All Episodes
The Lifestyle Investor - Investing, Passive Income, Wealth — 284 episodes
290: How Franchising Is a Faster Path to Cash-Flowing Business Ownership with Jon Ostenson
289: The Private Credit Strategy That Creates Predictable Cash Flow with Andrea Propp
288: The Real Reason Entrepreneurs Can’t Stay Focused with Behavioral Design Expert, Nir Eyal
287: Why High Achievers Sabotage Their Relationships (And How To Fix It) with Stefanos Sifandos
286: How Tiger 21 Helps Entrepreneurs Create and Preserve Their Wealth with Michael Sonnenfeldt
285: Why Entrepreneurs Are Turning to Functional Medicine to Optimize Their Health with Regan Archibald
284: How to Elevate Your Gifting Strategy and Strengthen Business Relationships with John Israel
283: Why Relationships Are the Greatest Investment for Entrepreneurs with MastermindTalks Founder, Jayson Gaignard
282: From a 9-Figure Exit to Inspiring the Next Generation of Entrepreneurs with Scott Lingle
281: How to Avoid Leaving Millions on the Table When Selling Your Business with Stephen Scoggins
280: How Niching Down Led to a 10x EBITDA Exit with Andrew Lassise
279: Giftology: Prioritizing Relationships and Building a Business That Outlives You with Rod Neuenschwander
278: From a Huge Exit To Reimaging IT & Cybersecurity with Bill Tyndall
277: The Mindset Shift That Unlocks True Wealth and Freedom with Pablo Della
276: Why Hiring a Tax Strategist Is The Best Investment You’ll Ever Make with Karlton Dennis
275: Building Passive Income Through Real Estate and Strategic Partnerships with Cory Jacobson and Ryan Bevilacqua
274: How Financial Literacy Unlocks Financial Freedom and Generational Wealth with Sharon Lechter
273: Using Land Flipping to Create Passive Income and Lifestyle Freedom with Jack Bosch
272: The Power of Hosting Epic Events to Curate Relationships & Accelerate Wealth with Thanh Pham
271: How Live Challenges Created Predictable Cash Flow and $100M+ in Revenue with Pedro Adao
270: A Fresh Perspective for Vetting New Business Deals with Pat Flynn
269: Scaling Through Acquisitions: The Playbook for Explosive Growth Through M&A with Tom Shipley
268: How Writing a Book Can Add Revenue Streams and Millions to Your Business with Chandler Bolt
267: Creative Real Estate Strategies to Build Generational Wealth with Dedric & Krystal Polite
266: Redefining Sustainability and Eliminating Single-Use Plastic Bottles in a $350B Industry with Shadi Bakour
265: How Prime Quadrant Is Solving the Biggest Problem in Financial Services with Mo Lidsky
264: Why Most Entrepreneurs Overcomplicate Marketing (and How to Fix It) with Allan Dib
263: The Investor Community That Teaches You How to Build Wealth & Freedom with Ryan Casey
262: Turning One Presentation Into a Multimillion-Dollar Business with Colin Boyd
261: From Burnout to “SuperWell” — Redefining Wellness, Wealth, and Freedom with Lauren Pronger
260: The Compass Within: How Core Values Shape Leadership, Culture & Investment Decisions with Robert Glazer
259: How One Drink of Alcohol Per Day Costs Entrepreneurs Millions Each Year with James Swanwick
258: Why Big Law Is Broken (And What It Teaches Us About Freedom) with Bill Reid
257: How to Save $37,000+ Per Year on College Tuition with Seth Greene
256: The 90-Day Sabbatical That Scales with Pete Vargas
255: From Building & Exiting Companies to Investing in Billionaire-Backed Strategies with Chris Van Dusen
254: Why a $2.5B Exit Didn’t Lead to Happiness with Alex Bean
253: Rewire Your Mind: The Simple Formula for Wealth & Freedom with David Bayer
252: How to Protect and Grow Wealth After Selling Your Business with Jay Jacobs
