• Dave Rendall: Why "Eat That Frog" Terrible Productivity Advice
    Feb 20 2026

    Dave Rendall has spoken on every inhabited continent for the last 20 years — Microsoft, AT&T, the US Air Force, the Australian government, Fortune 50 companies. He has a doctorate in organizational leadership, he's a former stand-up comedian, and he wrote The Freak Factor, a book that argues the thing everyone calls your biggest weakness is actually the foundation of your biggest strength. Before all of that, he ran nonprofits that helped people with disabilities find employment. He's also an ultramarathon runner and Ironman triathlete who competes in between keynotes.

    This one was personal. My son was diagnosed with dyslexia and ADHD, and I was diagnosed with Level 1 autism — all around the same time. Dave's video on weaknesses being strengths changed how my wife and I parent our kids. We've been in each other's orbit for six years — he MCs the events I speak at — but we'd never sat down and gone deep like this. We got into why "normal" doesn't actually exist, why your best employees probably have the most anxiety, the survivorship bias problem with reframing disabilities as superpowers, why "Eat That Frog" is terrible advice for entrepreneurs, and why most businesses are accidentally destroying their best people by trying to fix them.

    If you're a business owner, a parent, or someone who's ever been told something is wrong with you — there's a lot here.

    What You'll Learn
    1. Why "normal" is a fake target — and what Todd Rose's The End of Average reveals about the myth of the average person
    2. The Paul Orfala paradox: the Kinko's founder says "everyone should have dyslexia" — how to hold that alongside the real struggles of learning differences
    3. Why the survivorship bias argument against neurodiversity as a superpower is actually backwards — and what self-fulfilling prophecies have to do with it
    4. How anxiety tested off the charts for Dave — and why elevated anxiety is what separates your best employees from your worst
    5. The Dunning-Kruger connection: why the most competent people feel the most inadequate, and why that drives performance
    6. Why "Eat That Frog" creates a frog-eating job — and how to design a business where you never eat frogs
    7. What Faster Than Normal by Peter Shankman teaches about reframing ADHD as a speed advantage, not a deficit
    8. Why partnering with people strong where you're weak isn't just nice — it's structurally necessary for neurodiverse entrepreneurs
    9. The real reason business owners burn out — and why it has nothing to do with how much work they're doing
    10. How Dave's "affiliation" principle works in practice — the insurance agent story that almost ended in a firing and became a case study
    11. Why the first thing most schools, therapists, and managers do — focus entirely on weaknesses — is the exact wrong approach
    12. What the StrengthsFinder philosophy gets right that most management training misses

    Books & Resources Referenced
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    52 mins
  • I Don’t Fully Buy the “Only Do What You Love” Advice
    Feb 19 2026

    In this episode, I’m challenging the popular advice that you should "only do what you love" by exploring why friction is often a necessary data point rather than a signal to quit. While finding your flow is the ultimate destination, I’ve found that the path to success—whether you're a NASA engineer or a founder—inevitably requires grinding through tasks that drain your energy just to reach the next level. I break down how to distinguish between high-value flow and simple dopamine-seeking avoidance, offering a three-question framework to help you decide when to delegate, when to drop a task entirely, and when you just need to embrace the "mouse fart" course corrections required to get your business off the ground.

    Chris Walker podcast: https://open.spotify.com/show/5eEzaXy4hUSqlvzD9ROqrz?si=09ac9ae5cfde4157

    Dave Rendall YouTube Channel: https://www.youtube.com/drendall

    Dave Rendall Website: www.drendall.com

    Justin Welsh Website: https://www.justinwelsh.me/

    //

    Welcome to The Ray J. Green Show, your destination for tips on sales, strategy, and self-mastery from an operator, not a guru.

    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

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    12 mins
  • Why Waiting for the Right Time Kills Your Growth
    Feb 18 2026

    I made the biggest hire in my business this week—and the numbers today didn't justify it. I did it anyway. Not out of gut instinct, but because a big bet is a forcing function. The moment I committed, every meeting and every project on my calendar had to justify its existence. Waiting for the safe moment feels smart, but it just gives you permission to drift. Here's what I see with businesses that plateau: early on, every entrepreneur makes bold bets because the math is simple—huge upside, little to lose. But once momentum builds, the internal math quietly flips from "what do I have to gain" to "what do I have to lose." You still say you want to scale, but the decisions tell a different story. You lose the forcing function, you lose the focus, and you stall. If you've been sitting at the same revenue number for a while, ask yourself: when's the last time you made a commitment that actually scared you?

    //

    Welcome to The Ray J. Green Show, your destination for tips on sales, strategy, and self-mastery from an operator, not a guru.

    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
  • Make the Sales Conversation Uncomfortable
    Feb 17 2026

    One of my coaching clients said something on a discovery call that took serious guts: "From my selfish standpoint of wanting to sell you services, I can absolutely bring you a proposal. But I don't think you're going to be ready to buy. I'm not seeing a big enough problem for us to solve." That one candid line completely changed the dynamics of the deal. The prospect opened up, revealed the CIO's days were numbered, that he was spending $340K a year across three internal IT people, and that the CIO had been slow to respond despite the owner pushing the initiative. All roads lead to discovery—and this is what I mean by that. Every question I get from sellers about stalled deals, pricing objections, unexpected decision makers, or lack of urgency can be traced back to what we didn't learn in discovery. Most sellers stop at the surface level. They ask their scripted questions, get standard answers, and move on to the next checkbox. They never pull on the thread. This episode breaks down why digging deeper in discovery requires emotional intelligence and courage that most sellers never develop, how being candid and challenging a prospect who gives surface-level answers can completely reframe the problem you're solving—from IT issues to a fundamental business problem worth hundreds of thousands—and why the seller who gets to the real pain differentiates themselves from everyone else competing for the same deal. If you don't know the real problem you're solving, your prescription won't be credible. Keep digging.

