Green Side Up
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!
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Ep 117. Pretzel Pavers, Protected Trees & Process: Building a Smarter Operation
03/26/2026
Ep 117. Pretzel Pavers, Protected Trees & Process: Building a Smarter Operation
In this episode, Jordan and Jason dive into real-world production, consulting, and systems work in their green industry businesses. Jordan breaks down a 7,000 sq ft Bellgard turf block install at Blue Springs State Park, then unpacks a six‑figure consulting project tied to the City of Tampa’s strict tree protection rules, air spading, and water main replacement work. He also shares how he’s using LiveSwitch video proposals (and a simple Do Not Disturb trick) on high-touch residential jobs. Jason walks through using Leanscaper’s AI to build a detailed sales‑to‑invoice workflow for SkyFrog Landscape, clarifying roles, triggers, and accountability. They round things out with a Spanish moss spraying project on pecans and live oaks, gear and supplier talk, Jordan’s involvement with TCIA and Trees Florida, and a standout example of proactive, photo‑driven plant health care communication that turns good service into smart upsells. Connect with Jason and Jordan: 🌐 📧 Email: 📘 Facebook: Green Side Up 📸 📸 Visit Our Businesses: 🌿 🌳 Save with SingleOps: 💸 Mention Green Side Up or use this link to get $500 off your SingleOps subscription: 👉 Sponsors & Partners: 👉 🎥 (@imintriguemedia) 📍 Podcast Produced by: 🎧 (@mrproducerusa)
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Ep 116. Work Mullets, Dashcams, and Keeping Your Schedule Sane
03/19/2026
Ep 116. Work Mullets, Dashcams, and Keeping Your Schedule Sane
In this episode, Jordan and Jason kick things off with light banter—Spanish greetings, coffee, “Zoom mullets,” and Jordan’s upcoming New York trip—before diving into real-world business lessons. Jordan shares how a harsh one-star Google review over “bad driving” was completely debunked using dash cam footage, and what that taught them about professionalism and reputation management. They then dig into how they schedule and coordinate tree care and landscape work using SingleOps, from grouping jobs by geography and leaving buffer days to handling maintenance vs. one-off vs. install work, and tightening communication between sales and operations. The episode wraps with how they close out jobs, ask for Google reviews, handle invoicing and collections, and a few project updates—including a turf block job at Blue Springs State Park and Jordan handing off plant health care scheduling so he’s not doing it at 2 a.m. If you run a tree care, landscape, or service business, you’ll get practical insight on dealing with difficult customers, scheduling smarter, and getting paid on time—delivered with Jordan and Jason’s usual humor and honesty. Show notes: TCI Webinar: GS Trackme Dash Cam Video Connect with Jason and Jordan: 🌐 📧 Email: 📘 Facebook: Green Side Up 📸 📸 Visit Our Businesses: 🌿 🌳 Save with SingleOps: 💸 Mention Green Side Up or use this link to get $500 off your SingleOps subscription: 👉 Sponsors & Partners: 👉 🎥 (@imintriguemedia) 📍 Podcast Produced by: 🎧 (@mrproducerusa)
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Ep 115. Selling Smarter: On-Site Sales, SOPs, and Running Lean
03/12/2026
Ep 115. Selling Smarter: On-Site Sales, SOPs, and Running Lean
In this episode of the Greenside Up Podcast, Jason and Jordan continue their deep dive into real-world sales processes for landscape and tree care businesses. Jason recaps his trip to the Leanscaper operations intensive and shares how tools like Lana AI, SOPs, and “lean boards” can streamline communication and checklists—along with the real financial and implementation challenges. They talk about tool management, the impact of employees who care (or don’t), layoffs, a values-based termination, and what it feels like to run lean with just two days of work on the books. Jason then walks through his design-build sales approach, from pre-visit confirmations and on-site discovery questions to quick visual concepts and aiming to close in the $10–15K range on-site. Jordan follows with his tree-care sales workflow, focusing on education, helping clients choose between prolonging or removing trees, and always ending with a clear, verbal recap of the scope. They wrap by previewing their upcoming TCI / SingleOps webinar and teasing a future episode on business development and growth strategy. Connect with Jason and Jordan: 🌐 📧 Email: 📘 Facebook: Green Side Up 📸 📸 Visit Our Businesses: 🌿 🌳 Save with SingleOps: 💸 Mention Green Side Up or use this link to get $500 off your SingleOps subscription: 👉 Sponsors & Partners: 👉 🎥 (@imintriguemedia) 📍 Podcast Produced by: 🎧 (@mrproducerusa)
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Ep 114. Scripts, Systems, and Sexy Proposals: Upgrading Your Sales Process
03/05/2026
Ep 114. Scripts, Systems, and Sexy Proposals: Upgrading Your Sales Process
