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  • 243: He Analyzed 1,000+ Billionaire Strategies (Here’s What He Found) with Richard Wilson
    2025/06/19
    What if you could tap into the exact investment strategies billionaires use to multiply their wealth—without being one?In this episode, I’m joined by Richard Wilson, founder of the Family Office Club and Billionaires.com. Over the last 18 years, Richard has analyzed over 1,000 billionaire strategies, advised more than 250 family offices, and built the world’s largest network of ultra-wealthy investors.Today, he’s sharing what he’s learned from nearly two decades studying how the ultra-wealthy think, invest, and structure deals. From mental models and niche investing to AI-powered tools and negotiation tactics, you’ll discover the exact strategies billionaires use—and how to apply them to grow your own wealth, no matter where you're starting.In this episode, you’ll learn: 1.) How Richard built the #1 investor club for billionaires—and the exact mental models he’s seen them use to spot better deals and scale with precision.2.) What he’s learned from interviewing hundreds of billionaires and centi-millionaires—including insights from Tony Robbins, Mark Cuban, Kevin Harrington, and many others.3.) How to leverage AI to amplify your investment returns, streamline deal sourcing, and gain a competitive edge.Show Notes: LifestyleInvestor.com/243Tax Strategy MasterclassIf you're interested in learning more about Tax Strategy and how YOU can apply 28 of the best, most effective strategies right away, check out our BRAND NEW Tax Strategy Masterclass: www.lifestyleinvestor.com/taxStrategy Session For a limited time, my team is hosting free, personalized consultation calls to learn more about your goals and determine which of our courses or masterminds will get you to the next level. To book your free session, visit LifestyleInvestor.com/consultationThe Lifestyle Investor InsiderJoin The Lifestyle Investor Insider, our brand new AI - curated newsletter - FREE for all podcast listeners for a limited time: www.lifestyleinvestor.com/insiderRate & ReviewIf you enjoyed today’s episode of The Lifestyle Investor, hit the subscribe button on Apple Podcasts, Spotify, or wherever you listen, so future episodes are automatically downloaded directly to your device. You can also help by providing an honest rating & review.Connect with Justin DonaldFacebookYouTubeInstagramLinkedInTwitterSee Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
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    36 分
  • 242: Let’s Retire Retirement and Build a Life You Don’t Want to Escape with Derek Coburn
    2025/06/12
    Most people are chasing a retirement plan they’ll never enjoy – or even want. Derek Coburn is here to show you a more meaningful path that doesn’t require you to escape your life to start enjoying it.Derek is a best-selling author, founder of the Cadre mastermind, and a former financial advisor to ultra-wealthy clients. After 20+ years in the industry, he sold his firm, walked away from the grind, and redefined what true financial freedom looks like. In this episode, Derek breaks down why the traditional model of retirement is outdated, inefficient, and in some cases, dangerously misleading. We explore smarter tax strategies the wealthy use to future-proof their income, the rising wave of “unretirement,” and why fulfillment doesn’t come from chasing a number… but from showing up with purpose. He also shares the story behind his newly released book, Let’s Retire Retirement, and reveals the $50,000 mindset shift that transformed how he shows up as a father, a leader, and a man of faith. In this episode, you’ll learn: 1.) Why 1 in 3 retirees return to work – and how to design a life you never want to retire from instead. 2.) The hidden risks of 401(k)s – plus the tax strategies wealthy investors are using to protect their future income. 3.) The time machine exercise that redefined Derek’s relationship with time, money, and fatherhood – and how you can create special moments in your own life.Show Notes: LifestyleInvestor.com/242Tax Strategy MasterclassIf you're interested in learning more about Tax Strategy and how YOU can apply 28 of the best, most effective strategies right away, check out our BRAND NEW Tax Strategy Masterclass: www.lifestyleinvestor.com/taxStrategy Session For a limited time, my team is hosting free, personalized consultation calls to learn more about your goals and determine which of our courses or masterminds will get you to the next level. To book your free session, visit LifestyleInvestor.com/consultationThe Lifestyle Investor InsiderJoin The Lifestyle Investor Insider, our brand new AI - curated newsletter - FREE for all podcast listeners for a limited time: www.lifestyleinvestor.com/insiderRate & ReviewIf you enjoyed today’s episode of The Lifestyle Investor, hit the subscribe button on Apple Podcasts, Spotify, or wherever you listen, so future episodes are automatically downloaded directly to your device. You can also help by providing an honest rating & review.Connect with Justin DonaldFacebookYouTubeInstagramLinkedInTwitterSee Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
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    43 分
