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Pitch Me Podcast

Kayvon Kay
Pitch Me Podcast
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  • The Shiny Object Trap That Kills Coaches
    In this revealing episode of Pitch Me, Kayvon Kay sits down with Dr. Kayvon K, a business growth coach with a fascinating journey from medical doctor to web designer to marketer to business coach. But Dr. Kayvon faces a challenge that plagues every entrepreneur: how to turn knowledge into action. Dr. Kayvon has cracked the code on a massive market problem. He works with fractional executives (CFOs, CROs, COOs) who left corporate with golden parachutes but now face a harsh reality: their contracts are ending, and they have no idea how to get new ones. These executives can run million-dollar operations but can't sell themselves. The brutal truth? Most have been coasting on their initial network for over a year, and now they're staring down the barrel of either going back to corporate or figuring out how to become rainmakers. Watch as Kayvon exposes critical flaws in Dr. Kayvon's sales process through an intense live roleplay that reveals why even the best coaches struggle to close their own deals. From the moment Dr. Kayvon says "I think" instead of "I know," Kayvon pounces, showing how uncertainty kills credibility faster than bad breath kills romance. You'll discover: The difference between motivation and commitment (and why confusing them destroys follow-through) How to handle prospects who arrive ready to buy but not ready to commit Why asking "uncomfortable" questions actually helps your prospects more than being polite The fatal mistake of running two-call closes on offers under $1,500 Kayvon's method for eliminating "I need to think about it" before you ever pitch If you've ever had prospects who seem engaged but never implement, or coaches who teach what they struggle to do themselves, this episode will change how you think about sales and implementation forever.
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    39:59
  • Perfect Pitch, Wrong Audience
    In this eye-opening episode of Pitch Me, Kayvon Kay exposes a sales tragedy that's happening in businesses everywhere. Meet Ilan, a college admissions consultant from Chile who has the skills to close 100% of his prospects - but he's been pitching to people who can't buy. Ilan and his experienced partner help students get into top US universities like Harvard (3% acceptance rate) and Dartmouth. His partner has 25 years of experience and has helped 600+ students. Ilan himself got into top schools from Chile with scholarships. They know their stuff. The problem? Ilan keeps selling to teenagers while their parents hold the credit cards. Watch as Kayvon delivers brutal but life-changing feedback about the most common sales mistake that destroys businesses: selling to the influencer instead of the decision-maker. From teens who show up without parents to the psychological barriers that keep salespeople from asking tough questions, this episode reveals why even the best products fail when pitched to the wrong audience. Kayvon doesn't just identify the problem - he role-plays the solution, showing Ilan exactly how to handle prospects who arrive without decision-makers, how to get curious instead of making assumptions, and how to rebuild authority when the sale goes sideways. You'll discover: The difference between influencers and decision-makers (and why confusing them kills deals) How to handle prospects who show up without the real buyer Why asking "uncomfortable" questions actually helps your prospects more than being polite The psychology behind guarantee objections and how to flip them Kayvon's legendary Pitch Me Framework that eliminates "I need to think about it" Why scripts matter more than you think (but not for the reason you expect) If you've ever had prospects who seem interested but never buy, this episode will change how you think about sales forever.
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    28:01
  • The Secret Formula to Going Viral on Social Media
    In this episode of Pitch Me, Kayvon Kay takes listeners through an engaging, real-time pitch session with Natalia, a high-ticket sales consultant who’s helping businesses leverage organic social media to go viral. From struggling to get their content noticed to going from 5,000 views to millions, Kayvon and Natalia dive into the importance of a structured, science-based approach to social media strategy. Natalia’s expertise helps solopreneurs, entrepreneurs, and content creators transform their social media game by reversing engineering viral content. This episode covers the pain points of business owners who can’t get their message across, offering a deep look into how data-driven strategies and tailored solutions can lead to massive visibility and business growth. You'll discover: How to move from small views to millions with organic content The scientific approach that powers successful social media strategies Why clarity and simplicity in your pitch can lead to more sales The power of tailored content strategies and aligning them with your brand's voice Real-world success stories, including clients who went viral in just six months This episode is for anyone who’s frustrated with their social media reach and ready to take their business to the next level. Get ready to simplify your pitch, embrace strategy, and see the results you’ve been working for.
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    18:33
  • Execute - The Power of Action
    In this powerful final installment of Kayvon Kay’s seven-part Pitch Me series, Kayvon delivers the unfiltered truth about execution—why it’s not enough to know, read, or plan, and how true success comes only through action. This episode is all about stepping up, taking that uncomfortable leap, and embracing the discomfort that comes with growth. Kayvon emphasizes that business success isn’t about having the perfect plan or waiting for the "perfect moment." It’s about moving, learning from mistakes, and building momentum through consistent action. He challenges listeners to stop waiting for fear to disappear and start moving forward despite it, because true confidence and mastery come from doing, not from thinking or theorizing. You'll discover: Why execution is the true differentiator between those who know and those who go The power of micro-actions and consistent effort in building momentum How to embrace fear as a guide toward growth, not as a roadblock Why perfectionism is the enemy of success and how to break free from it The importance of building your self-identity and maintaining it every day, not just when it’s convenient This episode isn't just a call to action—it’s a blueprint for anyone ready to break free from hesitation, overcome fear, and finally start taking massive action toward their goals. Kayvon’s raw, no-nonsense approach will leave you fired up and ready to execute like never before. If you're ready to stop waiting and start building, this episode is your final push. Get ready to close bigger deals, take your business to the next level, and become the kind of person who executes without hesitation. The world is yours—now go claim it.
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    22:44
  • Minimizing Objections
    In this sixth installment of Kayvon Kay’s powerful 7-part sales methodology, he dismantles one of the biggest myths in sales — that objections are something to overcome. Instead, Kayvon shows why the best closers never handle objections at all — because they prevent them from happening in the first place. This episode reframes objections as emotional signals, not sales roadblocks. Drawing on decades of high-ticket sales experience, Kayvon reveals how most objections reflect the salesperson’s own internal uncertainty — and how true sales mastery starts with deeper conviction, clarity, and connection. You'll discover: The four root causes behind nearly every objection How to reframe objections as feedback instead of friction The five-part objection diffusion formula that neutralizes resistance How to build buyer trust by making them feel seen, heard, and validated Why emotional clarity and buyer ownership eliminate last-minute doubt Kayvon emphasizes that real sales leadership means going upstream—addressing objections before they arise by creating a safe, grounded, high-trust environment. His human-first, connection-driven approach shows why objection prevention is not a tactic — it's the core of a world-class sales process. This episode delivers the mindset and structure for transforming hesitation into commitment.
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About Pitch Me Podcast

Dive into the raw, unfiltered world of high-stakes pitching with Pitch Me Podcast—the podcast where real entrepreneurs and business professionals put their sales skills to the ultimate test. Hosted by Kayvon Kay, a $38 million high-ticket sales expert, each episode features brave participants pitching their products or services and receiving immediate, honest feedback that transforms their approach on the spot. No scripted content. No sugar-coating. Just actionable sales strategies, tactical insights, and the brutal honesty needed to close bigger deals faster. Whether you're scaling your business, refining your pitch technique, or seeking to dominate sales conversations, Pitch Me Podcast delivers the practical guidance you need to elevate your performance immediately. Subscribe now to witness real-time sales transformations and apply these winning strategies to your own business journey.
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