In this episode of Green Side Up, Jordan and Jason kick off with some laughs and then dive into the real meat: tightening up your landscape sales process from first phone call to booked job. Prompted by listener questions and real scenarios from the field, they walk through using a phone script to vet leads, set project minimums, and talk budget ranges, plus Jordan’s nine-step customer journey from inbound call through follow-up and invoicing. They dig into when and how to charge for landscape designs, how to avoid doing free design work for clients who hire someone else, and how tools like LiveSwitch and CompanyCam help create clear work orders and standout proposals. Along the way, Jordan shares a Bayshore Boulevard removal story that shows exactly how to price for complexity and client expectations. If you’re a landscaper, hardscaper, or arborist who’s tired of tire-kickers and wants a cleaner, more confident sales flow, this one’s for you. Connect with Jason and Jordan: 🌐 📧 Email: 📘 Facebook: Green Side Up 📸 📸 Visit Our Businesses: 🌿 🌳 Save with SingleOps: 💸 Mention Green Side Up or use this link to get $500 off your SingleOps subscription: 👉 Sponsors & Partners: 👉 🎥 (@imintriguemedia) 📍 Podcast Produced by: 🎧 (@mrproducerusa)
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Ep 113. The First Annual Landscape Rodeo: A Full Rodeo Recap
02/26/2026
Ep 113. The First Annual Landscape Rodeo: A Full Rodeo Recap
In this episode of the Green Side Up Podcast, Jason and Jordan sit down with guest Erin Alvarez to recap the first annual Landscape Rodeo at Ancient City Farmstead. They walk through what it took to pull off a brand‑new event—from last‑minute insurance and equipment logistics to course design, sponsors, and volunteers—plus highlights like the truck and trailer / Isuzu box truck course, the articulated wheel loader water challenge, a VIP night with an epic low country boil, and a crawfish race. You’ll hear how FFA students, owner‑operators, larger landscape companies, UF, and vendors all came together to compete for custom belt buckles and showcase real‑world skills in the green industry, and why one FFA student’s comment on local TV proved the event is a real pipeline for the next generation. The episode closes with Jordan sharing the story behind his wife Sydney’s new children’s book, “Looking for Bunny Flies,” a nature‑themed seek‑and‑find inspired by her late father’s bedtime stories. Landscape Rodeo: Connect with Jason and Jordan: 🌐 📧 Email: 📘 Facebook: Green Side Up 📸 📸 Visit Our Businesses: 🌿 🌳 Save with SingleOps: 💸 Mention Green Side Up or use this link to get $500 off your SingleOps subscription: 👉 Sponsors & Partners: 👉 🎥 (@imintriguemedia) 📍 Podcast Produced by: 🎧 (@mrproducerusa)
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Ep 112. From Fanboy to BDM: Eric’s Gravely Journey and Growth Playbook
02/19/2026
Ep 112. From Fanboy to BDM: Eric’s Gravely Journey and Growth Playbook
In this Valentine’s Day episode of the Green Side Up podcast, Jason and Jordan are back in the “bunker of love” with special guest Eric, Business Development Manager for Gravely Commercial Mowers. The trio traces Eric’s unlikely journey from a chance airport encounter after the Equip Expo in Louisville to hanging out in the bunker, then dives into the rich, family-owned legacy of Ariens Co. and the brand—from snow machines and walk‑behind tractors to today’s commercial mower lineup. They unpack the realities of the green industry: healthy vs. cutthroat competition, the “race to the bottom” on pricing, and why real business development is more about consistent action than hype from seminars. Eric breaks down his role as a BDM, how to measure the impact of that position, and why landscapers need to decide if they’re Taco Bell or Neiman Marcus. The conversation also previews Gravely’s Pro-Stance Ultra, 260, HD, and the radio‑controlled OVIS slope mower that will be featured at the upcoming Landscape Rodeo, along with details on the event, competitions, and why this rodeo is all about raising the bar for the industry while still having a ton of fun. 🌱 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: Connect with Jason and Jordan: 🌐 📧 Email: 📘 Facebook: Green Side Up 📸 📸 Visit Our Businesses: 🌿 🌳 Save with SingleOps: 💸 Mention Green Side Up or use this link to get $500 off your SingleOps subscription: 👉 Sponsors & Partners: 👉 🎥 (@imintriguemedia) 📍 Podcast Produced by: 🎧 (@mrproducerusa)
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Ep 111. Kicking off 2026: Water Main Craters, Lost HOAs, and Marketing ROI
02/12/2026
Ep 111. Kicking off 2026: Water Main Craters, Lost HOAs, and Marketing ROI
