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After generating over $3M in online sales primarily through LinkedIn, I decided to build a YouTube channel from scratch. Getting to 1,000 subscribers has been a journey of constant learning, testing, and occasionally wondering if it was worth the effort. For those starting out or considering YouTube, here are the critical lessons I learned the hard way.
In this video, I break down:
• The "Big Three" essentials: thumbnail, title, and hook - why they matter and how to get them right
• Why focusing on quality content beats trying to game the algorithm with quantity
• The crucial mindset shift from creating for existing followers to attracting new audiences
• The importance of dedicated focus for 6-9 months (and why doing it "on the side" doesn't work)
• Understanding YouTube as a long-term investment and how to stay motivated when growth is slow
Key Insights:
• Why clarity trumps creativity in your thumbnails and titles
• How one high-quality video outperformed 30 regular videos
• The specific strategies that helped accelerate growth
• Why your existing social media approach might not work on YouTube
• How to create sustainable content without burning out
I'm a former executive turned nomad entrepreneur who has turned around eight sales teams, ran sales for the U.S. Chamber of Commerce, and led turnarounds for private equity groups. Now, I help B2B companies scale through strategic growth consulting and share weekly insights on sales, marketing, and business growth.
00:00 - Introduction
01:51 - Challenges Faced
02:15 - Lessons Learned
02:47 - Key Takeaways for Beginners
03:16 - Nail The Big 3
05:02 - YouTube Is A Quality Game
06:26 - Create Content For New People
07:34 - Focused Attention
09:22 - YouTube Is A Long Game
12:52 - Final Thoughts
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Connect with me: links below 👇
➡️ Website: https://rayjgreen.com/
➡️ Instagram: https://www.instagram.com/rayj.green/
➡️ LinkedIn: https://www.linkedin.com/in/raymondgreen/
➡️Twitter: https://twitter.com/therayjgreen
***LISTEN TO REPEATABLE REVENUE PODCAST***
🎧 Spotify: https://spoti.fi/3LDqVia
🎧 Apple: https://apple.co/39kymrC
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Master the secret weapon of successful sales teams - the pipeline review. As a former US Chamber of Commerce executive who's transformed 8 sales teams, I'll share the framework that consistently drives results. Whether you're an IT Service Provider, MSP Owner, Sales Leader, Business Founder, or Sales Manager, this episode is specifically designed for you. I'll walk you through the 5 critical components of an effective pipeline review, show you why "waiting to hear back" is killing your deals, and demonstrate how to create real accountability with your sales team. You'll learn: The crucial difference between feelings-based and evidence-based forecasting Specific actions to unstick those stalled deals that have been sitting in your pipeline for too long How to transform your CRM from a graveyard to a goldmine of opportunity Tune in to discover the secret weapon that the most successful sales teams leverage to consistently hit their targets. Implement these proven pipeline review strategies, and watch your revenue skyrocket. This episode is a must-listen for any sales professional or business leader who wants to take their team's performance to the next level. Let's dive in!
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Why promoting your top salesperson to sales manager could be the most costly mistake in your business. As a former CEO and Managing Director of the U.S. Chamber of Commerce, I've seen this scenario play out countless times - and it almost always ends in disaster.
In this episode, I'll break down: Why top performers rarely succeed in sales management roles The critical difference between sales skills and management abilities How this promotion mistake creates a "double whammy" effect on your revenue Alternative approaches to retain and develop your top salespeople Practical steps to evaluate management potential in your sales team You'll learn about the competing skill sets between sales and management, and why achievement-focused closers often struggle with team leadership. I'll share how to have honest conversations about career progression, and ways to invest in leadership development without risking sales performance. Drawing from my experience turning around 8 sales teams and building many more, I'll provide actionable insights on how to avoid this common but costly mistake. Discover how to protect your revenue while creating genuine growth opportunities for your top performers. Whether you're a business owner, sales leader, or aspiring manager, this episode is a must-listen. Tune in now to learn how to get the most out of your sales superstars.
