Green Side Up
Green Side Up
Jason Lee & Jordan Upcavage
Ep 111. Kicking off 2026: Water Main Craters, Lost HOAs, and Marketing ROI
1 hour 9 minutes Posted Feb 12, 2026 at 9:00 am.
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Show notes

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: https://thelandscaperodeo.com/

Connect with Jason and Jordan:
🌐 Green Side Up Podcast Website
📧 Email: [email protected]
📘 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)