• 5 Hard Truths I Learned Getting 1,000 YouTube Subscribers
    Nov 13 2024

    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


    ---------------------------------

    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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    15 mins
  • Master the Pipeline Review: 5 Steps to Close More Deals (from an 8x Sales Team Leader)
    Nov 9 2024

    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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    13 mins
  • Great Salespeople Make Terrible Sales Leaders (And Here's Why)
    Nov 8 2024

    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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    12 mins
  • 4 Things Every Salesperson Needs (That Most Business Owners Forget)
    Nov 7 2024

    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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    10 mins
  • 6 Interview Techniques to Separate Sales Closers from Pretenders
    Oct 26 2024

    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 process


    Drawing 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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    14 mins
  • 5 Ways AI Can Replace Your Sales Manager (Even If You Have Zero Experience)
    Oct 25 2024

    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 prospecting
    • How to extract golden insights from your top-performing sales calls using AI analysis
    • The step-by-step process for building an AI-enhanced sales playbook that actually works
    • Advanced techniques for turning common objections into closing opportunities
    • Smart ways to blend AI-generated content into your marketing without losing authenticity
    • Practical methods for using AI as your personal sales coach

    Ray 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.

    👉 Sign up to Descript today!
    https://www.descript.com/?lmref=ray@rayjgreen.com

    👉 Join my newsletter to get access to all my prompts
    https://www.rayjgreen.com/blog/sales-calls-ai-a-match-made-in-revenue-heaven

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    14 mins
  • 6 Questions to Ask Before Pivoting Your Business
    Oct 24 2024

    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 pivoting
    • How to identify if a new opportunity truly aligns with your North Star
    • Understanding the hidden costs and ripple effects of strategic shifts
    • The crucial difference between building with "paddles vs. sails"
    • Why some entrepreneurs fall into the trap of constant pivoting

    Ray 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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    15 mins
  • Mastering the Modern Proposal: Winning Strategies for MSPs
    Oct 11 2024

    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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    14 mins