286: How Tiger 21 Helps Entrepreneurs Create and Preserve Their Wealth with Michael Sonnenfeldt

286: How Tiger 21 Helps Entrepreneurs Create and Preserve Their Wealth with Michael Sonnenfeldt

From The Lifestyle Investor - Investing, Passive Income, Wealth by Justin Donald

April 16, 2026 · 54 min · Episode 286

About this episode

Michael Sonnenfeldt discusses the transition from wealth creation to preservation for entrepreneurs and the role of peer networks like Tiger 21.

Building wealth and keeping it requires different skills, and many entrepreneurs fail to realize it before it’s too late. The same instincts that create wealth can sabotage your ability to preserve or grow it after a big exit. Michael Sonnenfeldt is the founder of Tiger 21, a global peer network of ultra-high-net-worth entrepreneurs with over 1,800 members with more than $250 billion in combined assets. After a successful real estate career and liquidity event at age 31, Michael shifted his focus to helping other entrepreneurs navigate the complex transition from wealth creation to wealth preservation. In our conversation, Michael explains why many successful entrepreneurs surprisingly become “mediocre investors” and the critical mindset shifts required to avoid costly mistakes after a big exit.  He also explains the key difference between entrepreneurial risk and investor discipline, and why understanding whether you truly have an “edge” by paying fund manager fees to outperform the markets is one of the most important investment decisions you can make. If you think that a peer group like Tiger 21 is the right fit for you, check out the link on the show notes page to sign…

People in this episode

Host: Justin Donald

Guest: Michael Sonnenfeldt

Topics covered

  • wealth creation
  • wealth preservation
  • entrepreneurship
  • investment strategies
  • peer networks

Keywords

  • wealth
  • entrepreneurs
  • investment
  • Tiger 21
  • peer groups
  • financial discipline
  • risk management

Mentioned in this episode

Organizations: Tiger 21

More episodes of The Lifestyle Investor - Investing, Passive Income, Wealth

Explore listener stats, chart rankings, contacts and more on the The Lifestyle Investor - Investing, Passive Income, Wealth podcast page.