In this pre-sunrise episode, Jordan and Jason kick off 2026 with a candid look at what’s current in their tree and landscape businesses. They recap January’s guest lineup, then dive into real-world topics like business development through BNI and apartment associations, HOA speaking gigs, and an emergency job removing a 40" oak after a massive water main blowout. They share how tools like LiveSwitch and AI are leveling up their proposals, how a 10,000-contact email campaign with a real 10% labor discount helped fill the February schedule, and what they’re learning about marketing ROI with Intrigue Media. They also unpack losing a long-term HOA contract, dealing with difficult homeowners, and set the stage for the upcoming Landscape Rodeo with equipment competitions, sponsors, and a VIP crawfish-fueled Low Country boil. 🌱 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: Connect with Jason and Jordan: 🌐 📧 Email: 📘 Facebook: Green Side Up 📸 📸 Visit Our Businesses: 🌿 🌳 Save with SingleOps: 💸 Mention Green Side Up or use this link to get $500 off your SingleOps subscription: 👉 Sponsors & Partners: 👉 🎥 (@imintriguemedia) 📍 Podcast Produced by: 🎧 (@mrproducerusa)
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Ep 110. Blood Serums, Big Pharma & Big Trees: Andrew Fucarino Joins Independent Tree Service
02/05/2026
Ep 110. Blood Serums, Big Pharma & Big Trees: Andrew Fucarino Joins Independent Tree Service
In this episode of the Green Side Up podcast, Jordan and Jason talk with longtime friend Andrew “Duck Fisherman” Fucarino about his unusual path from family-owned compounding pharmacy to Business Development Manager for Independent Tree Service. Andrew shares how he helped build a niche, cash-pay compounding business (including custom dry eye drops from patients’ own blood serum) that was eventually acquired, why burnout pushed him out of healthcare, and how he’s now leveraging his Carrollwood network to open doors with HOAs, property managers, and commercial clients. They dig into what real business development looks like in tree care—education, relationships, understanding budgets, and not wasting time on bad-fit work—while mixing in stories about duck hunting, mini-retirement, and reinventing your career in your 40s. 🌱 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: Connect with Jason and Jordan: 🌐 📧 Email: 📘 Facebook: Green Side Up 📸 📸 Visit Our Businesses: 🌿 🌳 Save with SingleOps: 💸 Mention Green Side Up or use this link to get $500 off your SingleOps subscription: 👉 Sponsors & Partners: 👉 🎥 (@imintriguemedia) 📍 Podcast Produced by: 🎧 (@mrproducerusa)
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Ep 109. Roths, 401(k)s & SIMPLE IRAs: Retirement Game Plan for Blue‑Collar Pros
01/29/2026
Ep 109. Roths, 401(k)s & SIMPLE IRAs: Retirement Game Plan for Blue‑Collar Pros
In this episode of the Green Side Up Podcast, Jason and Jordan sit down in person with of for a deep dive into money, retirement, and long‑term planning—through the relatable lens of Danny’s baseball journey. Danny shares his path from Tampa high school standout to Division II national champion catcher at the University of Tampa, then explains how he transitioned from molecular biology and CTE research ambitions into a career as a fiduciary financial advisor. The conversation breaks down, in plain language, topics like fee-based vs. commission-based advising, what a fiduciary really is, Roth vs. traditional IRAs, 401(k)s vs. SIMPLE IRAs, company matches, vesting, HSAs, and tax diversification. Jason and Jordan press Danny on how small businesses like landscape and tree service companies can set up retirement plans, use matches as a retention tool, and structure contributions so both owners and employees win. It’s a practical, story-driven guide for young professionals, blue‑collar employees, and business owners who want to stop guessing about retirement and start building a real plan. 🌱 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: Connect with Jason and Jordan: 🌐 📧 Email: 📘 Facebook: Green Side Up 📸 📸 Visit Our Businesses: 🌿 🌳 Save with SingleOps: 💸 Mention Green Side Up or use this link to get $500 off your SingleOps subscription: 👉 Sponsors & Partners: 👉 🎥 (@imintriguemedia) 📍 Podcast Produced by: 🎧 (@mrproducerusa)
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Ep 108. Wheelies, Skid Steers, and Backpack Blowers: The Landscape Rodeo
01/22/2026
Ep 108. Wheelies, Skid Steers, and Backpack Blowers: The Landscape Rodeo
In this episode, Jordan and Jason go behind the scenes of the inaugural Landscape Rodeo in St. Augustine, Florida—fresh off the front page of Lawn & Landscape with Yankee Dan doing a wheelie on a Hustler zero-turn. They break down Media Day, key events like zero-turn barrel racing, skid steer challenges, mini-excavator skills, and the evolving three-on-three backpack blower soccer, plus how to register at , event pricing, the $1,000 Landscape Decathlon prize, custom belt buckles, and lodging at World Golf Village Renaissance St. Augustine. They also dig into plant health care with MitoGrow booster applications, air spading and root invigoration, and wrap with how they’re using LiveSwitch and AI to capture video walkthroughs, speed up proposals, and better communicate with clients and crews. 🌱 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: Connect with Jason and Jordan: 🌐 📧 Email: 📘 Facebook: Green Side Up 📸 📸 Visit Our Businesses: 🌿 🌳 Save with SingleOps: 💸 Mention Green Side Up or use this link to get $500 off your SingleOps subscription: 👉 Sponsors & Partners: 👉 🎥 (@imintriguemedia) 📍 Podcast Produced by: 🎧 (@mrproducerusa)
