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 SCHEDULE OF EVENTS
THOUGHT LEADERS RETREAT 2025
INSIGHT + IMPACT

*Times, subjects, and speakers are subject to change.

MONDAY

JULY 28, 2025

12:00 – 5:00 pm

Badge Pick-up / Information
Grand Ballroom Foyer

 

2:00 – 3:00 pm

Newcomer's Networking Reception
Grand Ballroom B

Embark on your conference journey with a warm welcome at our Newcomer's Networking Session! Join us as we roll out the red carpet for first-time attendees, providing the perfect platform to mingle, connect, and kick-start your conference experience. Network with fellow newcomers and seasoned veterans alike, exchanging insights, forging new friendships, and laying the groundwork for a fruitful event ahead.

 

3:15 – 3:45 pm

Opening Session
Grand Ballroom B

Join us as we set the stage for a memorable event, filled with inspiration, innovation, and endless possibilities. Welcome esteemed speakers, industry leaders, and passionate participants; connect with friends and hear about all that’s new at this year's retreat.

 

3:45 – 4:45 pm

Plenary Session
To Be Announced

 

4:45-5:00 pm

Networking Break
Grand Ballroom Foyer

 

5:00 – 6:30 pm

How to Sustain a Relevant Culture
Grand Ballroom B

In this engaging and entertaining keynote, Ross Shafer explores the key factors that keep workplace culture relevant and thriving in today’s fast-changing world. Attendees will gain actionable insights on:

  • Embracing Change: Culture is a moving target. Ross will inspire teams to break free from complacency and cultivate an endless supply of fresh ideas to stay agile and innovative.
  • Evolving Customer Expectations: Learn how to prevent costly missteps that drive customers away. Ross shares insights from No More Customer Friction on turning customer satisfaction into loyalty. (A deeper dive into this topic is available in a breakout session.)
  • The Secret to Building Strong Relationships: Discover how to blend personal connection with AI and CRM tools to create trust and rapport.
  • Defining Moments that Shape Loyalty: Understand how final interactions influence customer perception and why asking for feedback the wrong way can backfire.

Leave with practical strategies to keep your culture dynamic, relevant, and customer-focused.

 Ross Shafer

Keynote Speaker

 

6:30 – 9:30 pm

Industry Partner Showcase
Grand Ballroom Foyer

Join us for a spectacular Happy Hour & Dinner Reception celebrating our industry partners! Connect with fellow attendees, discover innovative products, and build valuable relationships—all while enjoying delicious food and drinks. Don't miss this chance to elevate your networking experience!

 

9:30 pm - Onwards

Late Night Networking
Edge Corner Bar

Savor the end of the day while recapping all the insights, fun, and new ideas with fellow attendees over a hosted bar behind the velvet rope before retiring for the evening.

TUESDAY

JULY 29, 2025

6:00 – 6:45 am

Rise & Run
Meet in Hotel Lobby

Start your day with an energizing morning group run before breakfast. Whether you’re a seasoned runner or just looking for a refreshing way to wake up, this casual-paced run offers a great opportunity to get moving, take in the city, and connect with fellow attendees. Lace up your shoes and join us for a scenic start to the day—no pressure, just good company and fresh air!

 

7:30 – 8:30 am

Power Breakfast
Grand Ballroom B

Start your day with a dynamic networking breakfast! Choose a table based on the topic that interests you most—topics and facilitators will be available in advance. As you enter, enjoy a delicious spread while engaging in meaningful discussions with fellow attendees. This relaxed, interactive setting is the perfect way to fuel up, exchange ideas, and make valuable connections before a full day of learning and inspiration.

 

8:30 – 8:45 am

Networking Break
Grand Ballroom Foyer

 

8:45 – 9:45 am

Unlocking Business Success with EOS: A Proven Framework for Growth
Grand Ballroom A

Discover how the Entrepreneurial Operating System (EOS) can transform your business by providing a clear, structured approach to leadership, accountability, and growth. This session will explore why EOS works, the key benefits organizations experience, and the challenges leaders may encounter along the way. You’ll gain insight into the typical EOS implementation journey, including practical steps for integrating its principles into your company’s daily operations. Whether you’re new to EOS or looking to refine your approach, this session will provide valuable strategies to help you build a more focused, aligned, and high-performing organization.

