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The Ray J. Green Show

The Ray J. Green Show

By: Ray J. Green
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A podcast for accomplished people (or those aspiring to be) cut through the BS, make hard choices, optimize what actually matters, and build lives worth living and businesses worth selling. Ray J. Green, an investor, entrepreneur, and strategic growth advisor to MSPs and B2B businesses. He's led national small business for the U.S. Chamber of Commerce, run turnarounds as a CEO for private equity groups, and advised 100s of MSPs and B2B businesses on how to build sales teams and scale sales from Cabo, where he now lives with his family. This podcast is a collection of interviews, lessons learned, and other infotainment to help you build your business... and the best version of yourself.© 2025 RJG Consulting, LLC Economics Leadership Management Management & Leadership Marketing Marketing & Sales
Episodes
  • Scared of Video? Go Live for 30 Days Straight. Here’s Why
    Dec 31 2025

    If you're nervous when you fire up the camera, I'm going to share a piece of advice Dan Martell gave me three years ago that I absolutely did not want to hear: go live for 30 days in a row. I was terrified of video—I could write great scripts, set up the tech perfectly, get the lighting and mic just right, then hit record and completely blank. Stage fright. So when Dan told me to go live with no retakes, no edits, where if I look dumb I'm stuck with it? That was the LAST thing I wanted. But I did it anyway. And I credit that exercise for paving the way for the hundreds of videos I've created since—YouTube every week for two and a half years, LinkedIn, Instagram, webinars, VSLs, you name it. This episode breaks down why it works: (1) it eliminates excuses and procrastination—I couldn't waste time buying new lights or tweaking camera angles, I had to go live by end of day even if it was just my iPhone, (2) it's forced exposure therapy that builds tolerance to your fear, and (3) it compresses learning—30 videos in 30 days versus taking 60 weeks to publish 30 videos spreads that learning over a year. I was surprised how supportive people were, and I even got a client from it. But don't expect applause or followers—the real ROI is internal. Your only goal is to finish. Fire up a live right now, announce you're doing 30 days, and that's your first video done.

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    Welcome to Repeatable Revenue, hosted by strategic growth advisor , Ray J. Green.

    About Ray:

    → Former Managing Director of National Small & Midsize Business at the U.S. Chamber of Commerce, where he doubled revenue per sale in fundraising, led the first increase in SMB membership, co-built a national Mid-Market sales channel, and more.

    → Former CEO operator for several investor groups where he led turnarounds of recently acquired small businesses.

    → Current founder of MSP Sales Partners, where we currently help IT companies scale sales: www.MSPSalesPartners.com

    → Current Sales & Sales Management Expert in Residence at the world’s largest IT business mastermind.

    → Current Managing Partner of Repeatable Revenue Ventures, where we scale B2B companies we have equity in: www.RayJGreen.com

    //

    Follow Ray on:

    YouTube | LinkedIn | Facebook | Twitter | Instagram

    Show More Show Less
    10 mins
  • AI, Fake Gurus, and What I’ll Never Do
    Dec 30 2025

    This is probably the most unfiltered view I've posted since changing this podcast format. I saw a LinkedIn post with the hook: "My wife died at 39. Her doctors never tested the one thing that could have saved her." I started reading—retired pharmacist, tired of Western medicine, quotes, problems—and thought "this smells like a sales letter." I scroll to the bottom and there's a CTA: "Leave a note of 'Energy' below and I'll send you the clinical research." Are you fucking kidding me? Did we really just leverage someone's spouse dying as a hand-raiser post to generate leads? This made me both frustrated and nervous. This episode breaks down three critical principles: (1) Why principles matter more than tactics—understanding WHY that hook works lets you adapt it without being disgusting, rather than just copy-pasting cringeworthy garbage, (2) Trust your intuition—if something feels cringeworthy, that's a warning sign (not always a limiting belief to push through), and (3) The digital marketing landscape is changing drastically—AI makes it too easy to create fake testimonials and look real for a few grand, which means more scammers and harder differentiation. Learn why I'm shifting away from traditional online marketing playbooks toward creating authentic content that gives me energy, why following everyone else means you're using a playbook from three years ago, and how to bob when they weave instead of racing to the bottom with 72-month guarantees for 99 cents.

    //

    Welcome to Repeatable Revenue, hosted by strategic growth advisor , Ray J. Green.

    About Ray:

    → Former Managing Director of National Small & Midsize Business at the U.S. Chamber of Commerce, where he doubled revenue per sale in fundraising, led the first increase in SMB membership, co-built a national Mid-Market sales channel, and more.

    → Former CEO operator for several investor groups where he led turnarounds of recently acquired small businesses.

    → Current founder of MSP Sales Partners, where we currently help IT companies scale sales: www.MSPSalesPartners.com

    → Current Sales & Sales Management Expert in Residence at the world’s largest IT business mastermind.

    → Current Managing Partner of Repeatable Revenue Ventures, where we scale B2B companies we have equity in: www.RayJGreen.com

    //

    Follow Ray on:

    YouTube | LinkedIn | Facebook | Twitter | Instagram

    Show More Show Less
    15 mins
  • The Real Reason Your Marketing Channel Isn’t Working (It’s Not Dead)
    Dec 29 2025

    One benefit of getting older? You see patterns over a longer horizon. And here's one I keep seeing in sales and marketing: people proclaiming channels are dead. Cold calling is dead—nobody answers their phone. Webinars don't work. Cold email is ruined by spam filters. LinkedIn organic content doesn't work. Canvassing is impossible. DM selling has been destroyed by automation. I've heard every single one of these channels proclaimed dead—sometimes by people I actually respect who used to crush it in that channel, then didn't evolve with it, and now their message is "it doesn't work." Here's what I know from seeing inside 500 MSPs last year: when we do attribution exercises on closed deals, every single fucking one of those "dead" channels is represented. Which means they DO work. The question isn't "does it work?" It's "do you know how to make it work?" This episode breaks down why the biggest mistake is looking for a channel that works instead of picking one and committing to making it work. Learn the cycle every channel goes through (hard learning curve → figure it out → generate results → shit changes → adapt), why that cycle is actually good because if it was easy everyone would do it, and why harder channels give you longer reward cycles. Stop saying "this doesn't work" and start saying "I don't know how to make this work yet." The reframe matters. I saw someone post "cold calling's dead" on LinkedIn and thought "God, here we go again." So that's my drop for today.

    //

    Welcome to Repeatable Revenue, hosted by strategic growth advisor , Ray J. Green.

    About Ray:

    → Former Managing Director of National Small & Midsize Business at the U.S. Chamber of Commerce, where he doubled revenue per sale in fundraising, led the first increase in SMB membership, co-built a national Mid-Market sales channel, and more.

    → Former CEO operator for several investor groups where he led turnarounds of recently acquired small businesses.

    → Current founder of MSP Sales Partners, where we currently help IT companies scale sales: www.MSPSalesPartners.com

    → Current Sales & Sales Management Expert in Residence at the world’s largest IT business mastermind.

    → Current Managing Partner of Repeatable Revenue Ventures, where we scale B2B companies we have equity in: www.RayJGreen.com

    //

    Follow Ray on:

    YouTube | LinkedIn | Facebook | Twitter | Instagram

    Show More Show Less
    9 mins
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