The Lifestyle Investor - Investing, Passive Income, Wealth

Too many professionals pursue prestige and big paydays, only to feel trapped in exhausting, unfulfilling careers. Nowhere is that more obvious than in Big Law, where young attorneys trade passion for paychecks—often at the cost of burnout, depression, and a life they never wanted.Bill Reid broke that mold. As a nationally recognized trial lawyer and co-founder of Reid Collins, he’s spent decades taking on corporate giants—banks, accounting firms, and institutions most people thought were untouchable. In his new book, Fighting Bullies: The Case for a Career in Plaintiffs’ Law, he reveals the truth behind Big Law’s broken model and shows why pursuing passion and purpose leads not only to success, but to freedom.What makes Bill’s story resonate far beyond the legal world is the life he’s designed along the way—one of wealth, health, impact, and experiences that his peers envy. His journey is proof that you don’t have to sacrifice your freedom to build real prosperity.In this episode, you’ll learn: 1.) Why Big Law traps so many young attorneys—and how to avoid falling into the same paycheck-driven path.2.) How AI is disrupting industries like law—automating tasks like document review and contracts, and forcing efficiency over billable hours.3.) Bill’s blueprint for an “epic life”—balancing high-stakes work, entrepreneurship, health, and unforgettable experiences with friends and family.Show Notes: LifestyleInvestor.com/258Tax 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.

College tuition is one of the biggest financial burdens families face. Sticker prices are outrageous, financial aid feels confusing, and many parents resign themselves to paying full price—or worse, watching their kids drown in student debt.What if you could legally and strategically cut tens of thousands of dollars off your child’s tuition bill every single year?That’s exactly what Seth Greene helps parents do. Seth is the founder of one of the first and top college financial aid negotiation firms in the U.S., a financial strategist, and co-host of the SharkPreneur podcast. His firm helps families save an average of $37,000–$70,000 per year per child on college education.In this episode, Seth breaks down the “gameable” formula that determines how much the government thinks you can afford, the biggest mistakes families make when applying for aid, and the powerful negotiation strategies that colleges don’t want you to know.By the end, you’ll walk away with actionable insights that could save you six figures per child—freeing up money to invest, grow, and build the lifestyle you really want.In this episode, you’ll learn: 1.) The single most important number in college financial aid—and how to legally “game” it to qualify for more free money.2.) The costly mistakes parents make when applying for aid (like misreporting assets or overvaluing a business)—and how to avoid them.3.) Why private schools can often be cheaper than state schools, and how to use multiple offers as leverage to negotiate more aid.Show Notes: LifestyleInvestor.com/257Tax 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.

Entrepreneurs are often caught in a nonstop race—chasing revenue, scaling businesses, and pushing harder every year. The result? Burnout, strained relationships, and the feeling that freedom is always out of reach.Pete Vargas knows that cycle firsthand. He’s built multiple 7- and 8-figure companies, filled arenas with his “stages” model, and partnered with names like Grant Cardone and Tony Robbins. But the constant hustle left him unhealthy and searching for a better way.In this episode, Pete shares the turning points that shaped his journey—from growing a youth group from 3 to 800 kids, to helping speakers land 25,000+ stages, to creating Wellspring, a mastermind for entrepreneurs who want to win in every area of life. And now, why he’s stepping away for a 90-day sabbatical to reset his faith, health, relationships, wealth, and business.In this episode, you’ll learn: 1.) The life-changing power of one message. Pete shares how a single talk moved his estranged father to seek reconciliation after years of abuse—and how it inspired his mission to help others use stages to impact millions.2.) How to turn crisis into record-breaking success. When COVID canceled his $5M live event, Pete pivoted to virtual and generated over $12M—setting the model leaders like Tony Robbins and Grant Cardone still use today.3.) Why slowing down is your greatest edge. After building multiple 7- and 8-figure companies, Pete is taking a 90-day sabbatical to reset his faith, health, and family—and shows how pressing pause can unlock your best ideas.Show Notes: LifestyleInvestor.com/256Tax 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.

In this conversation with Chris Van Dusen, a serial entrepreneur and Senior Equity Partner at SoCo Capital, he dives into the intriguing world of private equity and cryptocurrency. Chris shares critical lessons on the mindset shift needed for entrepreneurs to succeed as investors. He reveals how billionaires allocate their wealth and the hidden strategies behind family offices. The discussion also covers the complexities of investing in real estate and sports, providing insights on building generational wealth through diverse investment approaches.

In a thought-provoking discussion, Alex Bean, founder of Factory for Good and co-founder of Divvy, shares his journey from a $2.5 billion exit to grappling with loneliness and a loss of identity. He emphasizes how wealth can become a curse if mismanaged, urging listeners to prioritize meaningful relationships over financial success. Alex introduces strategies like the "Happiness Audit" and the "Bank of Mom & Dad" to help families build a legacy of impact. His mission-driven approach highlights that true wealth lies in nurturing connections and purpose.

