Sales made Simple for Outdoor Living Pros, Landscapers and Hardscapers (formerly Outerspaces)

Joshua Gillow
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8 snips
Dec 3, 2025 • 11min

Why Traditional Pitch-Heavy Sales Won’t Help You Close High-Ticket Outdoor Living Projects

Struggling to close high-ticket outdoor projects? Discover the art of listening more and talking less to build client trust. Learn why clients prefer to prove you're the right choice for them, rather than being sold. Explore the hidden emotional drivers behind their decisions and how silence can reveal their true pain points. Joshua challenges you to speak just 30% of the time and ask bold questions. Embrace this listening-first approach to transform your sales strategy and secure better deals with ease.
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7 snips
Dec 1, 2025 • 24min

How to Build a Successful Outdoor Living Business Without Sacrificing Your Sanity or Your Soul w/ Chris Cooper

In this engaging discussion, Chris Cooper, founder of Vine and Compass and outdoor living industry coach, opens up about his transformative journey from trauma to purpose. He emphasizes how clarity and structure in business can lead to true freedom, allowing professionals to prioritize life over work. Chris shares insights on overcoming burdens, the importance of vulnerability in healing, and how serving others can redefine one's purpose. This episode is a refreshing reminder that business can—and should—serve your life, not consume it.
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9 snips
Nov 26, 2025 • 22min

Why Purpose Outlasts Revenue in the Long Run for Outdoor Living Pros w/ Chris Cooper

Chris Cooper, a business coach for the green industry, shares his insights on creating purpose-driven success using his COMPASS framework. He emphasizes the importance of financial clarity to alleviate stress and transform chaotic business practices. The discussion highlights how confronting emotional barriers around budgeting can lead to long-term relief. Chris also explores the role of faith in anchoring purpose and promoting peace in leadership, urging outdoor living professionals to shift from busyness to intentionality in their work.
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12 snips
Nov 24, 2025 • 23min

Why Your Pride Might Be the Reason You’re Burning Out as an Outdoor Living Pro w/ Chris Cooper

Chris Cooper, a coach and founder of Vine & Compass, shares insights on burnout in the outdoor living industry. He reveals that burnout is driven more by misalignment and isolation than long hours. The conversation tackles pride and the difficulty many men face in seeking help, critiquing the 'grind' culture prevalent in the field. Chris emphasizes the need for effective delegation and restructuring tasks to reduce stress. Listeners gain practical tools to reclaim their time and find purpose, ultimately leading to a more sustainable and fulfilling business.
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9 snips
Nov 19, 2025 • 29min

Building an Outdoor Living Business That Supports Your Faith, Family & Future w/ Chris Cooper

In this engaging conversation, Chris Cooper, a Green-industry consultant and founder of Vine and Compass, shares how he transformed chaos into structure after a turbulent upbringing and military service. He highlights the freedom that structure brings to creativity, debunking myths that it stifles innovation. Chris introduces a weekly reset habit to reduce stress and reclaim time for faith and family. Discover how intentional planning and time-blocking can safeguard personal values while building a profitable business in landscaping.
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9 snips
Nov 17, 2025 • 14min

Why Ignoring Mission and Values Might Be the Reason Your Hardscapers Keep Quitting

Explore why redefining mission, vision, and values is crucial for outdoor living businesses, especially during winter. Discover how a clear purpose can shift a company from survival mode to thriving. Learn practical steps to run engaging workshops with your team, ensuring everyone feels valued and aligned. Understand the importance of legacy and how purpose drives decisions beyond just profits. Join the conversation about preventing burnout and creating a motivated, purpose-driven culture that leads to long-term growth.
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Nov 12, 2025 • 27min

Stop Calling Winter a Break. It’s the Most Valuable Season You’re Wasting as an Outdoor Living Pro

