Green Side Up

By Jason Lee & Jordan Upcavage

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Category: Entrepreneurship

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Episodes: 124

Description

Welcome to "Green Side Up: Tackling Entrepreneurial Weeds in Landscaping and Tree Care." Join hosts Jason Lee & Jordan Upcavage, a battle-tested landscaper, and a tree whisperer, as they peel back the layers of small business ownership in the green industry. Get ready for raw stories from the trenches, navigating unpredictable weather, managing demanding clients, and conquering the challenges that define entrepreneurial journeys. Whether you're knee-deep in the dirt or just planting your seeds, this podcast is your companion in the uphill climb of entrepreneurial success. Embrace the messy reality, find solace in shared struggles, and glean insights to thrive in the wild terrain of landscaping and tree care business. It's not always a walk in the park, but with "Green Side Up," you'll learn to thrive amid the chaos of entrepreneurship. Let's tackle those weeds together!

Episode Date
Ep 124. Big Bids, Busy Seasons: Navigating Growth in the Green Industry
May 14, 2026
Ep 123. Partnership Done Right: Luke & Justin's Blueprint for Sky Palm Studios
May 07, 2026
Ep 122. Soil, Sprouts, and Moonlighting in Cedar Key
Apr 30, 2026
Ep 121. DSL, Drum Circles, and Deep Roots: How Erin Found the Green Industry
Apr 23, 2026
Ep 120. Sharpen Your Axe!
Apr 16, 2026
Ep 119. Pounding Trees with Sauce: MitoGrow Boosters That Actually Work
Apr 09, 2026
Ep 118. Spring Doesn't Create Operational Problems in Tree Care — It Exposes Them.
Apr 02, 2026
Ep 117. Pretzel Pavers, Protected Trees & Process: Building a Smarter Operation
Mar 26, 2026
Ep 116. Work Mullets, Dashcams, and Keeping Your Schedule Sane
Mar 19, 2026
Ep 115. Selling Smarter: On-Site Sales, SOPs, and Running Lean
Mar 12, 2026
Ep 114. Scripts, Systems, and Sexy Proposals: Upgrading Your Sales Process
Mar 05, 2026
Ep 113. The First Annual Landscape Rodeo: A Full Rodeo Recap
Feb 26, 2026
Ep 112. From Fanboy to BDM: Eric's Gravely Journey and Growth Playbook
Feb 19, 2026
Ep 111. Kicking off 2026: Water Main Craters, Lost HOAs, and Marketing ROI
Feb 12, 2026
Ep 110. Blood Serums, Big Pharma & Big Trees: Andrew Fucarino Joins Independent Tree Service
Feb 05, 2026
Ep 109. Roths, 401(k)s & SIMPLE IRAs: Retirement Game Plan for Blue‑Collar Pros
Jan 29, 2026
Ep 108. Wheelies, Skid Steers, and Backpack Blowers: The Landscape Rodeo
Jan 22, 2026
Ep 107. Profit Builder Breakdown: Pricing, Profit & Growth for Tree and Landscape Pros
Jan 15, 2026
Ep 106. Granum: Mark Sedgley's Merger of SingleOps, LMN, and Greenius
Jan 08, 2026
Ep 105. From Bushmaster to Baker: Scaling a 300‑Employee Landscape Company
Jan 01, 2026
Ep 104. Entrepreneurship Isn't A Fairytale: Lessons From 2025
Dec 25, 2025
Ep 103. Internet Wizardry, Jambalaya, and Leveling Up Your Business
Dec 18, 2025
Ep 102. Busy but Broke: Fixing Your Pricing with the Million Dollar Landscaper
Dec 11, 2025
Ep 101. Landscaping Unfiltered: From Canada to the EQUIP Expo
Dec 04, 2025
Ep 100. Shaking Up Success: Craft Cocktails, Tough Jobs, and Hard-Earned Wisdom
Nov 27, 2025
Ep 99. Winning Is In The Long Game: Current Struggles At SkyFrog And Independent Tree
Nov 20, 2025
Ep 98. Scaling Up Smart: Joey Coberly on Building Better Lawn & Landscape Businesses
Nov 13, 2025
Ep 97. Edutainment in Entrepreneurship: Mark Masseo's Story of Growth and Guidance
Nov 06, 2025
Ep 96. EQUIP Expo Debrief and the $500 Google Review Challenge
Oct 30, 2025