251: They Stole His $1B Company While He Was on His Deathbed with Adel Sayegh
250: Redefining Success as a Husband & Father with Jon Vroman and Hal Elrod
249: The Proven Membership Strategy for Predictable Profits with Stu McLaren
248: How to Lead With Wild Courage (Even If You’re Afraid) with Jenny Wood
247: The Ad Copywriter Behind Billion Dollar Brands with Roy H. Williams
246: The Hollywood Director Who Lives Life on His Terms Matt Earl Beesley
245: The Capital Gains Tax Strategy You’ve Never Heard Of (But Should Be Using) with Brett Swarts
244: How to Build Wealth Without Sacrificing Your Family with Chad Willardson
243: He Analyzed 1,000+ Billionaire Strategies (Here’s What He Found) with Richard Wilson
242: Let’s Retire Retirement and Build a Life You Don’t Want to Escape with Derek Coburn
241: How the Wealthy Invest Differently: Private Markets, AI Disruption, and Negotiating Better Terms with Brad Weimert & Garrett Gunderson
240: How I Created Financial Freedom on My Terms (Problems to Profit Podcast)
239: Life After the Exit: Why So Many Founders Struggle with Anastasia Koroleva
238: Search Funds: The Niche Asset Class Beating Private Equity & Venture Capital with Yuen Yung
237: Pro Sports Investing & Helping Athletes Build Real Wealth with Tom Zheng
236: The Hidden Emotional Programming Controlling Your Life with Joey Klein with Joey Klein
235: Building a 9-Figure Real Estate Empire By Turning Problems into Profit with Preston Brown
234: The 3-Part Framework That Creates True Financial Freedom with Garrett Gunderson
233: How to Properly Vet a Real Estate Syndication Deal with Hans Box
232: Whole Life Insurance: The Secret Wealth Strategy of the Rich with Caleb Guilliams
231: From NFL to Financial Freedom: How Devon Kennard Built an 8-Figure Real Estate Portfolio
230: From Entrepreneur to Investor – How to Build & Manage Wealth After an Exit with Dr. Tony Jacob
229: Why the Wealthy Are Betting Big on Private Credit with Peter Sack
228: M&A Expert Teaches You to Sell Your Business for Maximum Value with Chad Morissette
227: The CEO’s Secret Weapon: How an EA Can Help You Buy Back Time & Scale Faster with Tricia Sciortino
226: The Wealth Formula Hard Assets, Leverage & Passive Investing with Ben Reinberg
225: Build Wealth & Beat Inflation: Cashflow Ninja’s Alternative Investing Playbook with M.C. Laubscher
224: Unlock The Millionaire Mindset & Invest Like the Rich with Bronson Hill
223: The Biggest Investment Trends of 2025 (My Interview on Capability Amplifier)
222: Master AI to Build Wealth, Scale Faster, and Automate Your Business with Mike Koenigs
221: 8-Figure Founder Shares Secret to Making More & Working Less with Jonathan Goodman
220: The Tax Expert Who’s Saved Real Estate Investors $2.3B with Wes Mabry
219: How to Organize Your Digital Life & Reclaim Your Time with Shawn Lemon
218: How to Use Blockchain to Instantly Protect Your Most Valuable Ideas with Kary Oberbrunner
217: Tony Robbins’ Co-Author Reveals the Secret to Investing Like the Wealthy with Christopher Zook
216: How The Rich Invest Their Money with Scott Ford
215: Meet The Global Superstar Who Chose Family Over Fame with Christian Ray Flores
214: Remembering John Ruhlin: The Secret to Great Relationships
213: Helping the Next Generation Build Financial Success with Nick & Molly Pastermack
212: Failing His Way to a $100M+ After Quitting Wall Street with Jeremy Delk
E211: How an 8-Figure Founder Hires World-Class Talent on a Budget with Kasim Aslam
210: Meet the M&A Expert Helping Entrepreneurs Exit for MILLIONS with Peter Worrell
