Rephonic
Artwork for Green Side Up
Landscape Rodeo
Mitagrow
Intrigue Media
Google Reviews
Skyfrog Landscape
Plant Health Care
Liveswitch
Independent Tree Service
Sales Process
Biochar
Gainesville
Wilcox Nursery & Landscape
Permaloc
Equip Expo
Marketing
Tampa
Arboriculture
Arborist
Entrepreneurship
Soil Health

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... more

PublishesWeeklyEpisodes140Founded3 years ago
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EntrepreneurshipBusiness

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Artwork for Green Side Up

Latest Episodes

In this episode of Green Side Up, Jason and Jordan riff on late-summer grind, momentum, and why "if you're not appearing, you're disappearing" in the Green Industry. Jason shares what's happening at SkyFrog—from plant ID trainings and battling spurge... more

In this episode of the Green Side Up podcast, Jason and Jordan sit down with industry veteran Tony Bass of Super Lawn Trucks live from the Landscape Show in Orlando. Tony shares hard-won lessons from nearly four decades in the lawn and landscape indu... more

In this live episode of the Green Side Up Podcast from the Landscape Show 2026 inside the Super Lawn Truck Studios, Jason and Jordan sit down with Vanessa McQuade of Intrigue Media and Tyler from Cutz Landscaping Services in Orlando to explore how sm... more

In this episode of the Greenside Up podcast, Jason and Jordan catch up after a hectic summer of family time, vacations, and getting "back in the saddle" at work. They compare how leads are flowing heading into tropical season and unpack how a clunky ... more

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Recent Guests

Vanessa McQuade
Intrigue Media, Speaker and marketing strategist
Intrigue Media
Episode: Ep 138. Speed to Lead: How Small Landscape Companies Win with AI and Smart Marketing
Neil Glatt
Sales and Strategy Coach, founder of Neil Glatt Sales and Strategy
Neil Glatt Sales and Strategy
Episode: Ep 135. From Popcorn to $42M: Building a Sales Engine with Neal Glatt
Mike Garvey
From Side Hustle Podcast, partner in Coastal Fertilization & Weed Control
Side Hustle Podcast / Coastal Fertilization & Weed Control
Episode: Ep 133. Side Hustles, Lawn Care, and Kress Robots
Zack Farr
Co-founder and president of Biotech Applied Research
Biotech Applied Research
Episode: Ep 130. From Castrating Cows to Carbon‑Smart Soils: Biochar with Zack Farr
Marti Machado
Certified arborist, discussed as a guest on the show
Independent Tree Service
Episode: Ep 129. Selling Knowledge, Not Just Tree Work with Marti Machado
Zack Pitchford
Owner of Wilcox Nursery & Landscape; former Pitchford Design & Landscape
Wilcox Nursery & Landscape
Episode: Ep 127. From Pitchford Design to Wilcox Nursery: Zack's Leap from Operator to Owner
Mark Cohen
Representative/Executive at Permaloc
Permaloc
Episode: Ep 126. The Permaloc Playbook: From Steel to Aluminum
Jeffrey Scott
Founder of Jeffrey Scott Consulting, Destination Company seminar speaker
Jeffrey Scott Consulting
Episode: Ep 125. Family Business to Destination Company: Jeffrey Scott on Building Better Landscape Firms
Luke Lower
Co-founder, Sky Palm Studios (former separate business partner with Justin)
Sky Palm Studios
Episode: Ep 123. Partnership Done Right: Luke & Justin's Blueprint for Sky Palm Studios

Hosts

Jason Lee
Host of Green Side Up; seasoned landscaper
Jordan Upcavage
Co-host of Green Side Up; tree care expert

Reviews

5.0 out of 5 stars from 53 ratings
  • 👍🏼

    Top-notch guys. Really know their craft and the arborist industry overall.

    Apple Podcasts
    5
    Ryan Wood 1
    United States2 years ago
  • Best Podcast on Commercial Tree-work and Landscaping

    By listening to Greenside-Up, you will get the latest scoop on commercial tree-work and landscaping in Florida and elsewhere in the continental U.S. The topics vary wildly and are always entertaining and educational. Learn real-world tips from self-made professionals who overcame significant obstacles to become a leader in their industry.

    Apple Podcasts
    5
    Game Warden Bob
    United States2 years ago
  • Getting After it!

