The Lifestyle Investor - Investing, Passive Income, Wealth

Justin Donald

Entrepreneur Magazine calls Justin Donald “The Warren Buffett of Lifestyle Investing.” Imagine being able to earn passive income, long-term equity, and achieve financial freedom while gaining total freedom from your business or a job. That’s what Lifestyle Investing is all about. Justin Donald has mastered the low-risk cash flow investment principles he shares with entrepreneurs around the world. His alternative investing principles center on creating passive income and significant wealth while liberating yourself from a day-to-day job so you never run out of money. His innovative mindset principles and 10 commandments of Lifestyle Investing have released scores of entrepreneurs from the “golden handcuffs” that came with running life-consuming enterprises. This show focuses on showing today’s entrepreneurs and business executives how to think and invest to limit risk, maximize repeatable returns, and achieve retirement goals through his proven passive income cash flow strategies. Justin’s principles enable you to move from an “earned income” career to support your lifestyle with passive cash flow investments including real estate, operating companies, debt, equity, and franchises that give you the absolute freedom to live the life you truly desire. Interviews with top thought leaders, such as, John Lee Dumas, Ryan Levesque, Hal Elrod, Jon Vroman, Mike Koenigs, Phillip Stutts, Rob Dial, John Ruhlin, Brad Johnson, Robert Glazer, Mike Michalowicz, Geoff Woods, Steve Sims, and many more! For more information, visit https://justindonald.com

  1. 1d ago ·  Bonus

    Lens #08: 5 Filters That Help Me Say No to Almost Every Deal

    LIL #008: 5 Filters That Help Me Say No to Almost Every Deal Justin spends $300K/year on due diligence and still says no to most deals. Here are the five filters. Episode Summary In this episode of The Lifestyle Investor Podcast, host Justin Donald breaks down the five investment filters he uses to reject 90% of the deals that cross his desk. You'll learn why downside protection matters more than upside potential, how the "velocity of money" lets you invest the same capital across multiple deals, and why monthly cash flow is a health check on every investment. Question of the Day 🗣️ Of these five filters - Lifestyle First, Reduce the Risk, Get Principal Back Quickly, Create Cash Flow Immediately, and Find an Income Amplifier - which one have you been overlooking in your own investing? Drop it in the comments. Key Take-aways A "passive" investment requiring 10 hours a week is just a part-time job in disguiseThe wealthiest investors evaluate risk first and returns second - not the other way aroundGetting your principal back quickly lets you recycle the same capital across five dealsMonthly distributions are a health check on the deal, not just incomeCommunity leverage negotiates better terms than any individual investor can get alone Timestamped Outline ⏱️ 00:00 - Introduction 00:33 - Filter #1: Lifestyle First - does this investment require my time? 01:08 - Why "passive" investments can become part-time jobs 01:17 - Filter #2: Reduce the Risk - how is my downside protected? 01:50 - The wealthiest investors think about risk first 02:00 - Filter #3: Get Principal Back Quickly - the velocity of money 02:28 - How to invest the same capital five times and keep equity in all deals 03:04 - Filter #4: Create Cash Flow Immediately - monthly distributions as a health check 03:51 - Filter #5: Find an Income Amplifier - community leverage for better terms 04:30 - The $300K due diligence budget and why saying no matters most 05:22 - Closing thoughts and next week's preview Links & Resources 🔗 The Lifestyle Investor Lens (weekly newsletter) → https://lifestyleinvestor.com/newsletter Connect & CTA 🎯 👉 Enjoyed this? Subscribe & leave a review on Apple Podcasts. 🎁 Every week, The Lifestyle Investor Lens breaks down what's changing in the world of wealth, what the wealthy are doing differently, and how to build passive income that funds your life today. Subscribe so you don't miss the next issue: https://lifestyleinvestor.com/newsletter Credits Host: Justin Donald © 2026 Lifestyle Investor. All rights reserved. See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

  2. 5d ago

    299: How PAC Helps Professional Athletes Build Meaningful Legacies Beyond Sports with Chip Paucek