209: Why Most CPAs Are Failing You: Tax Strategies the Wealthy Use with Mark Kohler
208: What No One Tells You About Getting Rich with Erwin McManus
207: The Secret to Overcoming Adversity and Achieving Business Success with Carey Smolensky
206: How to Build Wealth Like the Top 1% with Dave Wolcott
205: How He Rebuilt His Life After Chasing Success with Isaac Stegman
204: Teach AI to Think Strategically & Scale Your Business with Geoff Woods
203: The Rise of Esports: A Lucrative Play for Investors with Marco Mereu
202: Lessons in Building Wealth with Sean Kelly
201: Becoming a Category of ONE & Generating Over $600 Million in Revenue with Nicholas Kusmich
200: Member Spotlight – The Fundamentals of Wealth: How to Build and Protect Your Financial Legacy with Will Duke
199: Real Estate Exit Strategies & Wealth Secrets with Brad Weimert
198: Core Values, Work-Life Integration & Putting Family First with Brad Johnson [Front Row Dads Member Takeover]
197: Flipping Raw Land for Passive Income with Mark Podolsky
196: Franchise Secrets: Scaling Auntie Anne's from 1 to 900 Locations
195: Disrupting the Colombian Coffee Market with Adam Jason
194: Over $5 Billion in Commercial Real Estate with Kip Sowden
193: Mastering Mobile Home Park Investing with Ferd Niemann
192: Disrupting the Podcast Monetization Model with Stephanie Postles
191: Bridging the Gap & Funding $5B+ in Real Estate Loans with Don Wenner
190: Australia’s Most Accomplished Real Estate Coach with Ivan Brescic
189: Building, Scaling & Exiting High-Value Businesses with Nick Bradley
188: Secrets to Multifamily Investing with Ivan Barratt
187: A Guide To Becoming A Global Citizen with Dominic Volek
186: TLI Member Spotlight: Unlocking Passive Income by Starting Small with Asim Hafeez
185: Maximize & Manage Your Money Like a Billionaire with Jim Dew
184: Member Spotlight: Tax-Free Investing Strategies with Nick Najjar
183: Passive Income Strategies for 2024 with Justin Donald
182: TLI Member Spotlight: Cash Flow Mastery with Cal Callahan
181: Secrets to Predictable Profits & Growing Beyond 7-Figures with Charles Gaudet
180: The DNA of Unicorn Leaders with Ann Hiatt
179: TLI Spotlight: Generational Wealth Through Whole Life Insurance with Brock Fortner
178: Jay Abraham | The "$21.7 Billion Dollar Man” on Growing Your Business Exponentially
177: The Fullback of Finance with Jedidiah Collins
176: Broke to a $1 Billion Dollar Exit with Bobby Castro
175: Scaling a Real Estate Startup From $0 to $20 Million in 3 Years with Alex Day
174: Million Dollar Weekend with Noah Kagan
173: TLI Member Spotlight: Investing in Industrial Real Estate with Levi Benkert
172: Defying the Odds and Building a Fitness Media Empire with Jay and Steph Rose
171: The Blueprint for Business Growth and Team Unity with Dave Durand
170: The Benefits of Living In Puerto Rico with Daven Michaels
169: TLI Member Spotlight: Recession-Resistant Investment Strategies with Ryan Williamson
168: A Winning Playbook for Financial Success with NFL LB, Chris Board
167: Tax Strategies to Grow & Protect Your Wealth with Jeff Socha
166: Break Through Operational Bottlenecks & Scale to the Next Level with Jhana Li
165: Investing in Digital Assets and a Blockchain-Centric Future with Mark Yusko
164: TLI Member Spotlight: Tax-Free Wealth Accumulation with Ryan Thacker
163: Excelling in Venture Capital & Embracing Self-Love with Kamal Ravikant
162: TLI Member Spotlight: Investing in Mobile Home Parks with Pasha Esfandiary
161: Revolutionizing Beauty & Empathetic Entrepreneurship with Brooke Nichol
160: Helping Brands Publish AI-Powered Email Newsletters that Connect and Convert with Joe Stolte
