Podcast
Green Side Up
Hosted by Jason Lee & Jordan Upcavage · EN
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!
39episodes
Episodes
Newest firstAll episodes
Ep 107. Profit Builder Breakdown: Pricing, Profit & Growth for Tree and Landscape Pros
Jan 1501:02:35Tap to summarizeJordan and Jason link up in Tampa to recap a big week in the Green Industry. They share details on the upcoming Landscape Rodeo and Media Day at Ancient City Farmstead in St. Augustine, then break down what they learned at Tony Bass's Profit Builder seminar in Atlanta. From labor burden and overhead recovery to real equipment costs, sales goals, and culling unprofitable accounts, they explain how knowing your numbers changes everything for lawn, landscape, and tree service businesses. They also touch on branding, uniforms, and using video and tools like LiveSwitch to streamline sales and client communication. Important Links: www.superlawntoolkit.com www.superlawntruck.com 🌱 Prove your skills at the first-ever Landscape Rodeo! Head-to-head challenges like Zero-Turn Barrel Racing and 3-on-3 Backpack Blower Soccer, plus great food and industry camaraderie — all supporting scholarships and training for Florida's green industry. 📍 St. Augustine, FL | 📅 Feb 19–20, 2026 👉 Sign up & learn more: https://thelandscaperodeo.com/ Connect with Jason and Jordan: 🌐 Green Side Up Podcast Website 📧 Email: greensideuppodcast@gmail.com 📘 Facebook: Green Side Up 📸 @greensideuppodcast on Instagram 📸 @skyfroglandscape on Instagram Visit Our Businesses: 🌿 SkyFrog Landscape 🌳 Independent Tree Service Save with SingleOps: 💸 Mention Green Side Up or use this link to get $500 off your SingleOps subscription: 👉 Get $500 Off SingleOps Sponsors & Partners: 👉 MitoGrow 🌱 🎥 Intrigue Media on Instagram (@imintriguemedia) 📍 GS TrackMe Podcast Produced by: 🎧 Mr. Producer (@mrproducerusa)
Transcribe →Ep 99. Winning Is In The Long Game: Current Struggles At SkyFrog And Independent Tree
Nov 20Tap to summarizeJoin us for a special in-person recording of the Green Side Up podcast, live from the Great Southern Tree Conference at the Hilton! In this episode, your hosts dive into the latest happenings in their business, share exciting updates about their ongoing Google review challenge, and get candid about the real-life complexities of running a service company. Hear first-hand how the team motivates staff, encourages customer feedback through creative review requests, and upholds top-tier client service. Whether you're a business owner, a fan of industry insights, or just love genuine conversations, this episode offers practical tips and entertaining stories from the front lines. Connect with Jason and Jordan: 🌐 Green Side Up Podcast Website 📧 Email: greensideuppodcast@gmail.com 📘 Facebook: Green Side Up 📸 @greensideuppodcast on Instagram 📸 @skyfroglandscape on Instagram Visit Our Businesses: 🌿 SkyFrog Landscape 🌳 Independent Tree Service Save with SingleOps: 💸 Mention Green Side Up or use this link to get $500 off your SingleOps subscription: 👉 Get $500 Off SingleOps Sponsors & Partners: 👉 MitoGrow 🌱 🎥 Intrigue Media on Instagram (@imintriguemedia) 📍 GS TrackMe Podcast Produced by: 🎧 Mr. Producer (@mrproducerusa)
Transcribe →Ep 91. Poopin' on the Clock, Bar Golf, and Swamp Stories
Sep 25Tap to summarizeJoin Jordan and Jason for a candid, entertaining episode of the Green Side Up Podcast! They tackle the realities of managing a crew (including some hilarious bathroom stories), share wild alligator hunting adventures, and give updates on the upcoming Landscape Rodeo event and new sponsor, Mito Grow. Plus, hear about their charity work, neighborhood antics, and lessons learned from scam calls. Tune in for laughs, real talk, and industry insights! Connect with Jason and Jordan: 🌐 Green Side Up Podcast Website 📧 Email: greensideuppodcast@gmail.com 📘 Facebook: Green Side Up 📸 @greensideuppodcast on Instagram 📸 @skyfroglandscape on Instagram Visit Our Businesses: 🌿 SkyFrog Landscape 🌳 Independent Tree Service Save with SingleOps: 💸 Mention Green Side Up or use this link to get $500 off your SingleOps subscription: 👉 Get $500 Off SingleOps Sponsors & Partners: 🎥 Intrigue Media on Instagram (@imintriguemedia) 📍 GS TrackMe Podcast Produced by: 🎧 Mr. Producer (@mrproducerusa)