  • 241: How the Wealthy Invest Differently: Private Markets, AI Disruption, and Negotiating Better Terms with Brad Weimert & Garrett Gunderson
    2025/06/05
    What happens when you sit down with two brilliant friends to talk money, markets, and mindset? You get a raw, unfiltered conversation that challenges conventional thinking and rewires how you approach wealth and opportunity.In this episode, I’m joined by Garrett Gunderson and Brad Weimert for a wide-ranging roundtable on building wealth in today’s fast-changing world. We dive into big topics—from AI’s disruption of legal, banking, and finance, to why the smartest money is moving further away from Wall Street, to how top investors are getting early access to emerging tech and private deals. We also talk real estate, sharing personal stories on how to win deals—not just by offering more money, but by understanding seller psychology and waiting for the right moment.In this episode, you’ll learn: 1.) How AI is Reshaping the Future of Education and WorkFrom publishing and teaching to legal and finance, discover where AI is replacing humans—and where it’s not.2.) Why the Smartest Investors Are Going All-In on Private MarketsLearn how the ultra-wealthy vet early-stage companies and why public markets are no longer the best path to wealth.3.) The Secret to Winning Real Estate Deals in Any MarketIt’s not always about price—see how relationships, timing, and seller psychology can unlock the best opportunities.Show Notes: LifestyleInvestor.com/241Tax Strategy MasterclassIf you're interested in learning more about Tax Strategy and how YOU can apply 28 of the best, most effective strategies right away, check out our BRAND NEW Tax Strategy Masterclass: www.lifestyleinvestor.com/taxStrategy Session For a limited time, my team is hosting free, personalized consultation calls to learn more about your goals and determine which of our courses or masterminds will get you to the next level. To book your free session, visit LifestyleInvestor.com/consultationThe Lifestyle Investor InsiderJoin The Lifestyle Investor Insider, our brand new AI - curated newsletter - FREE for all podcast listeners for a limited time: www.lifestyleinvestor.com/insiderRate & ReviewIf you enjoyed today’s episode of The Lifestyle Investor, hit the subscribe button on Apple Podcasts, Spotify, or wherever you listen, so future episodes are automatically downloaded directly to your device. You can also help by providing an honest rating & review.Connect with Justin DonaldFacebookYouTubeInstagramLinkedInTwitterSee Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
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    1 時間 11 分
  • 240: How I Created Financial Freedom on My Terms (Problems to Profit Podcast)
    2025/05/29
    I used to believe the key to success was working harder than everyone else.And for a while, that served me. But over time, I started asking different questions—like what would it look like to build a life where work didn’t come at the expense of family, faith, or freedom?This episode is a little different, as I’m the one being interviewed. Preston Brown, host of the Problems to Profit Podcast, pulls out the biggest lessons I’ve learned, from selling newspaper subscriptions in middle school to investing in private deals that create passive income and real-time freedom today.We get into why I prioritize passive income over net worth, and how relationships and masterminds have opened the door to some of my biggest opportunities.In this episode, you’ll learn: 1.) How one passive income deal replaced my wife’s income—and how that one move kickstarted our journey to financial freedom.2.) My personal framework for allocating surplus income into deals that create long-term freedom.3.) Why I created The Lifestyle Investor Mastermind—an exclusive community giving members access to the same deals and strategies used by the ultra-wealthy.Show Notes: LifestyleInvestor.com/240Tax Strategy MasterclassIf you're interested in learning more about Tax Strategy and how YOU can apply 28 of the best, most effective strategies right away, check out our BRAND NEW Tax Strategy Masterclass: www.lifestyleinvestor.com/taxStrategy Session For a limited time, my team is hosting free, personalized consultation calls to learn more about your goals and determine which of our courses or masterminds will get you to the next level. To book your free session, visit LifestyleInvestor.com/consultationThe Lifestyle Investor InsiderJoin The Lifestyle Investor Insider, our brand new AI - curated newsletter - FREE for all podcast listeners for a limited time: www.lifestyleinvestor.com/insiderRate & ReviewIf you enjoyed today’s episode of The Lifestyle Investor, hit the subscribe button on Apple Podcasts, Spotify, or wherever you listen, so future episodes are automatically downloaded directly to your device. You can also help by providing an honest rating & review.Connect with Justin DonaldFacebookYouTubeInstagramLinkedInTwitterSee Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
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    57 分
  • 239: Life After the Exit: Why So Many Founders Struggle with Anastasia Koroleva
    2025/05/22
