Michael Sonnenfeldt, founder of TIGER 21 and serial entrepreneur, shares profound insights on life after a liquidity event. He discusses the critical need for introspection post-exit and how such experiences teach humility. The conversation dives into the ‘2% rule’ for spending, the contrast between angel investing and capital preservation, and strategies for finding new purpose after a business sale. Sonnenfeldt emphasizes the importance of patience, gratitude, and giving back, and reveals how creativity can drive financial success.

Trey speaks with accomplished real estate entrepreneur, Michael Sonnenfeldt, about his experiences and takeaways from his private club, Tiger 21, as well as his early life achievements and other topics. Michael is also the author of the book, "Think Bigger: And 39 Other Winning Strategies from Successful Entrepreneurs."IN THIS EPISODE YOU’LL LEARN:00:00 - Intro01:46 - What Michael learned from achieving his dreams early in his thirties.19:59 - What he’s learned from subsequent wins and losses.36:16 - How it led him to found Tiger 21 and how he leverages surveys from the group to better understand the economy and preserving wealth.55:14 - Michael’s personal views on recession risks, education, meditation.Disclaimer: Slight discrepancies in the timestamps may occur due to podcast platform differences.BOOKS AND RESOURCES Join the exclusive TIP Mastermind Community to engage in meaningful stock investing discussions with Stig, Clay, and the other community members. Visit Tiger 21 Website. Think Bigger Book. Check out Michael Sonnenfeldt's Website. Check out Trey Lockerbie's Twitter. NEW TO THE SHOW? Check out our We Study Billionaires Starter Packs. Browse through all our episodes (complete with transcripts) here. Try our tool for picking stock winners and managing our portfolios: TIP Finance Tool. Enjoy exclusive perks from our favorite Apps and Services. Stay up-to-date on financial markets and investing strategies through our daily newsletter, We Study Markets. Learn how to better start, manage, and grow your business with the best business podcasts.  SPONSORSSupport our free podcast by supporting our sponsors: River Toyota Range Rover Fundrise AT&T The Bitcoin Way USPS American Express Onramp SimpleMining Public Vacasa Shopify HELP US OUT!Help us reach new listeners by leaving us a rating and review on Apple Podcasts! It takes less than 30 seconds, and really helps our show grow, which allows us to bring on even better guests for you all! Thank you – we really appreciate it!Support our show by becoming a premium member! https://theinvestorspodcastnetwork.supportingcast.fmSupport our show by becoming a premium member! https://theinvestorspodcastnetwork.supportingcast.fmSupport our show by becoming a premium member! https://theinvestorspodcastnetwork.supportingcast.fmSupport our show by becoming a premium member! https://theinvestorspodcastnetwork.supportingcast.fmSupport our show by becoming a premium member! https://theinvestorspodcastnetwork.supportingcast.fmSupport our show by becoming a premium member! https://theinvestorspodcastnetwork.supportingcast.fmSupport our show by becoming a premium member! https://theinvestorspodcastnetwork.supportingcast.fmSupport our show by becoming a premium member! https://theinvestorspodcastnetwork.supportingcast.fmSupport our show by becoming a premium member! https://theinvestorspodcastnetwork.supportingcast.fmSupport our show by becoming a premium member! https://theinvestorspodcastnetwork.supportingcast.fmSupport our show by becoming a premium member! https://theinvestorspodcastnetwork.supportingcast.fmSupport our show by becoming a premium member! https://theinvestorspodcastnetwork.supportingcast.fmSupport our show by becoming a premium member! https://theinvestorspodcastnetwork.supportingcast.fmSupport our show by becoming a premium member! https://theinvestorspodcastnetwork.supportingcast.fmSupport our show by becoming a premium member! https://theinvestorspodcastnetwork.supportingcast.fmSupport our show by becoming a premium member! https://theinvestorspodcastnetwork.supportingcast.fmSupport our show by becoming a premium member! https://theinvestorspodcastnetwork.supportingcast.fmSupport our show by becoming a premium member! https://theinvestorspodcastnetwork.supportingcast.fmSupport our show by becoming a premium member! https://theinvestorspodcastnetwork.supportingcast.fm Learn more about your ad choices. Visit megaphone.fm/adchoicesSupport our show by becoming a premium member! https://theinvestorspodcastnetwork.supportingcast.fm

Michael Sonnenfeldt, founder of TIGER 21, discusses the challenges of being a successful entrepreneur and a good investor. They talk about legacy planning, the importance of diversification and smart asset management, and the role of alternative investments. They also explore teaching wealthy children delayed gratification, the value of a network like Tiger 21, and the significance of including alternative investments in a portfolio.

Sam Parr (@TheSamParr) talks to Michael Sonnenfeldt, founder and chairman of Tiger 21 - a peer-to-peer network for high net-worth wealth individuals - about how to build wealth and how to preserve it.-----Links:* Michael Sonnenfeldt* Tiger 21* Do you love MFM and want to see Sam and Shaan's smiling faces? Subscribe to our Youtube channel.* Want more insights like MFM? Check out Shaan's newsletter.-----Show Notes:(01:40) - What is Tiger 21(09:40) - First business(13:45) - Levels of wealth(33:30) - Ability to earn vs. ability to invest(34:50) - Why real estate(41:30) - Do you regret selling?-----Past guests on My First Million include Rob Dyrdek, Hasan Minhaj, Balaji Srinivasan, Jake Paul, Dr. Andrew Huberman, Gary Vee, Lance Armstrong, Sophia Amoruso, Ariel Helwani, Ramit Sethi, Stanley Druckenmiller, Peter Diamandis, Dharmesh Shah, Brian Halligan, Marc Lore, Jason Calacanis, Andrew Wilkinson, Julian Shapiro, Kat Cole, Codie Sanchez, Nader Al-Naji, Steph Smith, Trung Phan, Nick Huber, Anthony Pompliano, Ben Askren, Ramon Van Meer, Brianne Kimmel, Andrew Gazdecki, Scott Belsky, Moiz Ali, Dan Held, Elaine Zelby, Michael Saylor, Ryan Begelman, Jack Butcher, Reed Duchscher, Tai Lopez, Harley Finkelstein, Alexa von Tobel, Noah Kagan, Nick Bare, Greg Isenberg, James Altucher, Randy Hetrick and more.-----Additional episodes you might enjoy:• #224 Rob Dyrdek - How Tracking Every Second of His Life Took Rob Drydek from 0 to $405M in Exits• #209 Gary Vaynerchuk - Why NFTS Are the Future• #178 Balaji Srinivasan - Balaji on How to Fix the Media, Cloud Cities & Crypto* #169 - How One Man Started 5, Billion Dollar Companies, Dan Gilbert's Empire, & Talking With Warren Buffett• ​​​​#218 - Why You Should Take a Think Week Like Bill Gates• Dave Portnoy vs The World, Extreme Body Monitoring, The Future of Apparel Retail, "How Much is Anthony Pompliano Worth?", and More• How Mr Beast Got 100M Views in Less Than 4 Days, The $25M Chrome Extension, and More

Join an inspiring conversation with Michia Rohrssen, Mimi Ikonn, and other remarkable entrepreneurs who reflect on their legacies. They share heartfelt insights about the significance of leaving behind meaningful relationships rather than chasing fame. Discussing values like sincerity and loyalty, they highlight the importance of helping others and creating lasting impacts. Each guest offers a unique perspective on their aspirations, revealing the blend of personal stories and a deep desire to leave a positive mark on the world.