Anastasia Toomey

Founder and CEO, Front Porch Consulting

 

8:45 – 9:45 am

Scaling Innovation: Turning Autonomous Mowing & Electric Equipment into Competitive Advantage
Grand Ballroom B

Piloting new technology is easy—scaling it for real impact is the challenge. For companies investing in autonomous mowers and electric equipment, success hinges on more than just the technology itself—it requires strategic change management. This session will provide executives with a framework for operationalizing innovation, overcoming internal resistance, and driving adoption in a way that enhances efficiency, profitability, and long-term competitiveness.

Billy Otteman

VP of Brand + Customer, Scythe Robotics

 

9:45 – 10:00 am

Networking Break
Grand Ballroom Foyer

 

10:00 – 11:00 am

The Employer of Choice
Grand Ballroom B

What makes a company stand out to top college graduates? In this interactive session, Professor Phil Allen, head of the Landscape Management Program at BYU, shares research-backed insights on attracting and retaining the next generation of industry leaders. Through real-world case studies and small group discussions, attendees will explore key factors that make an employer desirable—from workplace culture and career development to leadership and company values. Walk away with actionable strategies to position your company as the employer of choice for emerging talent.

Phil Allen, Ph.D., CLP

Professor, Bringham Young University

 

10:00 – 11:00 am

Work, Life, and Travel: The Key to Sustainable Success
Grand Ballroom A

In today’s fast-paced world, the pressure to work longer hours and sacrifice personal time can feel unavoidable—but research and real-world experience prove otherwise. Achieving work-life balance isn’t just about personal well-being; it’s a crucial driver of business success.

This session will explore why working smarter—not longer—leads to increased productivity, reduced burnout, and greater innovation. You’ll discover how integrating travel into your life can recharge your mindset, spark creativity, and expand your professional network. Learn how top leaders design a life that prioritizes both personal fulfillment and business growth and walk away with actionable strategies from the MilesMentor Course to help you create the ideal lifestyle while maximizing business success.

If you’re ready to redefine success on your terms, this session will provide the roadmap to a thriving career, fulfilling personal life, and unforgettable travel experiences.

Anastasia Toomey

Founder and CEO, Front Porch Consulting

 

11:00 – 11:15 am

Networking Break
Grand Ballroom Foyer

 

11:15 – 12:30 pm

The Political Landscape
Grand Ballroom B

Gain useful insights from the green industry's foremost advocate! Join us for an essential session where we'll explore the ever-evolving statutory, regulatory, and political terrain and its direct impact on your business—from federal policies down to local ordinances. Discover the latest updates on crucial issues shaping our industry, from H2B regulations to the rising tide of regulatory demands. Get actionable strategies on how you can actively support and engage to safeguard your business interests. Don't miss this invaluable opportunity to navigate the landscape effectively and ensure your business thrives in today's dynamic environment!

Andrew Bray

Sr. Vice President, Government Relations, National Association of Landscape Professionals

 

12:30 – 1:30 pm

Landscaper’s Trivia Showdown: Test Your Knowledge & Network
3rd Floor Terrace

Join us outside for a friendly yet competitive networking event that will put your landscaping knowledge to the test! This interactive trivia game will challenge you with questions covering all things landscaping: history, industry news, trends, business strategies, and even landscaping in pop culture.

Come with a team or we’ll find you one so you can battle for bragging rights and prizes while making valuable connections with fellow industry leaders. Whether you're a trivia master or just in it for fun, this event is the perfect way to mix networking with a little friendly competition—all against the stunning backdrop of the Denver skyline.

Think you’ve got what it takes to be the ultimate Landscaper’s Trivia Champion? Let’s find out!

 

1:30 – 4:30 pm

Network & Chill
3rd Floor Terrace & Pool Deck

Join us for an afternoon of business brilliance and poolside networking set against stunning views of the city’s skyline! Dive into meaningful connections, enjoy yard games, and discuss business at your own pace in a laid-back atmosphere.

 

6:00 – 9:00 pm

Thought Leaders Dinner and Reception
3rd Floor Terrace

Enjoy cocktails, dinner, and great company while soaking in the Denver skyline. Whether you’re looking to continue discussions from the day’s sessions or simply unwind after some friendly competition. No pressure, no pitches—just a casual, welcoming environment to connect, recharge, and get ready for another great day at TLR.

9:00 pm - Onwards

Late Night Networking
Edge Corner Bar

Savor the end of the day while recapping all the insights, fun, and new ideas with fellow attendees over a hosted bar behind the velvet rope before retiring for the evening.

WEDNESDAY

JULY 30, 2025

6:00 – 6:45 am

Rise & Run
Meet in Hotel Lobby

Start your day with an energizing morning group run before breakfast. Whether you’re a seasoned runner or just looking for a refreshing way to wake up, this casual-paced run offers a great opportunity to get moving, take in the city, and connect with fellow attendees. Lace up your shoes and join us for a scenic start to the day—no pressure, just good company and fresh air!

