Elephant Hunting: How to Land and Keep Big Clients w/ Steve Wheatcroft

Jul 22, 2025 | 52:00 MIN
Subscribe to the Show
YouTube
Spotify
Apple Podcasts

About this episode:

You don’t scale a landscape company past $30M without learning how to hunt elephants and survive the feast.

In this episode, we sit down with Steve Wheatcroft, founder of ULS and now a LeanScaper advisor, to unpack the high-stakes game of enterprise sales in landscaping. From university project to $100M powerhouse, Steve built ULS by mastering the art of landing massive municipal, institutional, and retail contracts and living to tell the tale.

We dig deep into:
• What it really takes to win big clients (and why most landscapers screw it up)
• How elephant hunting nearly killed his business and what systems saved it
• The three core risks that come with big revenue jumps (cash, complexity, talent)
• How to know if you’re ready or if that elephant will eat you alive
• His step-by-step sales strategy and what most entrepreneurs get wrong in the bid cycle This one’s not theory. It’s hard-earned wisdom from a guy who’s done it, exited, and is now helping the next generation do it smarter. If you’re serious about scaling this is your roadmap.

Meet LeanScaper.AI
The first AI operating system built for the landscaping industry
Click to Learn More
 Ask LeanScaper.AI anything...