    One conversation can change the trajectory of your life. Whether you're building a business, growing your wealth, or navigating a major life transition, the people you surround yourself with often determine the opportunities available to you and the outcomes you create. That's why I'm excited to welcome Chip Paucek to the podcast. Chip is a serial entrepreneur, co-founder and CEO of Pro Athlete Community (PAC), one of the world's largest private membership organizations for professional athletes. PAC was founded on the belief that professional sports should be a first chapter rather than a final destination, and provides athletes with the resources, community and relationships they need to thrive in business, leadership, investing, and life after the game.  After building 2U from a startup into one of the largest online education companies in the world, which approached $1 billion in revenue, Chip set out to help athletes successfully navigate life after sports by creating a community focused on leadership, relationships, business growth, and personal development. In our conversation, Chip shares the mission behind Pro Athlete Community, the challenges many athletes face after retiring from sports, and the systems they've created to connect athletes with world-class entrepreneurs, investors, and mentors. In this episode, you’ll learn:  ✅ How one meaningful relationship can completely change the trajectory of your life and career.  ✅ How elite athletes apply grit, discipline, and resilience to succeed long after their playing careers end. ✅ The importance of trust, authenticity, and continuous learning as essential building blocks to create long-term success and fulfillment. Show Notes: LifestyleInvestor.com/299 Tax Strategy Masterclass If 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/tax Strategy 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/consultation The Lifestyle Investor Insider Join The Lifestyle Investor Insider, our brand new AI - curated newsletter - FREE for all podcast listeners for a limited time: www.lifestyleinvestor.com/insider Rate & Review If 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 Donald FacebookYouTubeInstagramLinkedInTwitter See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

  3. Jul 13 ·  Bonus

    Lens #07: Every Deal You See Has Already Been Rejected

    LIL #007: Every Deal You See Has Already Been Rejected The best private investments close before you ever hear about them. Here's why - and what to do about it. Episode Summary In this episode of The Lifestyle Investor Podcast, host Justin Donald breaks down why the best private deals never reach the open market - and what it really means when one does. You'll learn why open-market deals are a warning sign, how advisors' hidden incentives shape the deals you see, and how to start building the kind of access that leads to truly invisible deal flow. Question of the Day 🗣️ Where are you currently sourcing your investment opportunities - through an advisor, online platforms, a network, or somewhere else? Drop it in the comments. No wrong answers - just curious where everyone's starting from. Key Take-aways The best private deals fill inside trusted networks before they're ever announcedIf a deal made it to the open market, ask why the insiders passed on itYour advisor's deal recommendations may be driven by commissions, not qualityAccess to deal flow is necessary but not sufficient - private doesn't mean goodYou make your money on the buy side by saying no to 90% of what you see Timestamped Outline ⏱️ 00:00 - Introduction and recap of the three shifts 00:35 - The best deals are invisible, and that's by design 01:20 - The uncomfortable truth about open market deals 01:49 - The hidden conflict in your advisor's deal flow 02:52 - What invisible deals actually are 03:27 - Mobile home parks and SFR before they were mainstream 04:02 - The real access problem: deals reserved for insiders 04:52 - Finding deals is about saying no to 90% 05:27 - Five bad deals pitched in one week 06:00 - Next week: the five filters for evaluating any deal Links & Resources 🔗 The Lifestyle Investor Lens (weekly newsletter) → https://lifestyleinvestor.com/newsletter Connect & CTA 🎯 👉 Enjoyed this? Subscribe & leave a review on Apple Podcasts. 🎁 Every week, The Lifestyle Investor Lens breaks down what's changing in the world of wealth, what the wealthy are doing differently, and how to build passive income that funds your life today. Subscribe so you don't miss the next issue: https://lifestyleinvestor.com/newsletter Credits Host: Justin Donald © 2026 Lifestyle Investor. All rights reserved. See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

  4. Jul 9

    298: From NFL Underdog to Thriving Entrepreneur with Justin Forsett

    Change is unavoidable, but how you respond to it can have a huge impact on the trajectory of your life. Whether you're navigating a career transition, facing rejection, or pursuing an ambitious goal, uncertainty often reveals who you become under pressure. That's why I'm excited to welcome Justin Forsett to the podcast. Justin had a nine year career in the NFL and played for seven different teams before eventually breaking through as a Pro Bowl running back. After football, he successfully transitioned into entrepreneurship as the founder and CEO of Hustle Clean, a fast-growing personal care brand now sold in major retailers across the country. He’s also developed into an amazing public speaker and mentor, teaching organizations and leaders about resilience, leadership, and overcoming adversity. In our conversation, Justin shares the lessons he learned from being cut seven times, how he handled criticism and negative thoughts in his career, and what it takes to lead a business through uncertainty while staying true to his purpose. In this episode, you’ll learn:  ✅ How Justin turned years of setbacks and uncertainty into a breakthrough NFL career and built a highly successful business. ✅ Why mental toughness, resilience, and adaptability are critical for both athletes and entrepreneurs. ✅ How to create a life in alignment with your faith, family, business, and long-term purpose. Show Notes: LifestyleInvestor.com/298 Tax Strategy Masterclass If 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/tax Strategy 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/consultation The Lifestyle Investor Insider Join The Lifestyle Investor Insider, our brand new AI - curated newsletter - FREE for all podcast listeners for a limited time: www.lifestyleinvestor.com/insider Rate & Review If 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 Donald FacebookYouTubeInstagramLinkedInTwitter See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

