Rephonic
Artwork for Green Side Up
Landscape Rodeo
Intrigue Media
Mitagrow
Plant Health Care
Skyfrog Landscape
Google Reviews
Independent Tree Service
Liveswitch
Debris Hauling Pricing
Sales Process
Biochar
Gainesville
Wilcox Nursery & Landscape
Permaloc
Profit Builder
Equip Expo
Social Media Marketing
Marketing
Tampa
Arboriculture

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

PublishesWeeklyEpisodes148Founded3 years ago
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EntrepreneurshipBusiness

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Artwork for Green Side Up

Latest Episodes

On day two of Equip Expo, the Green Side Up Podcast welcomes returning guest Mark Masseo of Masseo Landscape for a conversation recorded from his RV at the Kentucky Exposition Center. Mark shares how his business has grown from landscape work into de... more

Recorded live at the Equip Expo in Louisville, this episode of The Green Side Up features business coach and industry consultant Jeffrey Scott discussing how landscape companies can scale with focus, strong organizational structure, financial plannin... more

On this episode of the Green Side Up Podcast, Jason and Jordan welcome Adam Cottrell of Eco Maintenance, a Vancouver-based landscaping company. Adam shares why he shifted from landscape construction to maintenance, how his team handles snow and ice w... more

In this episode of the Green Side Up Podcast, Jordan and Jason dig into the numbers behind debris hauling, including a nine-week cost review that revealed a significant loss and prompted a temporary pricing adjustment while they work toward a more ac... more

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Recent Guests

Jeffrey Scott
Business coach and industry consultant for landscape companies
Episode: Ep 147. Jeffrey Scott on Scaling, Recruiting, and Financial Mastery
Adam Cottrell
Owner of a Vancouver landscaping company specializing in maintenance and snow and ice removal
Eco Maintenance
Episode: Ep 146. Making the Shift: Why Adam Cottrell Chose Landscape Maintenance
Kevin Battistoni
Representative from Hunter Irrigation
Hunter Irrigation
Episode: Ep 142. Trench Talk Tactics: Flat Rate, CRMs, and Social Media That Actually Converts
Tony Bass
Industry speaker and entrepreneur invited to share expertise on marketing and business education
Super Lawn Trucks / Profit Builder speaker
Episode: Ep 139. Get More Customers in Less Time: Marketing and Money Talk with Tony Bass
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

Hosts

Jason Lee
Landscaper and entrepreneur in the green industry
Jordan Upcavage
Tree care business owner and entrepreneur

Reviews

5.0 out of 5 stars from 54 ratings
  • πŸ‘πŸΌ

    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 States3 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.

Listeners praise the hosts' practical knowledge of arboriculture, commercial tree work, and landscaping.
The conversations are described as entertaining and educational, with useful real-world advice for entrepreneurs.
The hosts' firsthand experience and stories of overcoming business challenges are seen as valuable.
Listeners appreciate the hosts' personal and professional commitment to their communities.

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Talking Points

Recent interactions between the hosts and their guests.

Ep 147. Jeffrey Scott on Scaling, Recruiting, and Financial Mastery
Q: Can you explain throughput?
Scott defines it as revenue minus subcontractors, materials, and sometimes rentals, divided by direct labor hours. It measures the dollars generated per labor hour.
Ep 147. Jeffrey Scott on Scaling, Recruiting, and Financial Mastery
Q: How do I take my $4 million business to $10 million?
Scott recommends focusing on a niche, building an organizational structure suited to the target size, creating a financial roadmap, becoming a destination company through active and passive recruiting, and finding the owner's best role in the business.
Ep 146. Making the Shift: Why Adam Cottrell Chose Landscape Maintenance
Q: How do you make the brine?
Cottrell says the company mixes bulk salt with water and applies it using a homemade system built around 100-gallon IBC totes, pumps, solenoids, and a spray bar.
Ep 146. Making the Shift: Why Adam Cottrell Chose Landscape Maintenance
Q: What was the cause of that?
Cottrell says construction was difficult because of cash-flow volatility, challenges finding experienced workers, limited formal training in the industry, and battery-powered tools failing in the rainy climate.
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.

Audience Metrics

Listeners, social reach, demographics and more for this podcast.

Listeners per Episode
Gender Skew
Location
Interests
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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?

Candid conversations about building and running landscaping, tree care, and related outdoor-service businesses. Regular hosts Jason Lee, a landscaping entrepreneur, and Jordan Upcavage, a tree care business owner, share lessons from their own operations alongside discussions with contractors, consultants, marketers, and industry specialists. Topics range from estimating, pricing, hiring, cash flow, and scheduling to customer acquisition, software, irrigation, and emerging equipment.

The distinctive appeal is its mix of practical business tactics and unvarnished accounts of the pressures owners face, including weather disruptions, staffing, difficult bids, and financial missteps. Guests typically bring direct experience growing a green-indu... more

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How many listeners does Green Side Up get?

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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. The Mulder Life Podcast
3. Kid Contractor Podcast with Caleb Auman
4. The Green Grind Podcast
5. Profits with Pajak

How many episodes of Green Side Up are there?

Green Side Up launched 3 years ago and published 148 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. Jeffrey Scott
2. Adam Cottrell
3. Kevin Battistoni
4. Tony Bass
5. Vanessa McQuade
6. Neil Glatt
7. Mike Garvey
8. Zack Farr

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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