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Are your salespeople getting the support they need to succeed? In this episode, former CEO and US Chamber of Commerce Managing Director Ray Green reveals the 4 critical elements that most business owners and sales managers completely miss when leading their sales teams. Drawing from 15 years of experience and over $250 million in sales, Ray breaks down: The exact leadership framework your salespeople need Why most sales teams are set up to fail from day one The fatal mistake business owners make after hiring salespeople How to prevent top performers from leaving Critical sales management practices that drive results You'll learn about: Clear goals, KPIs, and performance standards that actually work Pipeline review strategies that turn your CRM from a cemetery into a goldmine The right way to conduct call coaching (and the one thing most managers get wrong) The surprising truth about what really motivates top salespeople Whether you're a business owner, sales manager, or aspiring sales leader, this episode is packed with actionable insights to unlock your team's full potential. Tune in now!
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Step into the world of high-stakes sales recruitment with Ray Green, a former sales executive who has built teams that generated over a quarter billion dollars in revenue. In this revealing episode, Ray shares the battle-tested strategies he used to transform eight different sales organizations from relationship-builders into revenue-generators.
What You'll Discover:
The subtle resume red flags that separate closers from networkers
Advanced interview techniques that expose inflated sales claims
How to evaluate a candidate's sales methodology sophistication
Real-world scenarios that reveal true problem-solving abilities
The hidden competitive traits that predict sales success
Why great closers sell themselves during the interview processDrawing from decades of experience, Ray breaks down his six-point framework for identifying sales professionals who don't just fill your pipeline—they empty it. This episode goes beyond conventional hiring wisdom to show you exactly how top-performing sales organizations build their teams.
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Join Ray Green, former executive turned nomad entrepreneur, as he unveils the revolutionary intersection of artificial intelligence and sales strategy. In this game-changing episode, Ray pulls back the curtain on how modern sales professionals are using AI to outperform their competition and scale their operations—no matter their experience level.
What You'll Learn:
The complete AI-driven sales research framework that's replacing hours of manual prospectingHow to extract golden insights from your top-performing sales calls using AI analysisThe step-by-step process for building an AI-enhanced sales playbook that actually worksAdvanced techniques for turning common objections into closing opportunitiesSmart ways to blend AI-generated content into your marketing without losing authenticityPractical methods for using AI as your personal sales coachRay brings his executive experience to demonstrate how AI tools are transforming every aspect of the sales process—from initial research to final close. Whether you're a solo entrepreneur or leading a sales team, this episode provides actionable strategies to leverage AI for real business growth.
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https://www.rayjgreen.com/blog/sales-calls-ai-a-match-made-in-revenue-heaven -
Former U.S. Chamber of Commerce executive and nomad entrepreneur Ray Green joins us for a deep dive into one of entrepreneurship's most challenging dilemmas: when to pivot and when to persevere. Drawing from his personal experience evaluating a multi-million dollar pivot opportunity, Ray shares the critical decision-making framework that's helped him navigate major business transitions.
In this episode, you'll discover:
The six essential questions every entrepreneur must ask before pivotingHow to identify if a new opportunity truly aligns with your North StarUnderstanding the hidden costs and ripple effects of strategic shiftsThe crucial difference between building with "paddles vs. sails"Why some entrepreneurs fall into the trap of constant pivotingRay brings over a decade of experience as a managing director and turnaround CEO to break down complex business decisions into actionable insights. Whether you're running a startup or leading an established company, this episode provides you with a battle-tested framework to evaluate new opportunities while protecting your core business.
Listen in as Ray shares candid stories from the trenches and helps you develop the clarity needed to make confident decisions about your business's future. Don't miss this essential guide to navigating one of entrepreneurship's most challenging crossroads.
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In this episode, Ray Green, a former sales executive turned entrepreneur, breaks down his proven framework for structuring sales proposals that close more deals. With years of experience leading sales teams and coaching IT business owners, Ray shares the essential elements for a successful proposal meeting. Learn how to set the right agenda, revisit client pain points, present assessments, highlight your unique selling proposition, and offer simple switching processes. Ray also explains how to craft two plan options and deliver a compelling recommendation that seals the deal. Tune in for actionable insights to elevate your sales game!
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Learn how to win clients from your competitors without badmouthing or aggressive tactics. In this episode, we explore "The Wedge"—a questioning technique that helps prospects see they’re not getting the best service. Perfect for consultants, IT pros, and B2B service providers, you’ll discover how to stand out, break the status quo, and win deals without competing on price. Tune in for practical tips to level up your sales game!