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Ep 107. Profit Builder Breakdown: Pricing, Profit & Growth for Tree and Landscape Pros
01/15/2026
Ep 107. Profit Builder Breakdown: Pricing, Profit & Growth for Tree and Landscape Pros
Jordan 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: 🌱 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: Connect with Jason and Jordan: 🌐 📧 Email: 📘 Facebook: Green Side Up 📸 📸 Visit Our Businesses: 🌿 🌳 Save with SingleOps: 💸 Mention Green Side Up or use this link to get $500 off your SingleOps subscription: 👉 Sponsors & Partners: 👉 🎥 (@imintriguemedia) 📍 Podcast Produced by: 🎧 (@mrproducerusa)
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Ep 106. Granum: Mark Sedgley's Merger of SingleOps, LMN, and Greenius
01/08/2026
Ep 106. Granum: Mark Sedgley's Merger of SingleOps, LMN, and Greenius
In this episode of Green Side Up, hosts Jordan and Jason sit down in Louisville with Mark Sedgley, CEO of Granum (the merger of LMN, SingleOps, and Greenius), to unpack his unconventional path from teaching English in Poland to leading a major software platform for the green industry. Mark shares how he fell in love with small business, what getting fired taught him about leadership, and how he used sales and acquisitions to scale multiple software companies. He explains why he combined SingleOps, LMN, and Greenius, the key differences between tree care and landscape markets, and how owners should think about expansion, delegation, and core values. Packed with real stories and practical takeaways, this episode is a must‑listen for Green industry entrepreneurs thinking about growth and their next chapter. 🌱 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: Connect with Jason and Jordan: 🌐 📧 Email: 📘 Facebook: Green Side Up 📸 📸 Visit Our Businesses: 🌿 🌳 Save with SingleOps: 💸 Mention Green Side Up or use this link to get $500 off your SingleOps subscription: 👉 Sponsors & Partners: 👉 🎥 (@imintriguemedia) 📍 Podcast Produced by: 🎧 (@mrproducerusa)
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Ep 105. From Bushmaster to Baker: Scaling a 300‑Employee Landscape Company
01/01/2026
Ep 105. From Bushmaster to Baker: Scaling a 300‑Employee Landscape Company
In this episode of Green Side Up, Jason and Jordan sit down with Ryan Hudson, General Manager of Baker Commercial Landscaping – Tampa, for a candid, funny look at what it really takes to run a serious commercial landscape operation. Ryan shares his journey from mowing for his dad’s company Bushmaster Landscape Maintenance as a kid, to grinding through a 10‑year business degree, to managing an 80-person Tampa branch within a 300-employee, two-branch company. They break down how Baker structures its teams (from crews to ops managers to department heads and the GM), the constant tension between sales and production, and how Ryan often plays “cut man” between Trey Rolquin’s big sales vision and the operations crews. The conversation hits on Baker’s work in Tampa’s Water Street district—rooftop landscapes, tricky access, parking tickets, right-of-way drama, and slow-paying big clients—plus the real economics of palm tree trimming and why it often serves as a loss leader to win better work. Ryan also explains how relationship-driven networking (BOMA, CAI, etc.) and a diversified mix of offices, HOAs, condos, shopping centers, and hotels helped them survive COVID. Mixed in are plenty of stories—from trimming at a nudist resort to 3 a.m. bucket-truck work downtown. If you’re in landscaping or tree work and want real-world insight on scaling commercial maintenance without racing to the bottom, this one’s for you. 🌱 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: Connect with Jason and Jordan: 🌐 📧 Email: 📘 Facebook: Green Side Up 📸 📸 Visit Our Businesses: 🌿 🌳 Save with SingleOps: 💸 Mention Green Side Up or use this link to get $500 off your SingleOps subscription: 👉 Sponsors & Partners: 👉 🎥 (@imintriguemedia) 📍 Podcast Produced by: 🎧 (@mrproducerusa)
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Ep 104. Entrepreneurship Isn't A Fairytale: Lessons From 2025
12/25/2025
Ep 104. Entrepreneurship Isn't A Fairytale: Lessons From 2025