159: Build-to-Rent Strategies & Strong Family Bonds with Jim Sheils
158: Franchise Scaling Secrets and The ROI of Mastermind Groups with Ryan Casey
157: Shaping the Future of Privacy in Web 3.0 with Ron Lynch
156: Scaling a $40M Midas Franchise with Brian Beers
155: Wealth-Building Principles to Be Richer, Wiser and Happier with William Green
154: Building a Business and Life You Don’t Grow to Hate with Dan Martell
153: Finding Your Mission & Purpose in Life with Jeremy Locke
152: Exiting Scribe, Investing in Hard Assets, and Building a Self-Sufficient Homestead with Tucker Max
151: The Secret Strategies of the Ultra Wealthy with Greg Smith
150: Billion-Dollar Scaling Strategies with Michael Abramson
149: Teaching Kids About Money and Reinventing Financial Education with Scott Donnell
148: Quit Your 9-5 & Build a Business You Love with Amy Porterfield
147: Biohacking for Peak Performance & Longevity with Ben Greenfield
146: Conquer Obstacles and Become Your Own Superhero with Laban Ditchburn
BONUS - My Interview on the Invest Like a Billionaire Podcast
145: The Science Behind Sleep Optimization with Meeta Singh, MD
144: Do The Impossible with Jason Drees
143: Tell Your Signature Story in a Way that Connects & Converts with Colin Boyd
142: Trusts, Taxes, and Wealth Preservation Secrets with Andrew L. Howell
141: Building a Wealthy Mindset and a Winning Portfolio with Brian Preston
140: Building Wealth Without Wall Street with Russ Morgan
139: Bootstrapping LadyBoss into a $43M/Year eCommerce Giant with Kaelin Poulin
138: Uncorking Wealth & Making Fine Wine Investing Easy with Vinovest’s Anthony Zhang
137: Putting People First and Redefining Philanthropy with David Green
136: Reclaim Your Time and Unleash the Power of Virtual Assistant Services with Bryan Miles
135: Creating a Family Brand and Reinventing Company Culture with Chris Smith
134: Mind Your Mindset with Michael Hyatt
133: Investing in Real Estate Syndications – Exclusive Webinar Replay
132: Rewriting the Rules of Wealth Building with Charles Schwartz
131: Unlock the Secrets to Optimal Health & Longevity with Regan Archibald
130: Making Extraordinary Exits Possible with Rob Follows
129: Using Seller Financing to Build a Real Estate Empire with Gabriel Hamel
128: Investing in Fine Wine with Mario Matavesco
127: Using Blockchain Technology to Redefine the Gaming Industry with Timothy Jooste
126: Social Media Growth Hacking Strategies with Zach Benson
125: The Way2Wealth® Method with Scott Ford
124: The Mindset to Money with Thomas K.R. Stovall
123: Why You Don’t Have to be Rich & Famous to Fly Private with Nik Tarascio
122: Building Family Legacy & Generational Wealth with Rich Christiansen
121: Operating at Peak Performance with Justin Roethlingshoefer
120: Digital Marketing Strategies for Hypergrowth with Patrick Dillon
119: Cracking the Code on Operational Efficiency with Nick Sonnenberg
118: Leveraging Relationships to 10X Your Business with Cameron Herold
117: Designing Bulletproof Exit Strategies with Rick Sapio
116: Jesse Elder on Building Thriving Businesses By Following Your Passion
115: Growing Your Brand Through Authentic Human Connections with Joshua B. Lee
114: Scaling Literacy By Reinventing Education with Wendell Byrd
113: Niching Down To Scale Up Your Business with Kasim Aslam
112: Escaping the Real Estate Rat Race with David Richter
110: Scaling Philanthropy to End Human Trafficking with Ryan Sobey
109: Scaling to $100 Million By Reinventing Philanthropy With Scott Harrison
108: Investing in Alternatives, Capitalizing on Inflation, and Building Recession-Proof Businesses with Ben Fraser