Ep 95. LiveSwitch: Work Smarter, Not Harder
Oct 23, 2025
Ep 94. Procrastination, Pickups, and the Pursuit of Growth
Oct 16, 2025
Ep 93. Seasonal Hustle: Surviving Slowdowns, Sagas, and Surprises
Oct 09, 2025
Ep 92. Scammed and Slammed: Don't Drink and Drive
Oct 02, 2025
Ep 91. Poopin' on the Clock, Bar Golf, and Swamp Stories
Sep 25, 2025
Ep 90. 5 Marketing Mistakes Green Industry Entrepreneurs are Making
Sep 18, 2025
Ep 89. Alligators, Expos, and ICE Deportation
Sep 11, 2025
Ep 88. Cultivating Success: The Williams Nursery Story
Sep 04, 2025
Ep 87. The Price is Right!
Aug 28, 2025
Ep 86. Keep your Fleet Fresh
Aug 21, 2025
Ep 85. The Landscape Rodeo
Aug 14, 2025
Ep 84. Hiring Made Simple: Team Engine's Approach to Workforce Success
Aug 07, 2025
Ep 83. Tree Preservation in Urban Redevelopment: Challenges and Solutions
Jul 31, 2025
Ep 82. Biochar, Rain Delays, and Business Survival: A Candid Conversation
Jul 24, 2025
Ep 81. Big Fish, Small Bream: Learning How to Let Others Lead
Jul 17, 2025
Ep 80. The CDL Conundrum: Clever Truck Strategies for Green Industry Pros
Jul 10, 2025
Ep 79. Behind the Scenes: Private Equity, Culture, Home Services
Jul 03, 2025
Ep 78. Shop Talk: From Weed Control to Employee Walkouts
Jun 26, 2025
Ep 77. Make Your Phone Ring: Crush Competitors with Intrigue Media
Jun 19, 2025
Ep 76. Vacations, Taxes, and Flounder Gigging: A Green Industry Escape
Jun 12, 2025
Ep 75. Marketing, Mentorship, and Making Waves
Jun 05, 2025
Ep 74. Semper Fi to Arboriculture: A Memorial Day Special
May 29, 2025
Ep 73. Dash Cam Diaries: Protection of Your Fleet with No Contract.
May 22, 2025
Ep 72. The $10 Solution: How Customer Insight Now can Revolutionize Your Business
May 15, 2025
Ep 71. Money Talks: Financing Your Business Growth with JoAnn from Northern Atlantic
May 08, 2025
Ep 70. Tree Climbing and Southpaw Saws
May 01, 2025
Ep 69. More Broken Trucks, Easter Parades, Mega Props, and Brace Rods
Apr 24, 2025
Ep 68. Taproots Horticulture: A Journey Beyond the Family Business
Apr 17, 2025
Ep 67. Fuel, Frustration, and Funny Business: A Mechanic's Nightmare
Apr 10, 2025
Ep 66. Chum the Waters: How to Get Top Dollar for Your Green Industry Business!
Apr 03, 2025
Ep 65. Pivot, Profit, and Personal Growth: The Blue Duck Blueprint
Mar 27, 2025
Ep 64. Shed Squatters, Outrigger Injury, and Yard Sign Wars.
Mar 20, 2025
Ep 63. Battery Revolution: How Kress is Transforming Outdoor Power Equipment
Mar 13, 2025
Ep 62. Masters of the Canopy: Inside the Florida Chapter Tree Climbing Championships
Mar 06, 2025
Ep 61. Biscuits and Gravy, Discovering New Tree Legislation, and Onboarding New Talent
Feb 27, 2025
Ep 60. Tony Rudolph: From Family Business to Solo Operator
Feb 20, 2025
Ep 59. Yard Signs, Leftover Take Out, and Losing Golf Tournaments
Feb 13, 2025
Ep 58. Building Relationships and Delivering Quality: Inside North Georgia Landscape Management's Commercial Approach
Feb 06, 2025
Ep 57. H-2B, Not That Scary After All
Jan 30, 2025
Ep 56. MitoGrow's Innovative Approach: A Deep Dive into Solving the Root of the Problem
Jan 23, 2025
Ep 55. Tree Check Up with John Snow
Jan 16, 2025
Ep 54. Lighting Up the Outdoors: Insights from Bold Landscape Lighting
Jan 09, 2025
Ep 53. End Of The Year Recap
Jan 02, 2025
Ep 52. From Vending to Landscaping: One Entrepreneur's Journey Through the Pandemic
Dec 26, 2024
Ep 51. F*%k Ups and Eating Crow
Dec 19, 2024
Ep 50. Papa Jerry Round Two: Independent Tree Service Branches Out
Dec 12, 2024
Ep 49. The Stripes and Grind of a Solo Lawn Care Entrepreneur
Dec 05, 2024
