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Anything And Everything

Anything And Everything

By: Dan Sullivan and Jeffrey Madoff
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Dan Sullivan, Founder and President of Strategic Coach®, and Jeffrey Madoff, Founder and CEO of Madoff Productions, find it really easy to talk about anything and everything. In their conversations, whether they agree or not, there’s a mutual respect, a love of exploration, and a shared belief in the importance of context. Dan and Jeff’s shared interest in entrepreneurship, value creation, technology, and branding will undoubtedly lead to fascinating discussions on all of these topics and more.TM & © 2024. The Strategic Coach Inc. All rights reserved. Economics Leadership Management & Leadership Marketing Marketing & Sales
Episodes
  • Transform An Ordinary Sale Into A Remarkable Experience
    Jun 24 2025

    How can you stand out in a crowded marketplace? Think beyond the product or service you’re selling, and make sure you provide customers and clients with an experience they’ll remember. Dan Sullivan and Jeffrey Madoff share the benefits of creating unique memories in “the experience economy.”

    Show Notes:

    Every purchase is an investment in a future experience. It’s rarely about the product or service itself.

    In many cases, what you’re really buying is confirmation of status—a way to signal who you are (or who you aspire to be).

    In the experience economy, people talk about how they experience certain products or services.

    In essence, what’s being sold isn’t the product—it’s the memory associated with it.

    How you feel about a transaction matters more than what you bought.

    Nostalgia plays a big role here. We like things that connect us to when we were younger.

    Humans are constantly integrating past, present, and future and creating meaning out of their experiences.

    Identity is deeply connected to memory.

    Resources:

    The Experience Economy by B. Joseph Pine II and James H. Gilmore

    Casting Not Hiring by Dan Sullivan and Jeffrey Madoff

    Learn more about Jeffrey Madoff

    Dan Sullivan and Strategic Coach®

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    1 hr and 2 mins
  • Why Rich People Don’t Stay Rich
    Jun 10 2025

    What does true wealth look like beyond bank accounts and net worth? Dan Sullivan and Jeffrey Madoff explore generational wealth, the pitfalls of financial success without purpose, and why relationships, time freedom, and fulfillment matter more than money. Learn how entrepreneurs can build lasting value—without losing themselves in the process.

    Show Notes:

    Wealth isn’t just net worth—it’s the freedom to focus on what matters most, without financial constraints.

    An entrepreneur can pass on the results of their talent, but they can’t pass on their talent itself.

    The wealthiest 20% rarely stay in that bracket for long. True sustainability requires reinvention, not just inheritance.

    The distance between "rich" and "poor" isn’t a gap—it’s a ladder with multiple rungs, and movement happens in both directions.

    Taxes don’t just redistribute wealth; they reveal how fragile financial success can be without strategy.

    Generational wealth often persists due to lawyers and accountants, not the achievements of descendants.

    Once you’ve maxed out what your efforts can bring you, you have to multiply your income by working less.

    It might seem counterintuitive, but you can spend your time doing only what you love doing and find people who love doing the rest.

    True confidence in business comes from pricing boldly—charge what scares you, plus 20%—and eliminating "maybes."

    Wealth without relationships, purpose, or peace is poverty in disguise

    Resources:

    The Psychology of Money by Morgan Housel

    You Are Not A Computer by Dan Sullivan

    Learn more about Jeffrey Madoff

    Dan Sullivan and Strategic Coach®

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    54 mins
  • From Your First Customers To Where You Are Right Now
    May 20 2025

    How did you land your first customers, and how did that shape your entrepreneurial journey? Dan Sullivan and Jeffrey Madoff share their origin stories, from life insurance referrals to fashion industry breakthroughs. They explain why longevity in business comes from curiosity, calculated risks, and a relentless focus on making your future bigger than your past.

    Show Notes:

    Thinking about your thinking is beneficial no matter who you are or what industry you’re in.

    There’s no recipe for creativity.

    Risk and excitement are two sides of the same coin—you can’t have growth without embracing both.

    The first person you have to sell an idea on is yourself.

    If you have an advantage in a competitive industry, you won’t tell your competitors about it.

    When experimenting with a new solution, you have to start by making sure it works for one person.

    Longevity is something to be proud of.

    If you have a successful approach, you can keep it, and just add more experience to it.

    There are two types of support: moral and financial.

    Longevity in business isn’t about luck; it’s about staying alert, curious, and adaptable to new opportunities.

    Your number one job is to always make your future bigger than your past.

    The more committed you are to something, the less you care about the obstacles.

    Resources:

    The Impact Filter™

    Thinking, Fast and Slow by Daniel Kahneman

    Learn more about Jeffrey Madoff

    Dan Sullivan and Strategic Coach®

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    54 mins
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