 60 - Chris Shihadeh

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In this episode of Business with the Boyz, David and Landon sit down with Chris Shihadeh, president of Skylab Digital—a leading performance marketing agency specializing in lead generation for Medicare and insurance companies. Chris shares his entrepreneurial journey, from childhood ventures to building and scaling multiple companies, and the hard lessons learned along the way.  Tune in as Chris discusses: The importance of company culture and hiring the right team Lessons from early business failures and ego checks How Skylab Digital automates processes and drives high revenue per...

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More Episodes
If you’ve ever mowed lawns to make extra cash, this episode will hit home. Today, David DeCelle sits down with Brian Clayton, founder and CEO of GreenPal — the lawn care marketplace Entrepreneur Magazine has called “the Uber for lawn care.” Brian’s story starts with a teenager pushing a mower for $20 a yard to buy soccer cleats… and turns into building and selling a $10M+/year landscaping company before doing it again in tech, creating a platform that connects hundreds of thousands of homeowners with tens of thousands of lawn care pros across the U.S.
 
In this conversation, Brian breaks down what it really takes to scale a “non-sexy” service business, why sales is the real business behind every business, and how AI + data are changing the future of local services.
 
Key Topics Covered: 
  • How a $20 lawn turned into an entrepreneurial obsession
  • The real lessons lawn mowing teaches (scheduling, customer service, bookkeeping, marketing)
  • The “video game” concept of business growth: each level has a new boss
  • When Brian stopped being a “lawn guy” and realized he was in the sales business
  • The inflection point: from solo operator to crews, to scaling up operations
  • What it’s like to sell a company (and why the exit was “chewing glass”)
  • The unexpected reality after a big exit: motivation, identity, and momentum
  • Why Brian launched GreenPal — and how early assumptions were wrong
  • Marketplace vs SaaS: why marketplace founders end up building SaaS tools anyway
  • How GreenPal prevents vendors from going “off-platform” (carrot + stick + data)
  • The behind-the-scenes mechanics: property measurement, tax record APIs, aerial imagery, and quote automation
  • The gritty early days: door hangers, Craigslist, calling pros, hand-cranking the first 100 transactions
  • Brian’s feedback/triage philosophy for building products that scale
  • Where AI fits: reducing cancellations, improving reliability, and “closing the gap to magic”
  • The book Brian says every entrepreneur should revisit: The 7 Habits of Highly Effective People

 

Where to Find Brian Clayton

 
If you like conversations that mix entrepreneurship, real operator stories, and modern growth strategy, make sure to subscribe and share this episode with a friend who’s building something.
 
 
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