Success in business and investing often gets framed as tactics, strategy, or sheer hustle. But according to David Bayer—renowned mindset and performance coach, transformational speaker, and founder of the Powerful Living Experience—the real driver isn’t what you do, it’s the state of mind you operate from.David has guided thousands of entrepreneurs and leaders through his coaching programs, live events, and his book A Changed Mind, helping them rewire limiting beliefs, heal past trauma, and unlock exponential growth. His work blends neuroscience, psychology, spirituality, and business strategy into practical tools that create real transformation.In this episode, he breaks down his framework for Mindset 2.0—a shift from simply recognizing limiting beliefs to actually rewiring them at the neurological level. He explains why your thoughts create the states you live in, how to move from “primal” states of stress into “powerful” states of clarity, and why the quality of your inner game determines the quality of your results. David also reveals his deceptively simple but life-changing formula: Desire + Non-Resistance = Desired Result. Instead of pushing harder or grinding longer, the path to wealth, peace, and fulfillment comes from removing the resistance built into your thinking.If you’ve been stuck in stress, chasing success but feeling misaligned, this conversation will show you how to rewire your beliefs, unlock energy, and create results that flow with far less effort. In this episode, you’ll learn:  1.) How to rewire limiting beliefs with Mindset 2.0 — and why shifting from “primal” states into “powerful” states changes the way you think, feel, and make decisions.2.) The simple formula to achieve anything in life — David’s proven framework for turning desire into results without relying on hustle or grind.3.) Why your reactions reveal your beliefs — and how frustration in business (or life) is never caused by the circumstance itself, but by what you believe underneath it.Show Notes: LifestyleInvestor.com/253Tax 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.

Building and selling a company is hard—but managing wealth afterward is a completely different challenge.Jay Jacobs knows this firsthand. An OG member of The Lifestyle Investor Mastermind, and my very first Private Client, Jay founded RAPID Manufacturing in 2001 and grew it over 17 years into the world’s largest prototype sheet metal manufacturer and the second-largest prototype CNC machining business. RAPID’s success was fueled by leveraging modern technology—and after selling the company for 9-figures, Jay launched Paperless Parts to give other manufacturers access to the same kinds of tools. Today, Paperless Parts is the #1 quoting and estimating software in manufacturing, with $25M ARR.But even with all that success, Jay faced a new reality after his exit: the skills that made him a world-class entrepreneur weren’t the same ones he needed to protect and grow his wealth.As an entrepreneur, he was used to taking calculated risks, moving fast, and having full control over outcomes. As an investor, the rules were different—success meant slowing down, saying “no” more often than “yes,” and trusting others to be good stewards of his capital. The optimism and risk tolerance that served him in business could quickly become liabilities in investing.In this conversation, he shares how he made that transition—building a passive income stream to replace his paycheck, creating guardrails to avoid costly mistakes, and designing a life filled with impact, travel, and passion projects. You’ll hear the mindset changes that guide his decisions, the relationships that open up high-quality deal flow, and the lessons that can help you avoid the costly mistakes that wipe out fortunes.In this episode, you’ll learn: 1.) Why the skills that build a company aren’t the same ones that grow and protect wealth—and how to make the shift from entrepreneur to investor.2.) The strategy behind Jay’s leap from a 9-figure exit to building a $25M ARR industry leader in manufacturing software.3.) The lifestyle design strategies Jay uses to turn passions into profitable ventures and create unforgettable life experiences.Show Notes: LifestyleInvestor.com/252Tax 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.

He was dying. They thought he wouldn’t survive. So they stole his $1B company.Adel Sayegh built a billion-dollar business from nothing—pioneering security tag technology, facial recognition, and GPS tracking. But while he lay on his deathbed battling pancreatic cancer, the people he trusted most betrayed him.They drained his accounts, forged documents, and used his assets to rack up debt. The result? A complete collapse of the empire he spent decades building.In this raw, emotional episode, Adel shares the true story of how he lost everything—and why he wouldn’t trade the experience for anything. From surviving terminal illness to finding unshakable peace through his faith, this is one of the most unbelievable stories ever told on the podcast.In this episode, you’ll learn: 1.) Why Adel chose forgiveness over prosecution—even after being betrayed by his most trusted team members.2.) The hard-earned lessons from bootstrapping a billion-dollar company from his garage—and why he wouldn’t take the same approach today.3.) How faith—and unexplainable miracles—helped Adel survive terminal cancer and discover a greater purpose.Show Notes: LifestyleInvestor.com/251Tax 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.

Join Jon Vroman, Founder of Front Row Dads, and Hal Elrod, author of The Miracle Morning, as they open up about the importance of fatherhood, marriage, and community. They share personal health struggles, highlighting how slowing down can lead to unexpected gifts. The duo discusses re-prioritizing family over career ambitions, emphasizing the hidden habits that hold men back. With heartfelt anecdotes, they explore the value of authentic connections and leading by example for the next generation.

What if you could stop chasing one-time sales and build a business that pays you again and again—predictably, reliably, and without the hustle? That’s exactly what today’s guest, Stu McLaren, has helped thousands of entrepreneurs achieve.As the co-founder of Membership.io and creator of The Membership Experience™, Stu is one of the world’s leading membership experts. He’s spent the last 16+ years helping entrepreneurs turn what they know and love into thriving membership businesses that generate recurring revenue and real freedom. And now he’s packed everything he’s learned into a new book called Predictable Profits.In our conversation, Stu breaks down what actually works when it comes to memberships—what keeps people around, what makes them leave, and how to build something that lasts. No fluff, no hype—just real strategies that actually move the needle.In this episode, you’ll learn: 1.) Why the membership model is the ultimate path to predictable profits—and how it can boost your business valuation, create lifestyle freedom, and unlock compounding revenue over time.2.) The success path framework that will give your members clarity and direction—so they avoid overwhelm, stay engaged longer, and actually get results.3.) How to 3x the lifetime value of your members by optimizing their first 30 days with one simple onboarding strategy.Show Notes: LifestyleInvestor.com/249Tax 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.