    Every founder dreams of the big exit. But few are prepared for what comes next.Today’s guest learned the hard way. Anastasia Koroleva sold her company for 9-figures, but instead of feeling free, everything got more complicated.She lost her identity. Made costly investment mistakes. And her marriage broke under the weight of post-exit stress.In this honest conversation, Anastasia opens up about the emotional aftermath of selling a business and the hidden challenges that come with sudden wealth.You’ll learn why wealth often brings confusion instead of clarity, how overconfidence leads to poor investment decisions, and the patterns she’s uncovered from interviewing hundreds of founders after they’ve successfully exited their business.If you're building toward an exit — or learning how to invest after one — this is the conversation most people wish they’d heard sooner.In this episode, you’ll learn: ✅Why financial freedom doesn’t always equal happiness—and the steps you can take to avoid feeling of emptiness post-exit.✅How to avoid common post-exit mistakes of investing in VC or angel investing without proper due diligence.✅The benefits of raising children who aren’t entitled and teaching them about taking risks, the benefits of entrepreneurship and not being afraid to fail.Show Notes: LifestyleInvestor.com/239Tax Strategy MasterclassIf you're interested in learning more about Tax Strategy and how YOU can apply 28 of the best, most effective strategies right away, check out our BRAND NEW Tax Strategy Masterclass: www.lifestyleinvestor.com/taxStrategy Session For a limited time, my team is hosting free, personalized consultation calls to learn more about your goals and determine which of our courses or masterminds will get you to the next level. To book your free session, visit LifestyleInvestor.com/consultationThe Lifestyle Investor InsiderJoin The Lifestyle Investor Insider, our brand new AI - curated newsletter - FREE for all podcast listeners for a limited time: www.lifestyleinvestor.com/insiderRate & ReviewIf you enjoyed today’s episode of The Lifestyle Investor, hit the subscribe button on Apple Podcasts, Spotify, or wherever you listen, so future episodes are automatically downloaded directly to your device. You can also help by providing an honest rating & review.Connect with Justin DonaldFacebookYouTubeInstagramLinkedInTwitterSee Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
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    59 分
  • 238: Search Funds: The Niche Asset Class Beating Private Equity & Venture Capital with Yuen Yung
    2025/05/15
    Imagine that you're an entrepreneur who's already had an exit. You're working on a Master's degree at MIT's Entrepreneur Program, and then you get a call from a talent scout at Shark Tank.Not only that, but that phone call landed you a million-dollar investment from the Sharks for your restaurant business (still one of the top five deals ever to this day) and a seven-figure exit a few years later.That's just scratching the surface of why I'm excited to introduce you to my friend Yuen Yung. Yuen is a serial entrepreneur, investor, and the Co-Founder of HalBar Partners, a niche private equity firm specializing in a relatively unknown but powerful asset class: Search Funds.In our conversation, you'll hear the experience Yuen has gained from having several successful exists, why he believes that alternative investments and real estate offer better ROI and security than the public markets, and why his newest venture into search funds—an asset class averaging a 35% IRR—could be a game-changer for investors seeking higher multiples with the steady returns of private equity.In this episode, you’ll learn: 1.) Why traditional stock market investing with 60/40 portfolios feels outdated—and why the ultra-wealthy are investing their money in alternative investments.2.) What Search Funds are and why this niche asset class differs from the more common private equity and venture capital investment opportunities—and why most people have never heard of them.3.) How Yuen earned a $1 million dollar investment on Shark Tank, despite initially turning down the opportunity and how he turned it into a 7-figure exit.Show Notes: LifestyleInvestor.com/238Tax Strategy MasterclassIf you're interested in learning more about Tax Strategy and how YOU can apply 28 of the best, most effective strategies right away, check out our BRAND NEW Tax Strategy Masterclass: www.lifestyleinvestor.com/taxStrategy Session For a limited time, my team is hosting free, personalized consultation calls to learn more about your goals and determine which of our courses or masterminds will get you to the next level. To book your free session, visit LifestyleInvestor.com/consultationThe Lifestyle Investor InsiderJoin The Lifestyle Investor Insider, our brand new AI - curated newsletter - FREE for all podcast listeners for a limited time: www.lifestyleinvestor.com/insiderRate & ReviewIf you enjoyed today’s episode of The Lifestyle Investor, hit the subscribe button on Apple Podcasts, Spotify, or wherever you listen, so future episodes are automatically downloaded directly to your device. You can also help by providing an honest rating & review.Connect with Justin DonaldFacebookYouTubeInstagramLinkedInTwitterSee Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
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    40 分
  • 237: Pro Sports Investing & Helping Athletes Build Real Wealth with Tom Zheng
    2025/05/08
