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Pitch Me Podcast

Kayvon Kay
Pitch Me Podcast
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5 of 14
  • Six Pages That Separate Winners from Losers
    Laurent doesn't just sell insurance. He's built a machine that turns incorporated Canadian business owners into generational wealth builders using tax-free life insurance strategies that most advisors are too scared to recommend. And he's got 14 years of proof, including clients who went from worrying about tax bills to borrowing against millions in policy cash value. Watch as Laurent breaks down his controversial two-meeting system that makes prospects bare their financial souls BEFORE they see a single proposal. Six pages of discovery questions that go deeper than their best friend ever has. Philosophical probes about money that most have never been asked in their lives. And a brutal qualification process that weeds out anyone who won't show up on time or reply to emails. His "Wealth Multiplier" framework destroys the myth that you need complex investments to build wealth. Instead, he reveals the simple truth: profitable business owners are already sitting on goldmines - they just don't know how to extract the gold without getting murdered by taxes. But here's the kicker - he refuses to work with dickheads, starting every relationship with "we don't have to do business together" and ending with clients who invite him to golf. The result? A 13% conversion rate from cold website forms to paying clients, while most financial advisors are lucky to hit 3%. This isn't about chasing leads or fancy funnels - it's about becoming so selective that the right people chase you through 400 YouTube videos and a discovery process that takes longer than most people's marriages. You'll discover: * Why the "team sport" approach to finances eliminates the lone wolf advisor myth * The psychology behind asking "what's too much money" and why most people can't answer * How to use consequence questions that make inaction more painful than taking action * The difference between serving everyone poorly vs. serving the right people exceptionally
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  • Turning “Marketing Problems" into Million-dollar Exits
    Estie Starr doesn't just fix marketing. She exposes the brutal truth: when small business owners think they have a marketing problem, they actually have a business problem. And she's got 16 years of proof, including clients who went from "maybe I can earn $1,000 a week" to selling their businesses for $5 million. Watch as Estie breaks down her controversial approach that makes prospects jump through hoops BEFORE they can even talk to her. A 15-minute video they MUST watch. An application where they pitch HER on why she should pick them. And a money-back guarantee so bold it eliminates every excuse. While most consultants chase leads, Estie makes them prove they deserve her attention. Her "100K Website" framework destroys the myth that pretty websites make money. Instead, she reveals the ABC formula: Attention (above the fold or you're dead), Build trust (everything else exists for this), and Call to action (because confused minds don't buy). But here's the kicker - she refuses to play the "I'm the expert" game, starting every sales call with "Tell me more about what's going on" and ending with a simple "You want in, let me know." The result? A 95-100% close rate expectation because by the time prospects reach her, they've already sold themselves. This isn't about funnels or ads - it's about building something so valuable that a simple email fills your calendar with qualified prospects begging to pay you. You'll discover: * Why "cookie jar businesses" fail and how most entrepreneurs are unknowingly running one * The psychology behind making prospects apply to work with YOU instead of chasing them * How to validate any business idea with three brutal questions (most fail the first one) * The difference between marketing as "promotion" vs. marketing as "everything that creates value"
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  • The Price First Then Justify Blueprint
    In this explosive episode of Pitch Me, Kayvon Kay tears apart the traditional sales playbook as he coaches Parsa, a closer from North Van working on a $6,000 remote sales coaching offer that's already pulling in $40K monthly. But there's a problem. Parsa is using the same tired pitch structure everyone learns: build rapport, create value, dance around price, then beg for the close. Kayvon watches this trainwreck unfold and stops everything cold. What happens next is a masterclass in sales psychology that flips everything upside down. Kayvon demonstrates his controversial "Price First Then Justify" method, proving why leading with investment creates urgency instead of objections. He shows how saying "it's ONLY $6,000" cuts through resistance faster than fake price anchoring ever could. The brutal reality? Your prospects aren't stupid. They know you're avoiding price, and it's pissing them off. Watch as Kayvon exposes why pleasant conversations kill sales and demonstrates how to make prospects sell themselves instead of you selling them. From the moment someone says "I'm committed," he shows how to trap them in their own words when they try to back out. You'll discover: Why "awesome" and "cool" responses reveal you're not listening to real pain  The psychology behind "it's ONLY $6,000" versus traditional price anchoring  How to handle different personality types (logical engineers need facts, not dreams)  The three-pillar framework that justifies premium pricing indirectly  Kayvon's method for eliminating "I need to think about it" by making them commit to their own words This isn't about tricks or tactics. It's about conviction, alignment, and making prospects face the reality of staying where they are versus taking action.
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    28:34
  • 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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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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