In this Christmas episode of Green Side Up, Jason and Jordan mix holiday banter with a candid year-end business recap. They talk about family trips, zero-turn barrel racing, raccoons in dumpsters, and then get real about 2025: slowdowns, layoffs, experiments with marketing, LiveSwitch video estimates, and dialing in plant health care. The core of the conversation is sales—close rates, how much money they’re leaving on the table, splitting sales from operations, and why 2026 will be all about sales training and written processes. It’s an honest look at how messy, painful, and rewarding entrepreneurship really is—and how they plan to level up their landscape and tree service businesses in 2026. Connect with Jason and Jordan: 🌐 📧 Email: 📘 Facebook: Green Side Up 📸 📸 Visit Our Businesses: 🌿 🌳 Save with SingleOps: 💸 Mention Green Side Up or use this link to get $500 off your SingleOps subscription: 👉 Sponsors & Partners: 👉 🎥 (@imintriguemedia) 📍 Podcast Produced by: 🎧 (@mrproducerusa)
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Ep 103. Internet Wizardry, Jambalaya, and Leveling Up Your Business
12/18/2025
Ep 103. Internet Wizardry, Jambalaya, and Leveling Up Your Business
In this episode of the Green Side Up Podcast, Jason calls in from the SkyFrog shop kitchen while cooking a 10‑gallon pot of jambalaya for the year‑end party, and Jordan shares how his team has tightened up operations with a four‑day workweek and a cleaner, better-organized shop. They talk about SkyFrog’s employee skills challenge—mower races, weed eater and edger contests, and this year’s backpack blower soccer—and how it boosts culture and retention. Jordan breaks down how he’s using and AI to turn quick video walkthroughs into written job scopes, crew orientation, and even palm fertilizer estimates, while Jason recaps turf results with MitoGrow, plans for new field trials, updates on the Landscape Rodeo date shift, and an upcoming MitoGrow video project. It’s a tactical, real‑world look at using tech, culture, and systems to level up a green‑industry business. Connect with Jason and Jordan: 🌐 📧 Email: 📘 Facebook: Green Side Up 📸 📸 Visit Our Businesses: 🌿 🌳 Save with SingleOps: 💸 Mention Green Side Up or use this link to get $500 off your SingleOps subscription: 👉 Sponsors & Partners: 👉 🎥 (@imintriguemedia) 📍 Podcast Produced by: 🎧 (@mrproducerusa)
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Ep 102. Busy but Broke: Fixing Your Pricing with the Million Dollar Landscaper
12/11/2025
Ep 102. Busy but Broke: Fixing Your Pricing with the Million Dollar Landscaper
In this episode of Green Side Up, Jordan and Jason sit down with Scott from the podcast to talk about why so many landscape and tree service companies stay busy but barely profit. Scott shares his journey from working in his dad’s landscape company in Northwest Indiana to becoming Vice President, realizing the business wasn’t making money, and then diving deep into budgeting, overhead, and job costing. He breaks down the differences between SORS, DORS, and MORS overhead recovery systems, explains how to find your true break-even on every job, and shows why “2x material” pricing is the lazy way that often leads to losses. Scott also discusses leaving the family business, becoming a firefighter, and now helping contractors build profitable companies through his Million Dollar Landscaper coaching and podcast. IG: Connect with Jason and Jordan: 🌐 📧 Email: 📘 Facebook: Green Side Up 📸 📸 Visit Our Businesses: 🌿 🌳 Save with SingleOps: 💸 Mention Green Side Up or use this link to get $500 off your SingleOps subscription: 👉 Sponsors & Partners: 👉 🎥 (@imintriguemedia) 📍 Podcast Produced by: 🎧 (@mrproducerusa)
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Ep 101. Landscaping Unfiltered: From Canada to the EQUIP Expo
12/04/2025
Ep 101. Landscaping Unfiltered: From Canada to the EQUIP Expo
Get behind the scenes at Equip Expo with this lively episode recorded in the Super Lawn Truck Studios! Mike and Chad, from Not Our Finest Hour Podcast, join the crew to share stories about growing their landscaping businesses, managing teams, and handling unique challenges like workplace vices, taxes, and HOAs. Dive into real-world discussion on hardscaping, new tech like AI estimating tools, and the power of podcasting for industry networking. Full of industry insights, laughs, and authentic advice for business owners—tune in for a fun and honest conversation among landscaping pros. Important Links: IG- , , , Podcast- and Connect with Jason and Jordan: 🌐 📧 Email: 📘 Facebook: Green Side Up 📸 📸 Visit Our Businesses: 🌿 🌳 Save with SingleOps: 💸 Mention Green Side Up or use this link to get $500 off your SingleOps subscription: 👉 Sponsors & Partners: 👉 🎥 (@imintriguemedia) 📍 Podcast Produced by: 🎧 (@mrproducerusa)
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Ep 100. Shaking Up Success: Craft Cocktails, Tough Jobs, and Hard-Earned Wisdom
11/27/2025
Ep 100. Shaking Up Success: Craft Cocktails, Tough Jobs, and Hard-Earned Wisdom
