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

Joshua Gillow
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10 snips
Dec 17, 2025 • 30min

The Financial Discipline Landscapers and Hardscapers Need Heading Into 2026 w/ Financial Expert, Greg Crabtree

In this insightful conversation, financial expert Greg Crabtree, founder of Simple Numbers, shares his expertise with outdoor living professionals. He emphasizes the importance of gross margin over top-line revenue as the economy shifts. Greg discusses how to optimize staffing and pricing to navigate a slower market. Listeners will learn about the impact of economic signals on demand and discover strategies for using technology to enhance profitability. Prepare for 2026 by focusing on operational efficiency and protecting margins!
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8 snips
Dec 15, 2025 • 8min

A Simple Mindset Shift Helping Outdoor Living Pros Close More…You vs. the Overcomplicators

Confusion is the silent deal killer in sales, especially for outdoor living pros. A clear process boosts client confidence and accelerates decisions. Listeners discover a three-lane framework to simplify their approach: showing a clear path, offering a single price anchor, and scheduling the next step. Uncertainty stalls sales, while clarity fosters trust and momentum. By auditing their proposals to eliminate complexity, professionals can close more projects and ensure clients are eager to say yes.
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7 snips
Dec 10, 2025 • 11min

Why Selling Features Is Costing Outdoor Living Pros High-Value Projects

Are you competing with low-bidders even with superior work? Discover how outdoor pros can boost sales by selling emotional outcomes instead of technical features. Learn to translate client word-fragments into compelling proposals that resonate. Hear how to reframe a fire pit as a space for family memories and a pavilion as a Thanksgiving gathering spot. Gain insight into asking the right questions to uncover clients' true desires and drive your close rate higher. It's time to stand out in a crowded market!
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8 snips
Dec 8, 2025 • 14min

How Landscapers Can Stop Wasting Time Without Hurting Sales

Tired of unresponsive leads and endless revisions? Discover how to stop wasting time by pre-qualifying potential clients. Learn the five key pillars that help you identify serious buyers versus casual browsers. Embrace a mindset shift to filter for perfect-fit customers rather than convincing everyone. Gain insights on involving decision-makers in meetings, clarifying project timelines, and discussing budget ranges early. Elevate your standards to focus on high-value clients and reclaim your time in the sales process!
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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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