The Lifestyle Investor - Investing, Passive Income, Wealth

LIL #004: How the Ultra-Wealthy Actually Invest Their MoneyThe stock market isn't their strategy. It's their holding tank. Here's what the data reveals.Episode SummaryIn this episode of The Lifestyle Investor Podcast, host Justin Donald breaks down how the wealthiest families in the world actually allocate their portfolios, using data from Goldman Sachs, JP Morgan, and UBS. You'll learn why the ultra-wealthy borrow against stocks instead of selling them, where real wealth is created in inefficient markets, and why the "safe" 60/40 portfolio had one of its worst years in a century.Question of the DayWhat percentage of your portfolio is currently in the stock market vs. alternative investments? Drop a number below - no judgment, just curious where everyone's starting from.Key TakeawaysThe wealthiest families hold over half their net worth in alternatives, not public equitiesBorrowing at 4-5% to invest at 12-15% is how the ultra-wealthy compound without sellingEfficient markets offer no edge for retail investors - inefficient markets are where wealth is createdOne group of Austin centi-millionaires collectively holds just 5% in stocksConcentrate to make money, diversify to keep it - not the other way aroundTimestamped Outline00:00 - Introduction - the shift from public to private markets00:28 - Why wealthy families keep money in stocks (not the reason you think)00:52 - The arbitrage game - borrowing at 4-5% to invest at 12-15%01:38 - Stacking returns - stocks, whole life policies, and compounding leverage01:57 - The stock market as a holding tank, not a strategy02:15 - Efficient markets vs. inefficient markets03:02 - Where the real opportunity lives - private businesses and real estate04:01 - What the ultra-wealthy actually invest in (family office data)05:42 - The Austin centi-millionaire group that holds just 5% in stocks06:46 - Why the 60/40 portfolio era is over07:26 - Concentration to make money, diversification to keep it09:00 - The shift from public to private - and what's coming nextLinks & ResourcesFlash Boys by Michael Lewis (recommended read on retail investor disadvantage)The Lifestyle Investor Lens (weekly newsletter) - https://lifestyleinvestor.com/newsletterConnect & CTAEnjoyed this? Subscribe and 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: https://lifestyleinvestor.com/newsletterCreditsHost: 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.

LIL #003: 1,000 Lunches Taught Me More Than My Finance DegreeOne weekly habit, 20 years, 1,000+ conversations - and a deal network no textbook could build.Episode SummaryIn this episode of The Lifestyle Investor Podcast, host Justin Donald breaks down the single habit that built his entire investment network - one lunch at a time, every week, for two decades.You'll learn how a hands-on finance degree shaped his investing lens, why watching smart people follow the "right" playbook and never get ahead changed his trajectory, and how financial freedom removes fear from every decision.Question of the DayWhat's one relationship or conversation that fundamentally changed how you think about money or investing? Drop it in the comments.Key TakeawaysOne consistent weekly habit compounded into 1,000+ high-caliber investor conversationsWatching diligent people follow the textbook and never get ahead rewired his strategyFinancial freedom changes every decision you make for your business and familyThe Lifestyle Investor Community's real value is the collective wisdom, not one personCOVID turned weekly lunches into a virtual Investment Happy Hour that scaled everythingTimestamped Outline00:00 - Introduction and recap of previous issues01:08 - The one habit that changed everything01:29 - 1,000 lunches in 20 years02:11 - A finance degree with real practitioner training02:46 - Watching people do the "right things" and never get ahead03:28 - What the ultra-wealthy actually know04:09 - Why this was always about family first04:52 - Financial freedom changes every decision you make05:43 - Building the Lifestyle Investor Community06:11 - How COVID created something unexpected06:49 - The community itself is the asset07:20 - What's ahead for the Lifestyle Investor LensLinks & ResourcesThe Lifestyle Investor by Justin Donald - https://lifestyleinvestor.com/newsletterConnect & CTASubscribe and 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: https://lifestyleinvestor.com/newsletterCreditsHost: 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.

The strongest and most successful businesses are built on strong and meaningful relationships. And when life delivers unexpected loss, the strength of those relationships becomes an asset that is more valuable than you could ever imagine. Rod Neuenschwander is the longtime business partner of the late John Ruhlin and the operational force behind Giftology. After losing his best friend and co-founder, Rod faced an impossible challenge: preserving John’s legacy while leading the company into its next chapter. What has happened since then has been a remarkable transformation that is still grounded in relationships, faith, and leadership.You’ll hear how Rod helped turn grief and crisis into clarity, why relationships—not tactics—are the most durable growth strategy, and how leaders can build organizations that thrive beyond any one person.For anyone who has never worked with Giftology or isn’t familiar with John Ruhlin’s work, I highly recommend checking out the podcast I did with him on the Art of Gift Giving to learn more about this great company and hear from John himself. In this episode, you’ll learn: ✅ Why gifting and generosity often falls flat and what made John Ruhlin so great at it.✅ How Rob’s book became a case-study in real-time and created a One-Page Recovery Plan to help companies move forward after tragic loss.✅ How Giftology’s new membership program, Rich Relationship Society, helps make relationships your #1 business growth strategy.Show Notes: LifestyleInvestor.com/279Tax 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.

Most entrepreneurs believe once they achieve financial success or have the big exit, freedom, fulfillment, and happiness will follow.It’s a trap.And today’s guest learned that the hard way.On today's pod, I'm talking with Pablo Della, an 8-figure founder who went from growing up poor in Argentina to scaling his business into a major consumer brand.From the outside, it looked like he had won.But after the financial success came a deeper question: Now what?In this conversation, Pablo shares what changed after the money stopped being the goal, and how he rebuilt his life around real freedom.He’s also just launched a new show, Freedom Flip, where he and his co-host publicly challenge conventional thinking around money, identity, and achievement. Go give it a follow RIGHT HERE!In this episode, you’ll learn: ✅ Why Pablo believes that spending money on experiences generate a real return on happiness, time, and quality of life that goes beyond ROI.✅ How Pablo evaluates the true cost-benefit of flying private—and why the math looks different once you factor in time, energy, and opportunity cost.✅ Why Pablo believes inflation isn’t accidental, and how that belief shapes his long-term view on money, Bitcoin and wealth.Show Notes: LifestyleInvestor.com/277Tax 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.

For many professionals, the traditional path of investing in 401(k)s and IRAs and waiting until their retirement date, while trading time for money, eventually raises a difficult question: Is there a better way?Today’s guests discovered that by leveraging real estate and strategic relationships, they could build passive income while enjoying the perks of their 9-5 jobs and now teach others to do the same. Rather than chasing shortcuts, they focused on building a foundation that created options using hidden wealth hacks and money habits self-made millionaires use.Cory Jacobson and Ryan Bevilacqua are real estate investors, entrepreneurs, and hosts of the Wealth Juice Podcast. Through strategic partnerships and documenting their journey publicly, they’ve built a growing real estate portfolio while helping others take their first steps toward passive income and financial independence.Cory and Ryan unpacked the mindset shifts, relationship strategies, and long-term thinking that helped them move from early investments to scalable opportunities—while staying aligned with their purpose, lifestyle, and financial freedom goals.In this episode, you’ll learn: ✅ Why financial freedom is less about early retirement and more about creating optionality.✅ How strategic partnerships, masterminds, and relationships accelerate growth faster than trying to do it on your own.✅ Why building in public creates leverage, credibility, and unexpected opportunities.Show Notes: LifestyleInvestor.com/275Tax 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.