The Lifestyle Investor - Investing, Passive Income, Wealth

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 GiftGet Jay and Steph's 5 free Health & Fitness eBooks! Visit LifestyleInvestor.com/172Show Notes: LifestyleInvestor.com/172Tax 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.

Dave Durand is the co-founder and Executive Chairman of Best Version Media, a top 20 fastest-growing media company in North America. A best-selling author and professional speaker, Dave has mentored over 150,000 individuals, including entrepreneurs, sales teams, Fortune 500 executives, and CEOs, to grow successful, thriving businesses.Over the years, Dave’s built and sold companies valued in the hundreds of millions and done over a billion dollars worth of sales. Today, I wanted to speak to him about the principles and tactics for creating outstanding leadership teams and exploring how those strategies have been instrumental in building and scaling multiple successful companies.He also shares his decision-making formula that’s helped him to build thriving businesses without ever losing track of what really matters to him: making memories with friends and loved ones. In this episode, you’ll learn:✅ Dave’s top tips for building and cultivating an amazing leadership team that will take your business to new heights.✅ The three-step decision-making formula that’s helped Dave build and exit multiple companies without sacrificing personal fulfillment and time spent with loved ones.✅ The keys to building a great culture in your organization that brings everyone together under a singular mission.Free GiftGet 4 free modules for Dave's Leading Giants Masterclass! Visit LifestyleInvestor.com/171Show Notes: LifestyleInvestor.com/171Tax 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.

Daven Michaels, founder of 123Employee and remote business solutions pioneer, shares his journey from working with rock icons to becoming an influential entrepreneur. He discusses the extensive tax advantages of living in Puerto Rico and how to utilize them, as well as leveraging 'opportunity zones' for real estate investments. Don't miss this episode's insights on wealth building and tax savings!

Today, as a part of the Lifestyle Investor member spotlight series, I’m speaking with Ryan Williamson.In our conversation, Ryan shares his incredible journey from being a NAVY vet and board-certified neurologist to a prolific entrepreneur and investor who’s disrupting the healthcare staffing field.Ryan details his tax and investment strategies that have not only weathered economic downturns but have also produced remarkable returns, the lessons he took from other Lifestyle Investor Mastermind members, and how all these experiences helped him create his dream life. In this episode, you’ll learn: ✅ The tax strategies that Ryan uses to add an additional 6-figures to his annual income.✅ Ryan’s recession-proof investing strategies that consistently yield high returns.✅ The story of how serving in the NAVY and working in medicine motivated Ryan to build a locum tenens healthcare staffing agency.Free GiftGet Ryan's Healthy Brain Cheat Sheet! Visit LifestyleInvestor.com/169Show Notes: LifestyleInvestor.com/169Free 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/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.

Today, I’m talking with Chris Board. Chris is an NFL linebacker who plays for the New England Patriots. But his talents aren’t limited to football. Off the field, Chris channels the same intensity and commitment to his financial planning. As a proud member of The Lifestyle Investor Mastermind, he stands out from the traditional professional athlete mold. During our conversation, he opens up about how he manages his NFL earnings, which often come with complex structures, and how he smartly invests in single-family homes and index funds. He also shares fascinating details on what it’s like to be coached by the legendary Bill Belichick and his appreciation for the lessons and opportunities he’s gained from being a part of the TLI Mastermind. In this episode, you’ll learn: ✅ Why so many professional athletes go broke, and the strategies that allow Chris to steer clear from their mistakes.✅ Chris’s personal journey of going into real estate investing as an NFL athlete and the financial lessons he picked up from mentors and the TLI Mastermind.✅ An inside look into the unique payment structures NFL athletes are facing.Show Notes: LifestyleInvestor.com/168Free 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/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.

Jeff Socha is a financial consultant and Founder of Socha Capital who has helped many entrepreneurs and executives, especially those who earn $1 million annually, navigate the complexities of wealth management and grow and protect their wealth using unique tax strategies.During our conversation, Jeff shares his perspectives on how vital it is for high-earners to protect their wealth from excessive taxation without going against regulation. He emphasizes the significance of having a robust and effective tax strategy, which is often overlooked but crucial for long-term financial security. He also gives valuable advice for those tempted by seemingly attractive yet risky tax strategies and the warning signs to watch out for when consulting financial advisors.  In this episode, you’ll learn:  ✅ Unique strategies to generate significant tax returns - whether it's on your income, capital gains sale, investment portfolio, or estate planning. ✅ The critical differences between CPAs and tax strategists and why people often get them confused. ✅ The most common tax-saving mistakes Jeff sees all the time and the most overlooked tax strategies you should be considering.Free GiftGet Jeff's free PDF titled 23 Overlooked Tax Strategies for Entrepreneurs. Visit LifestyleInvestor.com/167Show Notes: LifestyleInvestor.com/167Free 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/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.