Join Jason, Jordan, and Rob Duvall as they sip espresso martinis and dive into a lively, insightful conversation about their journeys in the landscaping industry. Recorded on the eve of the Equip trade show, this episode features stories of friendship kindled in a horticulture club, the challenges and triumphs of starting and growing a business, and practical advice for aspiring entrepreneurs. Hear behind-the-scenes anecdotes from TV appearances, learn how word-of-mouth and reputation fuel growth, and discover the importance of teamwork, leadership, and adaptability in the ever-changing world of landscaping. Whether you're a seasoned business owner or just starting out, this episode is packed with real talk, lessons learned, and plenty of laughs from the crew that keeps it green—on and off the air. Connect with Jason and Jordan: 🌐 📧 Email: 📘 Facebook: Green Side Up 📸 📸 Visit Our Businesses: 🌿 🌳 Save with SingleOps: 💸 Mention Green Side Up or use this link to get $500 off your SingleOps subscription: 👉 Sponsors & Partners: 👉 🎥 (@imintriguemedia) 📍 Podcast Produced by: 🎧 (@mrproducerusa)
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Ep 99. Winning Is In The Long Game: Current Struggles At SkyFrog And Independent Tree
11/20/2025
Ep 99. Winning Is In The Long Game: Current Struggles At SkyFrog And Independent Tree
Join 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: 🌐 📧 Email: 📘 Facebook: Green Side Up 📸 📸 Visit Our Businesses: 🌿 🌳 Save with SingleOps: 💸 Mention Green Side Up or use this link to get $500 off your SingleOps subscription: 👉 Sponsors & Partners: 👉 🎥 (@imintriguemedia) 📍 Podcast Produced by: 🎧 (@mrproducerusa)
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Ep 98. Scaling Up Smart: Joey Coberly on Building Better Lawn & Landscape Businesses
11/13/2025
Ep 98. Scaling Up Smart: Joey Coberly on Building Better Lawn & Landscape Businesses
Dive into a lively episode of the Green Side Up podcast as hosts Jason and Jordan welcome special guest Joey Coberly, founder of Landscaping Bookkeeper and Lawn Care Launch. Joey shares his journey from leaving the corporate world to building businesses dedicated to empowering small operators in the green industry. Gain valuable insights into the art of bookkeeping, the importance of understanding profit versus salary, and the critical steps to setting your lawn care or landscaping company on a path to growth. Throughout the conversation, Joey dishes out practical financial wisdom, tells memorable stories from the field—including gator hunts and blue-collar life in Florida—and discusses innovative initiatives like the Lawn Care Launch bootcamp and exciting industry events such as the Landscape Rodeo and Equip trade show. Whether you’re looking to level up your small business or simply enjoy real-talk and laughs from industry insiders, this episode delivers the inspiration and know-how to move your business forward. Connect with Joey: IG-@joeycoberly. @thelandscapingbookkeeper Connect with Jason and Jordan: 🌐 📧 Email: 📘 Facebook: Green Side Up 📸 📸 Visit Our Businesses: 🌿 🌳 Save with SingleOps: 💸 Mention Green Side Up or use this link to get $500 off your SingleOps subscription: 👉 Sponsors & Partners: 👉 🎥 (@imintriguemedia) 📍 Podcast Produced by: 🎧 (@mrproducerusa)
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Ep 97. Edutainment in Entrepreneurship: Mark Masseo’s Story of Growth and Guidance
11/06/2025
Ep 97. Edutainment in Entrepreneurship: Mark Masseo’s Story of Growth and Guidance
Join us for an inspiring episode of the Green Side Up podcast recorded live from Equip in Louisville, Kentucky! This episode dives deep into the journey of , a passionate entrepreneur and the “Token Yankee” of the show, as he shares his path from mowing lawns as a teen to building a successful landscaping business. Hear how Mark’s early hustle, willingness to learn, and pivotal advice from mentors like Tony Bass—along with hands-on lessons in marketing, hiring, and facing adversity—shaped his career. Brimming with personal stories, laughter, and actionable tips, this conversation is a must-listen for aspiring business owners, industry pros, and anyone who loves a good story about grit, growth, and giving back to the community. Whether you’re here for tales of entrepreneurship, insider insights into the landscaping world, or just some solid business motivation, you’ll find it all in this episode! Connect with Jason and Jordan: 🌐 📧 Email: 📘 Facebook: Green Side Up 📸 📸 Visit Our Businesses: 🌿 🌳 Save with SingleOps: 💸 Mention Green Side Up or use this link to get $500 off your SingleOps subscription: 👉 Sponsors & Partners: 👉 🎥 (@imintriguemedia) 📍 Podcast Produced by: 🎧 (@mrproducerusa)
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Ep 96. EQUIP Expo Debrief and the $500 Google Review Challenge
10/30/2025
Ep 96. EQUIP Expo Debrief and the $500 Google Review Challenge