  5. Jul 6 ·  Bonus

    Lens #06: I Had Financial Freedom Before I Was a Millionaire

    LIL #006: I Had Financial Freedom Before I Was a Millionaire The size of the pile was never the point - here's what actually matters. Episode Summary In this episode of The Lifestyle Investor Podcast, host Justin Donald breaks down why cash flow - not net worth - is the real path to financial freedom. You'll learn the three numbers that actually determine your freedom, why your net worth is probably half what you think, and how mobile home parks built his family's financial foundation one park at a time. Question of the Day Do you know your survival number and your lifestyle number? If you've calculated them, drop them in the comments (or just share which one surprised you more). If you haven't - that's your homework this week. Key Take-aways Financial freedom doesn't require millionaire status - it requires cash flowKnow your three numbers: survival, lifestyle, and freedomYour net worth is likely inflated by unrealistic business valuations and ignored taxesThe "accumulate and deplete" model is built on hope, not certaintySurplus income changes compounding math from 15-20% savings to 100% Timestamped Outline 00:00 - Introduction - the third shift reshaping wealth 00:22 - The shift from net worth to cash flow 00:39 - Financial freedom before millionaire status 01:22 - Why net worth is the wrong target 01:35 - How most people inflate their net worth 02:02 - Taxes and lost write-offs after selling 02:37 - The accumulate-then-deplete model 03:23 - Your survival number and lifestyle number 04:01 - The Freedom Number explained 04:12 - Mobile home parks - from first park to surplus income 04:53 - Why surplus income changes everything 05:30 - From Netflix subscription to $1M in passive income 06:17 - Better business decisions through financial freedom 07:15 - Stop chasing net worth, start chasing cash flow 08:04 - What's coming next - finding deals that cash flow Links & Resources Subscribe to The Lifestyle Investor Lens → https://lifestyleinvestor.com/newsletter Connect & CTA 👉 Enjoyed this? Subscribe & leave a review on Apple Podcasts. 🎁 Every week, The Lifestyle Investor Lens breaks down what's changing in the world of wealth, what the wealthy are doing differently, and how to build passive income that funds your life today. Subscribe so you don't miss the next issue: https://lifestyleinvestor.com/newsletter Credits Host: Justin Donald © 2026 Lifestyle Investor. All rights reserved. See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

  6. Jul 2

    297: What Devin McCourty Has Learned About Managing Money After 13 Years in the NFL

    Professional athletes earn more money than most people will see in a lifetime, but their wealth can vanish surprisingly fast without the right guidance, relationships, and mindset. Whether you're a professional athlete, entrepreneur, or investor, building wealth requires far more than simply earning a high income or a big payday. That's why I'm excited to welcome Devin McCourty to the podcast. Devin was a 1st round pick who spent 13 seasons with the New England Patriots and won three Super Bowls during one of the greatest dynasties in NFL history. Since retiring from football, Devin has transitioned into broadcasting on NBC's Football Night in America, the #1 primetime show on television for the past 15 consecutive years. Devin is also a student and speaker at PAC (Pro Athlete Community), where he provides mentorship and helps athletes make smarter financial decisions and prepare for the next chapter in their lives. In this conversation, Devin shares tough money lessons from navigating a career in the NFL and the importance of surrounding yourself with trusted advisors. We discussed the leadership principles that helped him succeed both on and off the field, including parenting, youth sports, and how competition can help build resilience that lasts far beyond the game. In this episode, you’ll learn:  ✅ The pressure that NFL athletes face after signing their first contract, and the myths about how much is spent frivolously.  ✅ How athletes and entrepreneurs can avoid costly investing mistakes by building the right team around them. ✅ Why failure, competition, and adversity are some of life's greatest teachers both in sports and business. Show Notes: LifestyleInvestor.com/297 Tax Strategy Masterclass If 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/tax Strategy 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/consultation The Lifestyle Investor Insider Join The Lifestyle Investor Insider, our brand new AI - curated newsletter - FREE for all podcast listeners for a limited time: www.lifestyleinvestor.com/insider Rate & Review If 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 Donald FacebookYouTubeInstagramLinkedInTwitter See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