    Jason and Jordan are getting after it to leave a positive mark on their communities both personally and professionally. I’m digging their vision and commitment! Let’s Go

    Triplett

    Apple Podcasts
    5
    The Pond Digger
    United States2 years ago
  • Interesting!

    A very enjoyable podcast with helpful topics for the entrepreneur.

    Apple Podcasts
    5
    Faithful Friend
    United States3 years ago

Listeners Say

Key themes from listener reviews, highlighting what works and what could be improved about the show.

Vibrant coverage of commercial tree-work and landscaping with real-world tips
Top-notch guys who really know their craft and arboriculture
Entrepreneurial energy and commitment to community come through in episodes

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Young and Profiting (YAP) with Hala Taha: Entrepreneurship and Self-Improvement PodcastHala Taha | Entrepreneurship, Sales, Marketing | YAP Media Network
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Business MVPSammy Peterson

Talking Points

Recent interactions between the hosts and their guests.

Ep 138. Speed to Lead: How Small Landscape Companies Win with AI and Smart Marketing
Q: How can a small landscaping business start integrating AI with their existing CRM?
Start by mapping the key customer flow (lead capture, scheduling, follow-ups) and identify where AI prompts can automate repetitive tasks, such as drafting emails, scheduling, collecting reviews, and generating marketing content. Use an integrated CRM (like SynkedUp or SingleOps) with AI plugins, and begin with small, measurable pilots before expanding.
Ep 138. Speed to Lead: How Small Landscape Companies Win with AI and Smart Marketing
Q: What was Vanessa's talk about and why did Tyler attend?
Vanessa's talk centered on incorporating AI into marketing and sales for green industry businesses, emphasizing practical, non-threatening adoption to boost efficiency. Tyler attended to learn how AI and Intrigue Media could help accelerate lead generation and improve marketing operations.
Ep 109. Roths, 401(k)s & SIMPLE IRAs: Retirement Game Plan for Blue‑Collar Pros
Q: What is the advantage of a 401(k) for a business owner?
A 401(k) can allow higher contribution limits for the owner, and the owner can participate in the plan, sometimes with employer matching, which provides powerful tax planning and retirement savings as the business grows; it's more flexible but also more complex to administer.
Ep 109. Roths, 401(k)s & SIMPLE IRAs: Retirement Game Plan for Blue‑Collar Pros
Q: Why choose Roth over traditional IRA for a younger person?
Roth allows post-tax contributions with tax-free growth and tax-free withdrawals in retirement, which is especially beneficial when you expect to be in a higher tax bracket later or when tax policy is uncertain; it reduces future tax risk.
Ep 112. From Fanboy to BDM: Eric's Gravely Journey and Growth Playbook
Q: How long have you been with Gravely?
Eric explains he has been with Gravely for just over a year, coming from a background in business development at a large landscaper and other family-owned firms, and now focusing on growing the Gravely brand across multiple states.

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Frequently Asked Questions About Green Side Up

What is Green Side Up about and what kind of topics does it cover?

Two seasoned hosts in the green industry share practical, field-tested advice for growing and operating landscaping and tree-care businesses. Episodes frequently center on building scalable sales processes, bidding and project pricing for large jobs, leadership and team development, and balancing operations with personal/community commitments. Guests range from industry veterans to rising founders who discuss real-world challenges like weather-driven seasons, knowledge-based selling, partnerships, and innovation in services and equipment. Listeners likely include business owners, operators, and managers seeking concrete tactics, educational frameworks, and actionable takeaways to attract customers, optimize profitability, and scale sustaina... more

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Which podcasts are similar to Green Side Up?

These podcasts share a similar audience with Green Side Up:

1. Not Our Finest Hour
2. Kid Contractor Podcast with Caleb Auman
3. The Mulder Life Podcast
4. The Green Grind Podcast
5. How to Hardscape

How many episodes of Green Side Up are there?

Green Side Up launched 3 years ago and published 140 episodes to date. You can find more information about this podcast including rankings, audience demographics and engagement in our podcast database.

How do I contact Green Side Up?

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What guests have appeared on Green Side Up?

Recent guests on Green Side Up include:

1. Vanessa McQuade
2. Neil Glatt
3. Mike Garvey
4. Zack Farr
5. Marti Machado
6. Zack Pitchford
7. Mark Cohen
8. Jeffrey Scott

To view more recent guests and their details, simply upgrade your Rephonic account. You'll also get access to a typical guest profile to help you decide if the show is worth pitching.

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