Dive into an action-packed episode as Jason and Jordan share their candid debrief of the Equip Expo experience in Louisville, Kentucky. Hear first hand stories about midnight drives, early-morning recording sessions, setting up an engaging trade show booth, and the power of casual networking in the green industry. The hosts reflect on business growth, the importance of authentic client interactions, and the relentless work behind building a repeat customer base. They unveil their new systems for crew management and reveal a bold “Green Side Up Google Review Challenge” with a $500 prize—inviting listeners to step up their online game. Whether you’re a landscaper, entrepreneur, or just love a good behind-the-scenes business story, this episode offers inspiration, tactical advice, and plenty of laughs. Tune in and get ready to up your Google review count—and maybe score some cash! Connect with Jason and Jordan: 🌐 📧 Email: 📘 Facebook: Green Side Up 📸 📸 Visit Our Businesses: 🌿 🌳 Save with SingleOps: 💸 Mention Green Side Up or use this link to get $500 off your SingleOps subscription: 👉 Sponsors & Partners: 👉 🎥 (@imintriguemedia) 📍 Podcast Produced by: 🎧 (@mrproducerusa)
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Ep 95. LiveSwitch: Work Smarter, Not Harder
10/23/2025
Ep 95. LiveSwitch: Work Smarter, Not Harder
Join us for a lively conversation with James Hatfield, Chief Revenue Officer of Live Switch, as we explore how technology is transforming the Green Industry and home services. James shares his journey from blue-collar entrepreneur to tech innovator, diving into the origins and impact of Live Switch—a platform enabling virtual job assessments, streamlining workflows, and saving businesses time and money. Jason and Jordan join the discussion, bringing real-world questions about adopting tech in complex service environments. From business tips to funny anecdotes, discover how Live Switch can revolutionize your workflow and why now is the time to embrace innovative solutions. Whether you run a landscaping crew, a tree service, or any field business, this episode offers practical advice and inspiration for leveling up your operations. LiveSwitch 🔗 🌐 🎯 💸 Coupon: Use code Green10 for 10% off at checkout About LiveSwitch: LiveSwitch is the world-leading communications platform for small businesses and entrepreneurs. We provide world-class technologies that help small businesses thrive — directly saving them money, making them money, saving them time, and helping them serve their customers better. From virtual estimates and on-site documentation to AI built for small businesses, LiveSwitch uses innovative video and photo technologies to make it all happen. Connect with Jason and Jordan: 🌐 📧 Email: 📘 Facebook: Green Side Up 📸 📸 Visit Our Businesses: 🌿 🌳 Save with SingleOps: 💸 Mention Green Side Up or use this link to get $500 off your SingleOps subscription: 👉 Sponsors & Partners: 👉 🎥 (@imintriguemedia) 📍 Podcast Produced by: 🎧 (@mrproducerusa)
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Ep 94. Procrastination, Pickups, and the Pursuit of Growth
10/16/2025
Ep 94. Procrastination, Pickups, and the Pursuit of Growth
Get ready for a lively, story-packed episode! Join Jason and his co-host as they prepare for the Equip Expo in Louisville and candidly share the pitfalls of travel and late bookings. Listen to the dramatic saga of repeated truck breakdowns, from battery mishaps to DIY roadside fixes—even a helpful push from passing strangers. The hosts dive deep into their landscaping business operations, exploring lessons learned, hiring their first business development manager, and striving for growth amidst industry challenges. Along the way, enjoy tales of breakfast tacos, community connections, and creative problem-solving. Tune in for real-life grit, business wisdom, and lots of laughs from the field! Connect with Jason and Jordan: 🌐 📧 Email: 📘 Facebook: Green Side Up 📸 📸 Visit Our Businesses: 🌿 🌳 Save with SingleOps: 💸 Mention Green Side Up or use this link to get $500 off your SingleOps subscription: 👉 Sponsors & Partners: 👉 🎥 (@imintriguemedia) 📍 Podcast Produced by: 🎧 (@mrproducerusa)
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Ep 93. Seasonal Hustle: Surviving Slowdowns, Sagas, and Surprises
10/09/2025
Ep 93. Seasonal Hustle: Surviving Slowdowns, Sagas, and Surprises
Join Jason and Jordan for an action-packed, early-morning episode recorded in the dark—literally! The guys dive into the ups and downs of running a landscaping and tree service business as the seasons change, sharing real talk about budgeting, staffing, and the unpredictable flow of work. Hear about their latest marketing experiments, from Google Ads to SEO pillar posts, and get a front-row seat to a live, chaotic phone call with the electric company over a months-long outage saga. Plus, Jason recounts a neighborly code violation showdown, and the duo previews exciting upcoming events like the Landscape Rodeo and GIE+EXPO. With plenty of laughs, candid stories, and practical insights, this episode is a must-listen for anyone in the green industry—or anyone who loves a good behind-the-scenes story! Connect with Jason and Jordan: 🌐 📧 Email: 📘 Facebook: Green Side Up 📸 📸 Visit Our Businesses: 🌿 🌳 Save with SingleOps: 💸 Mention Green Side Up or use this link to get $500 off your SingleOps subscription: 👉 Sponsors & Partners: 🎥 (@imintriguemedia) 📍 Podcast Produced by: 🎧 (@mrproducerusa)
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Ep 92. Scammed and Slammed: Don't Drink and Drive