Transcribe →Ep 89. Alligators, Expos, and ICE Deportation
Sep 11Tap to summarizeJoin Jason and Jordan for a lively early-morning episode of the Green Side Up Podcast! This week, the duo dives deep into the upcoming Landscape Rodeo event in St. Augustine, sharing behind-the-scenes planning, event highlights, and how you can get involved. They also break down the Equip Expo, reminisce about industry road trips, and debate the impact of Florida's new immigration enforcement on the landscaping business. Expect candid talk about labor challenges, creative solutions like robot mowers, and plenty of laughs—from alligator hunting plans to mullet tossing at the VIP dinner. Whether you're a Green Industry Pro or just love a good story, this episode is packed with insights, humor, and a look at what's next for landscaping in 2026. Connect with Jason and Jordan: 🌐 Green Side Up Podcast Website 📧 Email: greensideuppodcast@gmail.com 📘 Facebook: Green Side Up 📸 @greensideuppodcast on Instagram 📸 @skyfroglandscape on Instagram Visit Our Businesses: 🌿 SkyFrog Landscape 🌳 Independent Tree Service Save with SingleOps: 💸 Mention Green Side Up or use this link to get $500 off your SingleOps subscription: 👉 Get $500 Off SingleOps Sponsors & Partners: 🎥 Intrigue Media on Instagram (@imintriguemedia) 📍 GS TrackMe Podcast Produced by: 🎧 Mr. Producer (@mrproducerusa)
Transcribe →Ep 82. Biochar, Rain Delays, and Business Survival: A Candid Conversation
Jul 24, 2025Tap to summarizeIn this episode of Green Side Up, Jason and Jordan dive deep into the world of tree care, landscaping, and business management. Jordan shares his recent biochar project in Tampa, detailing an innovative soil remediation technique that could revolutionize urban tree care. The duo discusses employee motivation, the challenges of working in tight urban spaces, and strategies for managing business during slow seasons. From electric chainsaws to marketing challenges, they offer candid insights into running a successful green industry business. Packed with humor, practical advice, and real-world experiences, this episode is a must-listen for landscaping professionals and business owners looking to navigate seasonal challenges and stay innovative in their field. Connect with Jason and Jordan: 🌐 Green Side Up Podcast Website 📧 Email: greensideuppodcast@gmail.com 📘 Facebook: Green Side Up 📸 @greensideuppodcast on Instagram 📸 @skyfroglandscape on Instagram Visit Our Businesses: 🌿 SkyFrog Landscape 🌳 Independent Tree Service Save with SingleOps: 💸 Mention Green Side Up or use this link to get $500 off your SingleOps subscription: 👉 Get $500 Off SingleOps Sponsors & Partners: 🎥 Intrigue Media on Instagram (@imintriguemedia) 📍 GS TrackMe Podcast Produced by: 🎧 Mr. Producer (@mrproducerusa)
Transcribe →Ep 75. Marketing, Mentorship, and Making Waves
Jun 5, 2025Tap to summarizeIn this episode of Green Side Up, hosts Jordan and Jason sit down with Jay Worth, who shares his fascinating journey through the Green Industry. From selling eyeglasses to working at SingleOps and now leading marketing at Outdoor Environments Group (OEG), Jay provides insights into industry marketing, collaboration, and the unique culture of Green Industry professionals. He discusses his career evolution, the importance of understanding customer needs, and the collaborative spirit that makes the green industry special. Listeners will enjoy Jay's stories about high-end landscaping projects, marketing strategies, and the unexpected paths that can lead to a rewarding career in landscaping and tree care. Linkedin- Jay Worth Spotify: Green Industry Perspectives www.oeggroup.com https://greensideuppodcast.com/ greensideuppodcast@gmail.com Geen Side Up Facebook https://www.instagram.com/greensideuppodcast/ https://www.instagram.com/skyfroglandscape/ www.skyfroglandscape.com www.indepenttreeservice.com Mention Green Side Up or use the link below to get $500 off with your SingleOps subscription! https://referral.singleops.com/l/JORDANUPCA68/ Intrigue Media GS TrackMe IG:@imintriguemedia Podcast Produced by Mr. Producer - https://www.instagram.com/mrproducerusa/
Transcribe →Ep 64. Shed Squatters, Outrigger Injury, and Yard Sign Wars.