Ep 48. Kids Take Over the Mic, Bedtime Stories Included!
Nov 28, 2024
Ep 47. Scaling a Service Business and Diversifying Entrepreneurial Ventures: A Conversation with Kory Ballard.
Nov 21, 2024
Ep 46. Success= Intersection of Opportunity + Preparedness
Nov 14, 2024
Ep 45. Cast Your Vote for Eliminating Trailers
Nov 07, 2024
Ep 44. Hurricanes: High Tides, High Winds, and High Stress
Oct 31, 2024
Ep 43. What do you do for fun? A Glimpse into Entrepreneurial Therapy
Oct 24, 2024
Ep 42. Mentorship and Collaboration: Freddie Lewis' Path from Pro Baseball to Landscape Entrepreneurship
Oct 17, 2024
Ep 41. Treetop Talks: Insights from Production Tree Climbers
Oct 10, 2024
Ep 40. Live with a Florida State Representative: Insurance Reform and Flying Cars!
Oct 03, 2024
Ep 39. Unlocking Savings and Efficiency: Heritage Landscape Supply Group's Early Order Program Revealed
Sep 26, 2024
Ep 38. Saluting Branches: A Day of Service at the Florida National Cemetery
Sep 19, 2024
Ep 37. Tackling Back Pain in the Green Industry: A University of Florida Physical Therapy Study
Sep 12, 2024
Ep 36. Will Running This Business Ever Be Easy?
Sep 05, 2024
Ep 35. Recruiting and Retaining Top Talent in the Green Industry
Aug 29, 2024
Ep 34. Bringing German Engineering to American Landscapers: An Inside Look at Schaffer Loaders
Aug 22, 2024
Ep 33. Key West, Employees, and Vanishing Episodes
Aug 15, 2024
Ep 32. Building a Profitable Landscaping Business: Lessons from Tony Bass
Aug 08, 2024
Ep 31. Steve Samuels: From Football to Foliage and the Power of Software
Aug 01, 2024
Ep 30. Couch Cushions, PGRs, and the Evolving Green Side Up Podcast
Jul 25, 2024
Ep 29. Quality Over Quantity: Building a Thriving Pest Control Empire
Jul 18, 2024
Ep 28. Trees Florida Debrief and Exciting Business Updates
Jul 11, 2024
Ep 27. US Navy Veteran, Entrepreneur, Civil Servant: Travis Owen
Jul 04, 2024
Ep 26. Tree Climbing Tales from the Trade Show Floor
Jun 27, 2024
Ep 25. Addiction, Discipline = Freedom
Jun 20, 2024
Ep 24. Branded Bull: Branding, Websites, and More
Jun 13, 2024
Ep 23. Treesources: In Collaboration with Nature
Jun 06, 2024
Ep 22. Trees Florida: Preparing for Our First Trade Show
May 30, 2024
Ep 21. Tom Cruxon, A Tree Man From Across The Pond
May 23, 2024
Ep 20. Worker's Comp, It's Not That Scary!
May 16, 2024
Ep 19. From Carpenter to "Pond Digger": A Veteran Pond Pro and True Fish Freak!
May 09, 2024
Ep 18. All Things Equipment
May 02, 2024
Ep 17. Vacations and Getting Fired
Apr 25, 2024
Ep 16. Elevate Sales to New Heights, Without the Overhead.
Apr 18, 2024
Ep 15. Poaching, Pathways, and City Hall
Apr 11, 2024
Ep 14. Good Friends, Cold Beer, Hard Work
Apr 04, 2024
Ep 13. TCC Master's Challenge with Colin Kelly
Mar 28, 2024
Ep 12. Florida ISA Tree Climbing Competition: Master's Challenge
Mar 21, 2024
Ep 11. Commercial Landscape Guru: Trey Rolquin
Mar 14, 2024
Ep 10. My Business is on Fire, Literally!
Mar 07, 2024
Ep 09. BeaterMowersLife: Building a Lawn Care Community
Mar 04, 2024
Ep 08. Commercial Sales: Cults, Tacos, and Property Managers
Feb 28, 2024
Ep 07. No Crape Murder Here!
Feb 22, 2024
Ep 06. Crafting Company Culture: Inside Independent Tree Service & Sky Frog Landscape
Feb 21, 2024
Ep 05. Guarding Green: Safeguarding Your Landscape Business Against Theft
Feb 21, 2024
Ep 04. Papa Jerry: When Independent Tree Was Just A Seedling
Feb 20, 2024
Ep 03. - Our First Guest, Johnny the Plumber - Part 2
Feb 20, 2024
Ep 02. - Our First Guest, Johnny the Plumber - Part 1
Feb 20, 2024
Ep 01. Welcome to "Green Side Up." - Get To Know Jason Lee & Jordan Upcavage.
Feb 19, 2024