Vote Live, Learn What’s Working Now, and Win Over $1,000 in Prizes
Lyons, CO — On Thursday, October 9th, the landscaping industry will come together for one of the most impactful events of the year—Landscape Leader of the Year 2025. In this live online competition, three landscape business owners will present their best ideas, compete for the title, and give you a behind-the-scenes look at what’s driving growth right now.
Hosted by Jack Jostes, CEO of Ramblin Jackson and host of The Landscaper’s Guide to Modern Sales & Marketing, this free livestream is more than just a webinar—it’s an interactive, high-energy event packed with valuable takeaways, live voting, and real-time networking.
What You’ll Experience LIVE on October 9th: Vote for the 2025 Landscape Leader of the Year. Your vote decides the winner. Discover proven strategies from real contractors who are achieving results right now. Win exclusive giveaways worth over $1,000—only available to the live audience. Plus, join our fan-favorite Pizza Lunch with Jack Jostes, where we're treating registered attendees to pizza on us.
“I’m excited to inspire the landscape industry with new ideas on sales, marketing, and leadership—and even more excited to see which of these three finalists takes home the belt,” said Jack Jostes, CEO of Ramblin Jackson, the Snow and Landscape Marketing Agency with over 300 clients nationwide.
Meet the 2025 Finalists:
Michael Fisher – Dutchies Stoneworks & Outdoor Living
Presentation: From Price-Shoppers to Premium Clients
Discover how Dutchies transformed their sales with a high-converting website that filters out tire-kickers and attracts dream clients.
“Our site now does the heavy lifting—freeing up our time and letting us focus on building remarkable outdoor spaces.”
– Michael Fisher
Dominick DePadre – Tri Valley Landscaping
Presentation: Building a Culture That Fuels Growth
Dominick will share how a positive team culture has driven hiring, retention, and long-term growth.
“Creating a place where people love coming to work changed everything. Our team—and our results—are stronger than ever.”
– Dominick DePadre
Stuart Ward – Buckhead Landscape and Design
Presentation: Defining and Developing an Effective Sales Process
Stuart reveals how a clearly defined sales process helped him grow, hire strategically, and close high-value jobs.
“A real sales process brought structure and clarity to our business—and helped us grow with confidence.”
– Stuart Ward
The Winner’s Week Experience:
The finalists will fly to Colorado for a full week of business strategy, mastermind sessions, and media production with Ramblin Jackson. Broadcast live from the Ramblin Jackson Video Studio in Lyons, CO with state-of-the art lighting, audio, and livestream technology, the event gives the audience a front-row seat to the strategies these companies are using to lead, market, and scale.
Event Agenda – Thursday, October 9th (MT):
9:00 AM – Welcome with Jack Jostes
9:05 AM – Michael Fisher: From Price-Shoppers to Premium Clients
9:20 AM – Dominick DePadre: Building a Culture That Fuels Growth
9:35 AM – Stuart Ward: Defining and Developing a Sales Process
9:50 AM – Live Prizes + VOTE for the Landscape Leader of the Year
10:00 AM – Optional Pizza Lunch – Chat and eat with Jack and attendees
Last year’s Landscape Leader of the Year title was awarded to Scott Lawn of Greenway Landscape Design & Build for his presentation, “How Reading and Leading Are the Keys to Landscape Success.” Scott’s insights on leadership development and continuous learning stood out among a strong field of finalists, earning him the championship belt and a $500 donation to the nonprofit of his choice.
All registrants will receive immediate access to Ramblin Jackson’s Instant Marketing Diagnostic, a tool designed to help landscape business owners evaluate and improve key areas such as website performance, sales processes, and lead generation.
How to Attend: Reserve your spot for free at www.landscapersguide.com/leader
Space is limited. Pizza and prizes only available to live attendees.