Jhana Li is the founder of Spyglass Ops, a digital startup COO and operations consultant with an impressive track record, including being the COO of two 7-figure startups and serving as an operations consultant to over thirty 7 & 8-figure online businesses.Today, we take a hard look at the greatest bottlenecks founders face in their businesses that prevent them from scaling effectively. Jhana offers her perspective on why operators are crucial to business growth and why founders often struggle to hire the right person for this role. Plus, she's got some great tips for picking the right operator for any business and the warning signs to watch for when bringing one on board.In this episode, you’ll learn:✅ The distinction between an ops manager, CEO, and COO and how to determine the right role for your business.✅ Common pitfalls to avoid when hiring an operator and the most widespread misconceptions about the role of operators.✅ Strategies for pinpointing operational bottlenecks that are hindering your business’s ability to scale effectively.Free GiftGet Jhana's Bottleneck Breakthrough Detector resource. Visit LifestyleInvestor.com/166Show Notes: LifestyleInvestor.com/166Free 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/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.

Today, I have the pleasure of speaking with Mark W. Yusko, the visionary Founder, CEO, and Chief Investment Officer of Morgan Creek Capital Management, renowned for his forward-thinking investment strategies and sharp eye for identifying emerging trends.Mark is confident about the big shift toward a blockchain-centric future. You'll hear his thoughts on the future of cryptocurrency and how it's reshaping our views on banking, investments, and personal privacy. Plus, he's got some really insightful tips on navigating the often confusing and fast-paced world of digital asset investments like crypto.  In this episode, you’ll learn: ✅ Strategies for future-proofing your investment portfolio, especially against the weakening dollar and fluctuating market conditions. ✅ Mark’s take on why Web3 will generate an astonishing $15-20 trillion in value and what that means for investors.✅ A deep dive into the incredible world of cryptocurrency – why it might just eclipse traditional assets like the dollar and gold, and how it's set to shake up the financial world.Free GiftGet Mark's free research paper "The Quantitative Investment Case for Blockchain Technology in Institutional Portfolios." Visit LifestyleInvestor.com/165Show Notes: LifestyleInvestor.com/165Free 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/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.

Today, as a part of the Lifestyle Investor member spotlight series, I’m speaking with Ryan Thacker. In this episode, we're taking a deep dive into Ryan's journey, particularly his impressive rebound after a huge setback during the pandemic. Since joining the Lifestyle Investor Mastermind, Ryan's strategies have really taken off, and we're going to unpack all of that – including structuring deals to maximize tax benefits and his clever use of life insurance, 1031 exchanges, and Roth IRAs to boost investment returns. We're also going to touch on a critical issue: why so many people find themselves absolutely unprepared for retirement and how Ryan addresses that problem through his INC. 5000 company, B.O.S.S. Retirement Solutions.  In today’s episode, you’ll learn: ✅ The major problems with 401k plans – and why 1 in 10 Americans will not have enough money to survive their retirement. ✅ The secret tool the rich use to build tax-free wealth.✅ The major benefits Ryan’s gotten from being a part of the Lifestyle Investor Mastermind community.  Show Notes: LifestyleInvestor.com/164Free 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/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.

Today, I’m talking with Kamal Ravikant – a serial tech entrepreneur and Managing Partner at Evolve VC, an early stage Silicon Valley Venture Capital fund. He’s also the author of the bestselling books, “Love Yourself Like Your Life Depends On It”, “Rebirth”, and “Live Your Truth”.Kamal has been building companies in Silicon Valley since the late 90's. And his experience and relationships over the years have given him access to some of the very best deal flow in tech.In this episode, Kamal’s shares his incredible story, marked by both triumphs and setbacks. He opens up about the failed entrepreneurial venture that left him deeply depressed – and the silver lining of developing remarkable mental resilience, which later fueled his success. You’ll also learn… ✅ The biggest mistakes angel investors should avoid.✅ The specific attributes that set legendary founders apart from the rest.✅ What it was like growing up with his brother Naval Ravikant, who is recognized as one of the most legendary figures in the investing world – and the best lessons he’s learned from him. Free GiftGet Kamal's book Live Your Truth for free! (limited time only). Visit LifestyleInvestor.com/163Show Notes: LifestyleInvestor.com/163Free 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/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.