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Join us as we unravel the crucial decision: Do you want to be rich, or do you want to be famous? In this episode, we dive deep into the realities of social media fame and wealth, explaining why a massive online following doesn't always translate into financial success. We share insights into how some of the wealthiest people thrive without social media prominence and highlight the pitfalls of chasing likes and comments. Discover how to strategically build a lucrative business on LinkedIn by targeting the right market, offering real solutions, and leveraging effective tactics that extend beyond superficial engagement metrics. Tune in to gain valuable insights into using LinkedIn and other social platforms to achieve your true goals without getting caught in the vanity game.
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In this episode, host Tim Perreira sits down with Ray Green, founder of Repeatable Revenue, to explore the profound connection between mental health, personal growth, and long-term business success. Ray shares his journey from corporate life to entrepreneurship, the lessons he's learned about resilience, and why the "inner game" is essential for thriving in both business and life. From cold plunges to living in Baja, Mexico, Ray offers a unique perspective on how intentionality, patience, and self-awareness can transform your business and personal well-being. Tune in to discover how to create a life-first business that aligns with your true goals and values.
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In this captivating episode, Ray Green, a former executive turned nomad entrepreneur, teams up with Steve Sims, the man Forbes calls the "Wizard of Oz." Together, they dive deep into the art of personal branding, sharing lessons on entrepreneurship, networking, and working with the world's wealthiest individuals.
From orchestrating once-in-a-lifetime experiences like exploring the Titanic wreckage to sharing the stage with iconic bands like Guns N' Roses, Steve offers jaw-dropping stories and insights. Tune in to learn actionable strategies for building your own personal brand, gaining authority, and unlocking unstoppable success.
Whether you're an entrepreneur, executive, or simply looking to level up your personal brand, this episode delivers no-nonsense advice and unique insights.
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In this episode, we dive into the #1 mistake that's sabotaging your sales success and costing you valuable deals. Join us as we uncover the crucial difference between executing a sales process and mastering the art of closing. Learn actionable strategies to identify and overcome hidden objections, optimize your closing process, and avoid the pitfalls that lead to a CRM full of undecided prospects. Whether you're in consulting, IT services, or any consultative sales role, this episode is packed with insights to help you close more deals and boost your sales performance. Tune in for expert advice on transforming your sales approach and achieving better results!
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In this episode, Ray Green, a former executive turned nomad entrepreneur, challenges the conventional wisdom about hard work. Drawing from personal experiences, including being fired for innovating on the job, Ray discusses how many business owners mistakenly equate hard work with putting in long hours, rather than working smarter. He shares his journey of reducing his workweek to just two hours by leveraging systems, automation, and delegation. Tune in to learn how you can maximize your productivity, invest less time in routine tasks, and focus on what truly drives your business forward.
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In this episode, Ash from TechTBD shares how his company tackled significant challenges in their IT strategy and sales processes. Discover how a partnership helped TechTBD overcome hurdles in converting leads into high-ticket sales by developing a comprehensive, end-to-end system. Ash talks about the evolution of their marketing and sales framework, the importance of having a solid foundation, and the value of persistence in building a successful business. Tune in to learn about the journey from initial struggles to achieving impressive sales results and how a well-structured approach can drive growth.
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In this episode, we dive into the vital components of preparing your business for growth. Learn why honing your vision and strategy is non-negotiable, how to find your ideal target audience, and the secrets behind creating powerful offers that resonate. We'll also cover the importance of understanding your business finances and how to build a robust operational foundation to scale effectively. Whether you're just starting or ready to take your business to the next level, this episode is packed with actionable insights to set you up for success.
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Join us as we sit down with Megan, the 'Queen of Ops,' to explore her journey from corporate HR to entrepreneurship. Megan shares powerful strategies for building effective teams, simplifying operations, and scaling businesses in the digital age. Whether you're a solopreneur or scaling an enterprise, her actionable insights on operations and leadership will guide you toward sustainable growth. Don't miss this conversation packed with practical tips!
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In this episode, Ray Green reveals how to effectively overcome common sales objections by mastering the discovery phase.
Learn to preempt issues like pricing and decision-maker delays with proactive questioning and psychological insights.
Transform your sales strategy with Ray's proven tips and turn objections into opportunities.
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Join Ray Green as he uncovers how to avoid burnout as an entrepreneur by addressing three key mistakes. Discover practical tips to boost your productivity and maintain balance while growing your business.
Highlights:
Pricing Right: Charge what you're worth to avoid overwork.Productization: Streamline services for greater efficiency.Time Management: Implement systems to balance growth and well-being.Learn how to increase income and achieve success without sacrificing your health. Tune in now for actionable insights!
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