10/02/2025
Ep 92. Scammed and Slammed: Don't Drink and Drive
Join Jason and Jordan as they kick off another early-morning episode live from the Sky Frog Kitchen. This week, the Green Side Up Podcast dives into lively tales of alligator hunting adventures, from pre-dawn wake-up calls to boat mishaps and celebrating a record 11-foot, 7-inch catch. The guys share a cautionary tale about falling victim to a sophisticated phone scam—don’t miss their essential public service announcement! On the business side, they discuss the importance of shop organization, the saga of accumulating hundreds of sod pallets, and building strong company culture after making tough decisions with team members. Jason gives an inside look at the flourishing Firefly RV Resort project, including major lot sales and plans for future development. Listen in for camaraderie, hard-won business lessons, a sneak peek at upcoming industry events, and plenty of humor as Jason and Jordan juggle work, family, and life’s unexpected curveballs. If you love landscaping, entrepreneurship, or just great storytelling, this episode is not to be missed! Connect with Jason and Jordan: 🌐 📧 Email: 📘 Facebook: Green Side Up 📸 📸 Visit Our Businesses: 🌿 🌳 Save with SingleOps: 💸 Mention Green Side Up or use this link to get $500 off your SingleOps subscription: 👉 Sponsors & Partners: 🎥 (@imintriguemedia) 📍 Podcast Produced by: 🎧 (@mrproducerusa)
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Ep 91. Poopin' on the Clock, Bar Golf, and Swamp Stories
09/25/2025
Ep 91. Poopin' on the Clock, Bar Golf, and Swamp Stories
Join 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: 🌐 📧 Email: 📘 Facebook: Green Side Up 📸 📸 Visit Our Businesses: 🌿 🌳 Save with SingleOps: 💸 Mention Green Side Up or use this link to get $500 off your SingleOps subscription: 👉 Sponsors & Partners: 🎥 (@imintriguemedia) 📍 Podcast Produced by: 🎧 (@mrproducerusa)
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Ep 90. 5 Marketing Mistakes Green Industry Entrepreneurs are Making
09/18/2025
Ep 90. 5 Marketing Mistakes Green Industry Entrepreneurs are Making
Unlock the secrets to marketing success in the Green Industry with this insightful episode featuring Rob Murray, co-founder and CEO of . Recorded live at the Knowledge College session, Rob shares hard-earned lessons from 15+ years of empowering home improvement businesses. Discover the five most common marketing mistakes, why Google reviews are your secret weapon, and how to leverage video and AI to stand out in a crowded market. Rob’s engaging storytelling and practical strategies will help you build systems for predictable growth, connect with your ideal customers, and elevate your business to the next level. Whether you’re a landscape professional or a marketing enthusiast, this episode is packed with actionable tips and inspiration you won’t want to miss! Connect with Jason and Jordan: 🌐 📧 Email: 📘 Facebook: Green Side Up 📸 📸 Visit Our Businesses: 🌿 🌳 Save with SingleOps: 💸 Mention Green Side Up or use this link to get $500 off your SingleOps subscription: 👉 Sponsors & Partners: 🎥 (@imintriguemedia) 📍 Podcast Produced by: 🎧 (@mrproducerusa)
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Ep 89. Alligators, Expos, and ICE Deportation
09/11/2025
Ep 89. Alligators, Expos, and ICE Deportation
Join 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: 🌐 📧 Email: 📘 Facebook: Green Side Up 📸 📸 Visit Our Businesses: 🌿 🌳 Save with SingleOps: 💸 Mention Green Side Up or use this link to get $500 off your SingleOps subscription: 👉 Sponsors & Partners: 🎥 (@imintriguemedia) 📍 Podcast Produced by: 🎧 (@mrproducerusa)
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Ep 88. Cultivating Success: The Williams Nursery Story
09/04/2025
Ep 88. Cultivating Success: The Williams Nursery Story
Jordan reconnects with his college roommate, Justin Williams, at the Landscape Show in Orlando for a lively and insightful episode of the Green Side Up podcast. Together, they reminisce about their days studying horticulture, share stories from their time as roommates, and dive deep into the evolution of —a thriving family business in Jacksonville, Florida. Justin discusses the challenges and rewards of running a wholesale and retail plant nursery, the importance of customer service, adapting to industry changes, and maintaining a healthy work-life balance. Whether you’re passionate about plants, interested in the green industry, or love stories of family entrepreneurship, this episode offers a behind-the-scenes look at what it takes to grow a successful nursery business and keep it flourishing for generations. Connect with Jason and Jordan: 🌐 📧 Email: 📘 Facebook: Green Side Up 📸 📸 Visit Our Businesses: 🌿 🌳 Save with SingleOps: 💸 Mention Green Side Up or use this link to get $500 off your SingleOps subscription: 👉 Sponsors & Partners: 🎥 (@imintriguemedia) 📍 Podcast Produced by: 🎧 (@mrproducerusa)
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