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.

In this engaging discussion, Michael Sonnenfeldt, a prominent real estate entrepreneur and founder of Tiger 21, shares invaluable insights from his private billionaire group. He reflects on his early achievements and the lessons learned from both successes and setbacks. Topics include the unique peer feedback process for investment strategies and the importance of resilience in entrepreneurship. Michael also emphasizes the significance of climate action and evolving investment trends, urging listeners to think bigger in their pursuits.

In this enlightening conversation, Michael Sonnenfeldt, founder of Tiger 21, shares his journey from selling two companies to guiding ultra-wealthy entrepreneurs in smart investing. He highlights the emotional challenges of wealth after exit and the importance of building a support network. Discussion includes pitfalls to avoid, the significance of character in investment groups, and the contrasting psychology of spending between self-made and inherited wealth. Sonnenfeldt emphasizes mentorship and the importance of emotional support in nurturing healthy family dynamics amid affluence.

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.

Michael Sonnenfeldt, founder and chairman of Tiger 21, shares his insights on wealth management and the psychology behind high-net-worth individuals. He discusses the critical role of supportive communities for successful entrepreneurs transitioning from business operations. The conversation dives into the nuances of real estate investments, contrasts entrepreneurship with investment strategies, and reflects on the emotional complexities of selling a business. Sonnenfeldt also touches on philanthropy and the importance of intentional spending to enhance personal fulfillment.