  7. Jun 29 ·  Bonus

    Lens #05: Your Advisor Collects Fees Whether You Win or Lose

    LIL #005: Your Advisor Collects Fees Whether You Win or Lose Your advisor gets paid every year. Less than 5% of them actually earn it. Episode Summary In this episode of The Lifestyle Investor Podcast, host Justin Donald breaks down why the traditional financial advisor model is broken and what the ultra-wealthy use instead. You'll learn why AUM fees create a structural conflict of interest, how a real family office works compared to a single advisor, and how $30,000 in annual tax savings can compound to over $13 million across 30 years. Question of the Day 🗣️ What's the biggest challenge you're facing right now when it comes to your tax strategy or finding the right financial team? Drop it in the comments. Key Take-aways Less than 5% of money managers outperform a basic index fund over 15 yearsThe AUM fee model pays your advisor whether they win or lose for youA family office coordinates specialists across tax, legal, estate, and deal flowThe gap between a CPA who files taxes and one who minimizes them is massive$30K in annual tax savings compounds to $13M+ over 30 years Timestamped Outline ⏱️ 00:00 - Introduction and recap of shift one 00:13 - Shift two: from investment advisor to family office 00:44 - How your advisor actually gets paid 01:06 - The structural conflict of interest in AUM fees 01:31 - Less than 5% of managers beat the S&P 500 02:36 - What a family office actually is 03:42 - Why it costs $4M-$14M per year to run one 04:07 - Tax strategy: compliance vs. minimization 04:48 - The CPA litmus test 05:34 - How $30K in tax savings becomes $13 million 06:10 - Accessing the family office model without being a billionaire 07:44 - Next week: the third shift Links & Resources 🔗 The Lifestyle Investor Lens (weekly newsletter) → https://lifestyleinvestor.com/newsletter Connect & CTA 🎯 👉 Enjoyed this? Subscribe & leave a review on Apple Podcasts. 🎁 Every week, The Lifestyle Investor Lens breaks down what's changing in the world of wealth, what the wealthy are doing differently, and how to build passive income that funds your life today. Subscribe so you don't miss the next issue: https://lifestyleinvestor.com/newsletter Credits Host: Justin Donald © 2026 Lifestyle Investor. All rights reserved. See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

  8. Jun 25

    296: Turning Setbacks and Failures Into a 9-Figure Exit with Joel Marion

    Success has an interesting way of moving the goalposts. You land a book deal, the business starts to take off, money starts flowing, you sell the business for life-changing wealth, and yet somehow struggle to keep the calendar open for what matters most.  For many entrepreneurs, the pursuit of wealth and freedom slowly turns into a new set of obligations, responsibilities, and pressures that can be just as demanding as the life they were trying to escape. That's why I'm excited to introduce you to my friend Joel Marion. Joel is a serial entrepreneur, 6-time bestselling author, direct-response marketing expert, and co-founder of BioTrust, a company that he helped scale to a 9-figure exit before his 40th birthday. Today, he mentors entrepreneurs and is launching Sound & Soul, a business focused on creating intimate live music experiences that bring people together through connection and shared memories. In this conversation, Joel shares his unlikely journey from substitute teacher to entrepreneur with a huge exit, the lessons he learned from years of setbacks, and why some of his biggest breakthroughs came after his greatest disappointments. In this episode, you’ll learn:  ✅ How Joel turned a failed book launch and a season of substitute teaching into the foundation for a business that generated millions in profit. ✅ Why one of Joel's most painful business setbacks taught him more about success, leadership, and fulfillment than any of his biggest wins. ✅ How Joel's definition of wealth evolved from chasing financial freedom to prioritizing time, relationships, and memorable experiences. Show Notes: LifestyleInvestor.com/296 Tax Strategy Masterclass If 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/tax Strategy 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/consultation The Lifestyle Investor Insider Join The Lifestyle Investor Insider, our brand new AI - curated newsletter - FREE for all podcast listeners for a limited time: www.lifestyleinvestor.com/insider Rate & Review If 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 Donald FacebookYouTubeInstagramLinkedInTwitter See 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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About

Entrepreneur Magazine calls Justin Donald “The Warren Buffett of Lifestyle Investing.” Imagine being able to earn passive income, long-term equity, and achieve financial freedom while gaining total freedom from your business or a job. That’s what Lifestyle Investing is all about. Justin Donald has mastered the low-risk cash flow investment principles he shares with entrepreneurs around the world. His alternative investing principles center on creating passive income and significant wealth while liberating yourself from a day-to-day job so you never run out of money. His innovative mindset principles and 10 commandments of Lifestyle Investing have released scores of entrepreneurs from the “golden handcuffs” that came with running life-consuming enterprises. This show focuses on showing today’s entrepreneurs and business executives how to think and invest to limit risk, maximize repeatable returns, and achieve retirement goals through his proven passive income cash flow strategies. Justin’s principles enable you to move from an “earned income” career to support your lifestyle with passive cash flow investments including real estate, operating companies, debt, equity, and franchises that give you the absolute freedom to live the life you truly desire. Interviews with top thought leaders, such as, John Lee Dumas, Ryan Levesque, Hal Elrod, Jon Vroman, Mike Koenigs, Phillip Stutts, Rob Dial, John Ruhlin, Brad Johnson, Robert Glazer, Mike Michalowicz, Geoff Woods, Steve Sims, and many more! For more information, visit https://justindonald.com

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