Schedule a Meeting with Joshua TODAY!Do you treat winter like downtime — or as the secret weapon that could set up your most profitable year ever?While most contractors kick back after the season ends, Joshua Gillow challenges you to do the opposite. In this episode, he reveals why the off-season is the perfect time to overhaul your systems, sharpen your team, and fix the inefficiencies that drain profits all summer long.You will:Learn how to transform winter from a “dead season” into your business’s most productive growth window.Discover simple systems and SOPs that save time, reduce chaos, and empower your crew.Find out how to use education, leadership development, and communication to strengthen your entire company before spring.Tune in now to discover how to use your off-season to grow your people, your systems, and your profits — so next year isn’t just a repeat, it’s your biggest leap forward.Connect with Joshua at:The WebsiteThe Facebook GroupSales Master ClassesHow to work with Joshua - https://yes.express/apply/Tune into this podcast where a seasoned craftsman shares expert communication skills, strategies for overcoming stress and overwhelm, and insights on building a profitable business in landscaping and hardscaping, with tips on how to sell, close more deals, and achieve financial freedom to retire early as a successful business owner in the design/build and outdoor living industry.
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6 snips
Nov 10, 2025 • 19min

How To Use the Off-Season To Rebuild Your Mission, Vision, and Values and Lead With Purpose Again

Reconnect with your company’s mission, vision, and values during the off-season to inspire your team. Explore the importance of celebrating wins over chasing money and the role of community in overcoming struggles. Joshua shares tips for creating a celebration wall to boost morale and combat negativity. Learn how visual tools can help you maintain focus and perspective. Embrace seasonal changes to refuel your soul and lead with purpose, ensuring your team remains aligned and motivated.
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Nov 5, 2025 • 6min

Why Being the “Hero” in Your Landscaping Business Is the Fastest Path to Burnout

Schedule a Meeting with Joshua TODAY!Are you running on fumes, juggling business chaos while watching your family drift further away? This episode dives into the silent crisis most entrepreneurs face — building a business that depends on their chaos. You’ll uncover how the constant “firefighting” mindset quietly erodes your energy, your marriage, and your sense of purpose, even as you convince yourself you’re doing it all for them.You will:Discover why your need to be the fixer is actually sabotaging your success.Learn how to build systems that free you from constant crisis mode.Hear how redefining your identity can reignite your relationships, restore your health, and renew your purpose. Press play now to learn how to stop running on empty, reclaim your peace, and lead with purpose — both at home and in business.Connect with Joshua at:The WebsiteThe Facebook GroupSales Master ClassesHow to work with Joshua - https://yes.express/apply/Tune into this podcast where a seasoned craftsman shares expert communication skills, strategies for overcoming stress and overwhelm, and insights on building a profitable business in landscaping and hardscaping, with tips on how to sell, close more deals, and achieve financial freedom to retire early as a successful business owner in the design/build and outdoor living industry.
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Nov 3, 2025 • 11min

The Mindset Shift Every Outdoor Living Pro Needs to Start Closing Bigger Projects

Schedule a Meeting with Joshua TODAY!Do you ever walk into a client meeting already convinced they can’t afford your work—or that you’re not “good enough” to close the deal? In this episode, Joshua Gillow exposes how the real battle in sales isn’t with clients—it’s in your own mind. If you’ve been lowering prices to be liked, rushing the close, or letting fear dictate your conversations, this episode will show you how to stop sabotaging your own success.You will:Discover the “Three C’s” method to catch, challenge, and change the negative inner voice wrecking your confidence.Learn how to replace self-doubt with presence so clients instantly feel your value and trust you.Master a simple mindset flip that helps you walk into every sales meeting like your client has already said “yes.” Listen now to learn how to silence your inner saboteur, rewrite your sales story, and start closing deals with unshakable confidence.Connect with Joshua at:The WebsiteThe Facebook GroupSales Master ClassesHow to work with Joshua - https://yes.express/apply/Tune into this podcast where a seasoned craftsman shares expert communication skills, strategies for overcoming stress and overwhelm, and insights on building a profitable business in landscaping and hardscaping, with tips on how to sell, close more deals, and achieve financial freedom to retire early as a successful business owner in the design/build and outdoor living industry.

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