    //

    Welcome to The Ray J. Green Show, your destination for tips on sales, strategy, and self-mastery from an operator, not a guru.

    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
    6 mins
  • Start Here: Who This Podcast Is For (And Who It’s Not)
    Feb 16 2026

    I introduce my daily podcast for operators and founders who need sharper thinking around decisions that don't come with playbooks. As an investor, operator, and founder of MSP Sales Partners and Repeatable Revenue Ventures, I explain why this show focuses on how to think before deciding what to do. I challenge the common pattern of jumping straight to tactics without examining the underlying assumptions that shape every business decision.

    This episode establishes the show's core premise: that getting the frame right makes the decision easier, and that real-world business requires context, not just guru advice. I outline what listeners can expect from the daily format and who will benefit most from this approach to thinking through sales, strategy, hiring, leadership, and the moments when you're the only one willing to acknowledge something isn't working.

    //

    Welcome to The Ray J. Green Show, your destination for tips on sales, strategy, and self-mastery from an operator, not a guru.

    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
    3 mins
  • Bob Perkins: He Marketed Playboy, Pizza Hut & Calvin Klein. Here's What He Thinks Kills Most Companies.
    Feb 13 2026

    Bob Perkins has done things most people only read about — fighter pilot instructor, political fundraiser, the ad agency behind Apple's 1984 Super Bowl commercial, CMO at Calvin Klein, executive at Playboy, head of marketing at Pizza Hut, and turnaround CEO. He's sat on boards, built ventures inside the U.S. Chamber of Commerce, and now spends his time thinking and writing about how AI is fundamentally reshaping competition.

    We got into all of it. From the real story behind the most famous Super Bowl ad ever made (and the worst one, made by the same people the very next year) to why marketing as a discipline is being consumed by AI, to a fighter pilot decision-making framework that most companies are too slow to execute. We also talked about what actually drives organizational change, why group dynamics override expertise, and what Bob would tell his 40-year-old self if he could go back.

    This one went deep. If you run a business or lead a team, there's a lot here.

    What you'll learn in this episode:

    1. Why marketing is becoming unrecognizable — and what's replacing it
    2. The real story behind Apple's 1984 ad and how it almost never aired
    3. The Boyd Loop (OODA) — how fighter pilots make decisions at 500 mph and why it matters for your business
    4. Why competitive advantage is shifting from planning to execution speed
    5. How AI changes the feedback loop — and why that's the real unlock for sales teams
    6. What stops organizations from acting on decisions they've already made
    7. Why the power of the group is the most underrated force in business — and how it quietly kills change
    8. Bob's advice to his 40-year-old self (and the one skill he wishes he'd developed more)

    Books referenced in this episode:

    1. Sapiens by Yuval Noah Harari
    2. The Geek Way by Andrew McAfee
    3. The Innovator's Dilemma by Clayton Christensen
    4. On the Edge: The Art of Risking Everything by Nate Silver
    5. The Infinite Game by Simon Sinek

    //

    Welcome to The Ray J. Green Show, your destination for tips on sales, strategy, and self-mastery from an operator, not a guru.

    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...

    Show More Show Less
    1 hr and 16 mins
  • More Value = Less Trust (Here’s the Research)
    Feb 12 2026

    In this episode, I’m diving into a psychological trap that kills credibility in sales and marketing: the "Gold Delusion Effect." Drawing on research from the University of Chicago, I explain why stacking more benefits into your pitch actually makes people believe them less. It turns out that when you try to promise everything—saving time, saving money, increasing morale, and boosting revenue—you often end up being the "12-page menu" restaurant that no one trusts to make a great burger.

    I share real-world examples of "zero delusion" brands like Raising Cane’s and WD-40 that have built empires by doing one thing exceptionally well. But even if you run a complex, multi-service business, I’ll show you how to use "umbrella branding" and surgical discovery to keep your message undiluted. Join me as I break down why one message per moment is the key to building real belief in your prospects.

    //

    Welcome to The Ray J. Green Show, your destination for tips on sales, strategy, and self-mastery from an operator, not a guru.

    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
    13 mins
  • Introverts Close More Deals Than Extroverts
    Feb 11 2026

    In this episode, I’m tackling one of the biggest myths in business: the idea that you have to be an outgoing extrovert to be great at sales. As an introvert who has spent years in the trenches, I’ve actually found the opposite to be true. I’m making the case for why introverts—all things being equal—actually close more deals.

    I dive into the fundamental difference in how we approach networking and discovery calls. While extroverts often get their "reward" just from the act of socializing, introverts are usually on a mission. We don’t have the energy to waste on small talk for the sake of small talk, so we tend to be more methodical, more intentional, and way more focused on the data points that actually move a deal forward. If you’ve ever felt like your quiet nature was a disadvantage in a loud industry, this episode is for you.

    //

    Welcome to The Ray J. Green Show, your destination for tips on sales, strategy, and self-mastery from an operator, not a guru.

    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
    6 mins