173 episodes

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

The Lifestyle Investor - Investing, Passive Income, Wealth Justin Donald

    • Business
    • 4.8 • 260 Ratings

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

    177: The Fullback of Finance with Jedidiah Collins

    177: The Fullback of Finance with Jedidiah Collins

    Today, I’m talking with Jedidiah Collins. Jed is a former NFL player turned Certified Financial Planner. 

    The moment he got his first NFL paycheck was the moment he had already spent it! This interaction with money and his perspective of how he saw money woke him up to the reality that he was financially illiterate. Never in school nor in his family had someone explained to him how money works, let alone how to make it work for him.

    This experience led him to founding Money Vehicle – an education technology company that’s transforming how people think about money and whose financial literacy curriculum has been used in 23 schools across the US.




    In this episode, you’ll learn: 




    ✅ Jed’s journey from being an NFL player to building an innovative education company that’s disrupting the way kids learn about money. 

    ✅ How Jed transformed financial theories into practical money-making strategies, addressing the widespread lack of financial education.

    ✅ Principles for wisely managing your finances and effectively growing your wealth. Whether you’re trying to figure out what to do with your first BIG paycheck, or hunting down strategies on how to take your hard-earned wealth to the next level, these principles are foundational to success.




    Free Gift

    Get a free 1-hour digital course: "Money Vehicle". Visit LifestyleInvestor.com/177




    Show Notes: LifestyleInvestor.com/177




    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.




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    See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

    • 42 min
    176: Broke to a $1 Billion Dollar Exit with Bobby Castro

    176: Broke to a $1 Billion Dollar Exit with Bobby Castro

    Today, I’m speaking with Bobby Castro. Bobby started his entrepreneurial journey with a modest ninth-grade education and a small but significant $1,700 gift from his mother-in-law. This initial capital became the seed for founding Bankers Healthcare Group (BHG) in 2001, a venture that would grow his net worth to over $500 million.

    Under his guidance, BHG flourished to achieve a billion-dollar exit and sale. Beyond BHG, Castro, alongside his wife Sofi, founded Ortsac Capital Group, LLC. This family office oversees a multifamily real estate portfolio valued at over $700 million, encompassing more than 2,500 units that generate over $500,000 in positive cash flow monthly. 




    In this episode, you’ll learn:




    ✅ Bobby's transformation from a waiter grappling with financial difficulties to the architect of a billion-dollar business empire. 

    ✅ How Bobby shifted from a quitters mindset to an unstoppable force fueled by focus and dedication.

    ✅ How the super-rich think about money – and why most people NEVER achieve true wealth and freedom.




    Free Gift

    Get a digital copy of "UPSIDERS" + join the Upsiders Community Visit LifestyleInvestor.com/176




    Show Notes: LifestyleInvestor.com/176




    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 DonaldFacebookYouTubeInstagramLinkedInTwitter


    See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

    • 49 min
    175: Scaling a Real Estate Startup From $0 to $20 Million in 3 Years with Alex Day

    175: Scaling a Real Estate Startup From $0 to $20 Million in 3 Years with Alex Day

    Alex Day is a real estate tech entrepreneur and Founder & CEO of Modus, a venture capital-backed, tech-enabled title insurance and escrow business, which he successfully sold to Compass in October 2020.

    In today's conversation, Alex shares his vast experience scaling startups. Between 2014 to 2018 he played a pivotal role at Peach – an SMS-based lunch delivery service that predated the mainstream emergence of industry giants like Doordash and Uber Eats.

    He then leveraged that experience to build Modus. After bringing the idea to a startup hackathon (and winning 1st place), he and his two co-founders decided to go all-in. In a remarkable span of three years, Modus experienced rapid growth, scaled to ~$20 million in annual revenue, and expanded its operations to Washington, Florida, and Texas, employing a dedicated team of more than 150 full-time employees at its peak.

    In October 2020, a significant milestone in Alex's career was the acquisition of Modus by Compass, in a notable high 8-figure deal.




    In this episode, you’ll learn:




    ✅ Alex's motivational journey from startup to $20 million in revenue in three years, scaling up to 150 employees, and achieving a high 8-figure exit within the same timeframe, all amidst the challenges of COVID.

    ✅ Strategies for managing and leveraging wealth after an exit to fuel further successes, embark on new ventures, and make a positive impact on the community.

    ✅ An in-depth account of all the rewarding as well as excruciating details founders face during the exit process.




    Show Notes: LifestyleInvestor.com/175




    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 DonaldFacebookYouTubeInstagramLinkedInTwitter


    See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

    • 49 min
    174: Million Dollar Weekend with Noah Kagan

    174: Million Dollar Weekend with Noah Kagan

    Today, I’m talking with Noah Kagan. Noah’s an entrepreneur, author, and the founder and CEO of AppSumo. His journey in the tech industry began with roles at Intel, Facebook (where he was the 30th employee), and Mint.com, but it was his entrepreneurial ventures that truly defined his career. Despite some initial setbacks and ventures that didn't pan out, Noah's persistence led to the creation of AppSumo in 2010, aiming to democratize access to software for entrepreneurs. Today, he's not just the guy behind AppSumo, but also an influential figure in the startup community, sharing his knowledge through his podcast, YouTube channel, and the OKdork blog. 