107: Scaling Businesses, Exit Deals, and the 2-Hour Cocktail Party with Nick Gray
106: Using Leveraged Buyouts to Scale and Secure 9-Figure Exits with C.L. Turner
105: Let Go of the Past & Overcome Your Trauma with Stefanos Sifandos
104: Accelerating Growth with Tax-Free Profits and Investing in Relationships with Scott Ryan
103: Retiring Early, Buying Companies With No Money Down, and Scaling Smarter with Roland Frasier
102: Leveraging Life Insurance to Build Tax-Free Wealth with Will Duffy
100: Starting & Scaling a $650M Real Estate Empire with Brandon Turner
099: Raising Capital, Deal Structure, and Scaling Multi-Million Dollar Companies with Dan Fleyshman
097: Getting Paid to Speak & Creating a Life by Design with Grant Baldwin
096: Finding Financial Freedom and Building Generational Wealth with M.C. Laubscher
095: Finding Freedom in an Unfree World with Kevin Koskella
094: Landing an Eight Figure Exit With Cole Humphus
093: Relationships Are The Ultimate Currency with Chris Ryan
092: Scale Up On Your Own Terms with Taylor Welch
091: Building Recession-Proof Businesses with David Lawver
090: Negotiate Like a Pro with Christine McKay
089: Work Less, Achieve More, and Enjoy Life with Joe Sanok
088: How to Use ‘The ONE Thing’ to Create Extraordinary Life with Jay Papasan
086: Sue Dyer on Becoming a Trusted Leader People Want to Follow
085: Billion Dollar Exit Strategies with Coran Woodmass
084: Leveraging Quiz Funnels to Generate Leads and Sell at Scale with Ryan Levesque
083: There’s More to Life than Winning with the “World’s Greatest Athlete,” Trey Hardee
082: Self-Storage, RV Parks, and Major Exit Deals with Ian Burnstein
081: Building an 8-Figure Mushroom Empire with Four Sigmatic Founder, Tero Isokauppila
080: Building Wealth and Keeping More of It with Garrett Gunderson
079: Investing In Real Estate and Empowering Women to Grow their Wealth with Tamar Hermes
078: Business As a Force For Good with Britnie Turner
077: Bootstrapping vs. Raising Money with Chris & Rob Taylor
076: Sam Parr on Bootstrapping a Multimillion Dollar Company
075: Russell Gray on Protecting Your Wealth with Cash Flow Real Estate
074: Josh Trent on The Connection Between Your Health & Wealth
073: Ryan Moran on Helping Entrepreneurs Build 7-Figure Businesses that They Can Sell
072: Scale Your Business Without Sacrificing Freedom with Amber Vilhauer
071: Investing in Emerging Markets with Cole Shephard
070: The Optometrist Who Made a Multimillion Dollar Exit with Dr. Tony Jacob
069: Starting and Scaling a $150 Million Marketing Agency with Erik Huberman
068: The Good Money Revolution with Derrick Kinney
067: Build, Grow, and Protect Your Financial and Personal Sovereignty with Mark Moss
066: Chris Pronger on Investing, Business, and Life Outside of Hockey
065: Scaling Beyond a Million with Brad Weimert
064: Leveraging Video To Close More Deals With Todd Hartley
063: Chris Schelling on Growing Your Wealth with Alternative Investments
062: Creating a Life by Design with Real Estate Investing with Dave Allred
061: Building a Billion Dollar Real Estate Empire with Ken McElroy
060: Vanessa Peters on Investing in Land Entitlement and Making Big Returns
059: Sam Marks on Building a $100M Exit and Learning to Invest Like a Boss
058: David Nurse on Creating Breakthrough Moments that Change Your Life
057: The Power of Positive Leadership with Jon Gordon
055: Become a Global Citizen to Grow Your Wealth and Freedom with Andrew Henderson
054: Alan Olsen on Why Collaboration is Your Ticket to Freedom
053: Mike McCarthy on How to Succeed as an Investor without Sacrificing Family!