    Imagine signing a $10M contract, only to see $2M after taxes, fees, and cuts?That’s the reality for most pro athletes. And for many, it’s just the beginning of financial missteps that can lead to bankruptcy just a few years after retiring.Today’s guest is Tom Zheng—a former NFL sports scientist turned investor. He’s also the Co-Founder & CEO of The Players Company, a platform helping professional athletes build real wealth through education, access, and smart investments.In this episode, Tom shares a behind-the-scenes look at how professional athletes are financially coached (or often misled), the growing role of private equity in sports, and how he’s guiding athletes toward smarter financial futures through education and access to exclusive investment opportunities.Whether you’re a sports fan, investor, or entrepreneur, this episode is packed with lessons about leverage, legacy, and building financial intelligence. In this episode, you’ll learn: 1.) How Tom went from NFL sports science to investing in pro teams and building a player-owned private equity firm.2.) The financial traps most pro athletes fall into—and how The Players Company is solving them.3.) Why investing in sports teams and NIL assets isn’t just for billionaires anymore—and what this means for everyday investors.Show Notes: LifestyleInvestor.com/237Tax Strategy MasterclassIf you're interested in learning more about Tax Strategy and how YOU can apply 28 of the best, most effective strategies right away, check out our BRAND NEW Tax Strategy Masterclass: www.lifestyleinvestor.com/taxStrategy Session For a limited time, my team is hosting free, personalized consultation calls to learn more about your goals and determine which of our courses or masterminds will get you to the next level. To book your free session, visit LifestyleInvestor.com/consultationThe Lifestyle Investor InsiderJoin The Lifestyle Investor Insider, our brand new AI - curated newsletter - FREE for all podcast listeners for a limited time: www.lifestyleinvestor.com/insiderRate & ReviewIf you enjoyed today’s episode of The Lifestyle Investor, hit the subscribe button on Apple Podcasts, Spotify, or wherever you listen, so future episodes are automatically downloaded directly to your device. You can also help by providing an honest rating & review.Connect with Justin DonaldFacebookYouTubeInstagramLinkedInTwitterSee Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
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    31 分
  • 236: The Hidden Emotional Programming Controlling Your Life with Joey Klein with Joey Klein
    2025/05/01
    What if every decision you made was actually predetermined, shaped by a story your nervous system wrote years ago? Well, the science suggests that our emotional programming starts in the womb.Today’s guest calls it the “ghost in the machine” and has spent 20+ years helping people rewrite it.In this episode, I’m talking with Joey Klein—Founder of Inner Matrix Systems and a globally recognized transformation expert. Joey has trained over 84,000 people, from Fortune 500 execs to pro athletes, to rewire the emotional and mental patterns quietly shaping their behavior. His work blends neuroscience, psychology, and mindfulness to create real, lasting change from the inside out.Together, we explore how these subconscious imprints silently drive your decisions—often sabotaging success in business, relationships, and everyday life. If you want to rewire your inner programming, get unstuck, and create meaningful success in every area of life, you’re going to love this episode. In this episode, you’ll learn: ✅ How a near-death experience at 19 launched Joey's journey into inner work—and why emotional mastery, not hustle, is the key to lasting success.✅ What the “ghost in the machine” really is—and how subconscious emotional imprinting silently drives your decisions.✅ How Joey helped a top Hollywood executive break through years of creative roadblocks by rewiring his internal belief system.✅ Why your nervous system is just as trainable as your muscles—and how to strengthen it to access clarity, calm, and peak performance.Show Notes: LifestyleInvestor.com/236Tax Strategy MasterclassIf you're interested in learning more about Tax Strategy and how YOU can apply 28 of the best, most effective strategies right away, check out our BRAND NEW Tax Strategy Masterclass: www.lifestyleinvestor.com/taxStrategy Session For a limited time, my team is hosting free, personalized consultation calls to learn more about your goals and determine which of our courses or masterminds will get you to the next level. To book your free session, visit LifestyleInvestor.com/consultationThe Lifestyle Investor InsiderJoin The Lifestyle Investor Insider, our brand new AI - curated newsletter - FREE for all podcast listeners for a limited time: www.lifestyleinvestor.com/insiderRate & ReviewIf you enjoyed today’s episode of The Lifestyle Investor, hit the subscribe button on Apple Podcasts, Spotify, or wherever you listen, so future episodes are automatically downloaded directly to your device. You can also help by providing an honest rating & review.Connect with Justin DonaldFacebookYouTubeInstagramLinkedInTwitterSee Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
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    48 分