    In this episode, Noah shares insights from his new book, Million Dollar Weekend: The Surprisingly Simple Way to Launch a 7-Figure Business in 48 Hours – and provides a step-by-step guide for anyone looking to test the waters with their idea.

    Noah’s big on that first step - which is almost always the most difficult one, yet the most rewarding. He dives into practical tips on how to find your first customer and why talent is not required to be a successful entrepreneur. Instead, it’s about rolling up your sleeves, learning from bumps along the way, and getting better as you go.




    In this episode, you’ll learn:




    ✅ Why playing it safe and is riskier than you think.

    ✅ Noah’s inspiring journey from being fired from Facebook and Mint.com to building one of the top software marketplaces in the world. 

    ✅ Why every BIG business starts with a single customer – and practical tips for identifying and validating your business idea and attracting your first customer in 48 hours. 




    Free Gift

    Get Noah's The Ultimate Million Dollar Weekend Resource Guide! Visit LifestyleInvestor.com/174




    Show Notes: LifestyleInvestor.com/174




    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 DonaldFacebookYouTubeInstagramLinkedInTwitter


    See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

    • 41 min
    173: TLI Member Spotlight: Investing in Industrial Real Estate with Levi Benkert

    173: TLI Member Spotlight: Investing in Industrial Real Estate with Levi Benkert

    Levi Benkert is the founder and CEO of Harbor Capital, a real estate private equity shop focused on industrial properties in Texas. 

    Levi has bought, managed, and developed over $400M in real estate properties in his 20+ year career – and in this episode, he’s going to share the secrets to his success! 

    You’ll learn why he prefers Class B industrial real estate investing to other real estate asset classes, how he acquires properties with minimal risk and big returns, strategies for reducing your taxable income, why it’s still possible to find off-market deals, and so much more!




    In this episode, you’ll learn:




    ✅ The strategic value of accepting leasing risks over construction risks, why Levi prefers Class B industrial assets in the Texas market, and how he secures high return, minimal risk deals for clients.

    ✅ The critical role of transparency with investors and why honesty in difficult situations fosters trust and supports long-term relationships. 

    ✅ How to take advantage of accelerated depreciation in order to reduce net taxable income. 




    Free Gift

    Get Levi's free guide on Investing in Industrial Real Estate! Visit LifestyleInvestor.com/173




    Show Notes: LifestyleInvestor.com/173




    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 DonaldFacebookYouTubeInstagramLinkedInTwitter


    See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

    • 41 min
    172: Defying the Odds and Building a Fitness Media Empire with Jay and Steph Rose

    172: Defying the Odds and Building a Fitness Media Empire with Jay and Steph Rose

    Today’s guests, Jay and Steph Rose, are the powerhouse couple behind Phase SiX, a fitness media brand that’s focused on athletic performance, education, entertainment, and content creation. 

    Fueled by a vision and what little savings they had, two immigrants embarked on a six-month journey across the US, to absorb as much knowledge as they possibly could from leading experts in the world of fitness. This adventure became the foundation for a global multimedia company. 

    At the core of their success lies the Phase SiX: Content Dojo in Austin, Texas—a state-of-the-art multimedia hub that transcends traditional fitness spaces and gym models, merging cinematic quality content with social media engagement and the home for many fitness creators.




    In today’s episode, you’ll learn:




    ✅ Jay and Steph’s inspiring entrepreneurial story and how they built global fitness media brand with over 2 million followers.

    ✅ The common pitfalls that lead most businesses to failure.

    ✅ The secret to building a strong relationship that stands the test of time – including how Jay & Steph both empowered each other to create a business and life that they love.




    Free Gift

    Get Jay and Steph's 5 free Health & Fitness eBooks! Visit LifestyleInvestor.com/172




    Show Notes: LifestyleInvestor.com/172




    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 DonaldFacebookYouTubeInstagramLinkedInTwitter


    See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

    • 1 hr

Customer Reviews

4.8 out of 5
260 Ratings

260 Ratings

J-bird472 ,

Episode 177

Great discussion on the topic of financial literacy in the school system. As a father of three young boys with a wife who is a teacher, we are now planning to homeschool our children and I think this program will be very useful. My suggestion to get into school districts is to go in through job fairs and scholarships. Once the course is introduced through that lens, you would gain a lot more attention from the district.

Shiloh L ,

Great content!

Justin, I’ve have read the book and listened to several podcasts. They’re great. I really like the mastermind approach that you talk about so I’m going to be hosting some mastermind groups out of my properties in Costa Rica. I’d love to network with you and possibly collaborate one day in a mastermind group and I’d be happy to host it at my properties in Costa Rica.

Doc1223 ,

Outstanding

This podcast has changed my life. I follow Justin and his teachings very closely. I’m confident this will change the trajectory of my financial life, which as a physician was fine before, but now will be on a different - and much more lucrative - path. Thank you Justin and please continue to produce content.
CBW

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