 

7:30 – 8:30 am

Power Breakfast
Grand Ballroom B

Start your day with a dynamic networking breakfast! Choose a table based on the topic that interests you most—topics and facilitators will be available in advance. As you enter, enjoy a delicious spread while engaging in meaningful discussions with fellow attendees. This relaxed, interactive setting is the perfect way to fuel up, exchange ideas, and make valuable connections before a full day of learning and inspiration.

 

8:30 – 8:45 am

Networking Break
Grand Ballroom Foyer

 

8:45 – 9:45 am

Our EOS and Open Book Management Journey
Grand Ballroom B

Hear James Terry share his company’s journey of implementing EOS and Open Book Management. From the challenges and breakthroughs to the lessons learned along the way, they’ll provide an inside look at how these systems have transformed his team and business. Gain practical insights on leadership, transparency, and accountability, and discover the real-world benefits of aligning your team for success.

James Terry

President, Terry’s Landscape

Brett Burgin

Director of Business Development, Terry’s Landscape

 

8:45 – 9:45 am

Protecting What You've Built: Asset Protection Strategies for Business Owners and Entrepreneurs
Grand Ballroom A

In today’s litigious and unpredictable world, safeguarding your personal and business assets is essential. This session explores proven asset protection strategies designed to preserve both generational wealth and ongoing business viability. Tailored for entrepreneurs and business owners, we’ll cover legal structures, trust planning, and risk mitigation tools to help you build a fortress around what matters most—your family, your future, and your legacy.

Nate Birkholz, JD

Senior Advisor, Dew Wealth Management

 

9:45 – 10:00 am

Networking Break
Grand Ballroom Foyer

 

10:00 – 11:00 am

Communicating Hard Messages
Grand Ballroom A

Tough conversations are inevitable in the workplace, but when handled effectively, they can drive accountability, strengthen relationships, and foster a culture of growth and respect. This session will provide practical strategies for navigating challenging discussions with confidence and clarity. Learn how to address performance issues, set clear expectations, and give constructive feedback while maintaining trust and professionalism. Whether you're a leader, manager, or team member, you'll gain actionable tools to turn difficult conversations into opportunities for positive change.

Shelia Matthews

Chief People Officer, WILSON360

 

10:00 – 11:00 am

Leading with Impact: The Power of Giving Back
Grand Ballroom B

True leadership extends beyond the workplace. The most successful leaders understand that giving back—to their community, industry, and team—is not just a responsibility, but a key to long-term success and fulfillment.

This session will explore how investing time, talent, and resources can create a lasting impact, strengthen company culture, and drive meaningful connections. Learn how businesses and individuals can integrate philanthropy, mentorship, and industry leadership into their mission while achieving sustainable growth.

Through real-world examples and actionable insights, you’ll gain strategies to make giving back a core part of your leadership approach—whether through community initiatives, industry mentorship, or supporting the next generation of leaders within your organization.

Join us for an inspiring discussion on how purpose-driven leadership fosters stronger businesses, engaged teams, and thriving communities.

Bob Grover

President, Pacific Landscape Management

 

11:00 – 11:15 am

Networking Break
Grand Ballroom Foyer

 

11:15 – 12:30 pm

Lessons Learned from a Life in Landscaping
Grand Ballroom B

Join Bruce as he shares insights from his 50-year career on the key drivers of success in both life and business. While some principles apply to both, others are uniquely tailored to each realm. This session will provide practical recommendations to help you enhance personal fulfillment and drive better business outcomes. Walk away with actionable strategies to boost happiness and success in all aspects of your life.

Bruce Wilson

Founder / Visionary, WILSON360

 

12:15 – 4:00 pm

Weathermatic + Wilson360 Workshop: Strategic Growth & Financial Mastery for Landscape Businesses
TBA

Key Focus Areas:

1. Vision-Driven Growth – Defining long-term goals, strategic planning frameworks, and creating a roadmap for scaling.

2. Financial Performance & Profitability – Understanding the five key financial metrics a landscape owner should be reviewing weekly (gross margin, EBITDA, cash flow, Labor %, sale pipeline).

3. Smart Capital Allocation – When to reinvest in equipment, technology, or people, and how to fund expansion.

4. Leveraging SmartLink & Technology for ROI – The financial impact of smart irrigation and automation in landscaping.

*This is a ticketed event. For additional information, kindly email arvyn@wilson-360.com.

 

*Schedule subject to change