052: Investing in Real Estate Using Other People’s Money with Matt Aitchison
051: How to Permanently Reduce Your Taxes and Build Wealth Faster with Tom Wheelwright
050: Steve Sims, The Real Life Wizard of Oz
049: Dane Espegard on Creating a Culture of Achieving Your Dreams
048: Steven Pesavento on How to Think Like the Ultra-Wealthy
047: The Habits of Highly Effective Leaders with Brad Lomenick
046: Daniel Alonzo on Building a Highly Scalable Business and Living Life on Your Terms
045: Creating Passive Income with Residential Real Estate with Marco Santarelli
044: John Hall on Building Influence and Becoming #1 in Your Industry
043: Geoff Woods on The ONE Thing that Creates Extraordinary Results in Every Area of Life
042: Mike Michalowicz on How to Profit First and Successfully Scale Any Business
041: Change Your Mindset, Change Your Life with Garrain Jones
040: Tony Cappell on De-Risking the Deal and Earning Higher Returns
039: JP Newman on Making a Real Impact with Real Estate
038: Dr. David Phelps on Creating Freedom with Real Estate Investing
037: Khalil Rafati on How to Develop a Millionaire Mindset
036: Mac Lackey on How to Successfully Exit at Maximum Value
035: Preston Smiles on Manifesting a Limitless Life of Joy and Freedom
034: Jon Vroman on What it Means to Be a Family Man First
033: The Great Unlearn with Cal Callahan
032: Robert Glazer on How to Build & Scale a Top Performing Virtual Team
031: Craig Kessler on The Dad Advice Project and Building a Powerful Legacy
030: John Ruhlin on The Art of Gift Giving and Building Great Relationships
029: Frank Rolfe on Making Millions with Mobile Home Park Investing
028: Michael Blank on The Blueprint to Quitting Your Job with Real Estate
027: Jake Harris on Investing in Distressed Commercial Real Estate
026: Unlocking Your True Potential with Rob Dial
025: Phillip Stutts on The 5-Step Formula to De-Risking the Deal
024: The New Age of Real Estate Investors with Rachel Richards
023: Achieving the Yield of Dreams with Charlie Epstein
022: Your Passport to Freedom, Opportunity, and Prosperity with James Hickman
021: The Blueprint to Scaling a High Growth Business with Don Wenner
020: Leveraging The Enneagram to Become a Better Investor with Susan Drumm
019: How Failure Makes Us Better Investors, Leaders, and Parents with Aaron Amuchastegui
018: The Psychology of Wealth with Mike Dillard
017: Financially Free & Living a Life by Design with Arman Assadi
016: The Power of Collaborative Investing with Dinesh Gauba
015: The Contrarian Investor Mindset with Codie Sanchez
014: The Core Value Equation with Darius Mirshahzadeh
013: The Power of Lifestyle Entrepreneurship with John Lee Dumas
012: Building Wealth by Impacting the World with Hal Elrod
011: Structuring Deals & Minimizing Risk with Hans Box
010: Franchising for the Lifestyle Investor with Erik Van Horn
008: How to Build a Company (and Life) in Service of Your Values and Priorities with Shawn Sparks
006: The Unexpected Gift of Financial Success with David Osborn
005: Cash-Flow Investing Secrets with Serial Entrepreneur, Mike Koenigs
004: Passive Real Estate Investing with Josh Cantwell
003: How to Create a ‘Job Optional’ Life with Casey Weade
002: The Meaning of Wealth with Brad Johnson
001: Welcome to The Lifestyle Investor - A Conversation with Ryan Levesque