Mar 20, 2025Tap to summarizeIn this episode of Green Side Up, Jordan and Jason tackle shed squatters, workplace safety, and marketing strategies with their signature humor. From near-miss incidents to innovative yard sign campaigns, they share candid stories and insights from the landscaping world. Join them for a laugh-filled, behind-the-scenes look at running a green industry business. Connect with Jason and Jordan: https://greensideuppodcast.com/ greensideuppodcast@gmail.com Geen Side Up Facebook https://www.instagram.com/greensideuppodcast/ https://www.instagram.com/skyfroglandscape/ www.skyfroglandscape.com www.indepenttreeservice.com Mention Green Side Up or use the link below to get $500 off with your SingleOps subscription! https://referral.singleops.com/l/JORDANUPCA68/ Intrigue Media IG:@imintriguemedia Podcast Produced by Mr. Producer - https://www.instagram.com/mrproducerusa/
Transcribe →Ep 30. Couch Cushions, PGRs, and the Evolving Green Side Up Podcast
Jul 25, 2024Tap to summarizeIn this episode of the Green Side Up Podcast, Jordan discusses his struggles with high blood pressure and caffeine intake while working long hours trimming trees. Jason explains his use of plant growth regulators to maintain hedges and shrubs. Jordan shares an experiment with using PGRs to control growth on his lawn. The hosts talk about Jordan's efforts to launch a new plant healthcare division for his business, as well as a business trip they took to Atlanta to meet with software company SingleOps. Jason provides updates on rebuilding his company's building after a fire. Green Side Up Podcast will be taking its next field trip to The Landscape Show on August 21st-23rd, in Orlando, Fl. Stop by and say hello! greensideuppodcast@gmail.com https://www.instagram.com/greensideuppodcast/ https://www.instagram.com/skyfroglandscape/ www.skyfroglandscape.com www.indepenttreeservice.com Mention Green Side Up or use the link below to get $500 off with your SingleOps subscription! https://referral.singleops.com/l/JORDANUPCA68/ Podcast Produced by Mr. Producer - https://www.instagram.com/mrproducerusa/
Transcribe →Ep 24. Branded Bull: Branding, Websites, and More
Jun 13, 2024Tap to summarizeThis episode of the Green Side Up podcast features Adam Fullerton, founder of Branded Bull, a branding and marketing agency. Adam discusses the importance of branding for businesses and how to establish a memorable brand identity. He talks about developing logos, websites, and graphic design that represent your business values and solutions. Listeners will learn how to position their company as a premium provider and attract their target customers. Adam also shares tips for evaluating an existing brand and determining the next steps to take it to the next level. This is a helpful discussion for business owners looking to strengthen their marketing and better connect with clients. greensideuppodcast@gmail.com https://www.instagram.com/greensideuppodcast/ https://www.instagram.com/skyfroglandscape/ www.skyfroglandscape.com www.indepenttreeservice.com Podcast Produced by Mr. Producer - https://www.instagram.com/mrproducerusa/
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