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Behind The Scenes Of The Billionaires' Mastermind (TIGER 21) | Michael Sonnenfeldt Interview

From My First Million · Published Jul 5, 2022 · Watch on YouTube

TL;DR

Tiger 21 is a membership organization for entrepreneurs with net worths between $20 million and $1 billion who have sold their businesses and need help transitioning from wealth creation to wealth preservation. The group consists of 12–15 peers led by a professional chair, with annual dues of ~$33,000.

Key insights

  • The main difference between Vistage/YPO and Tiger 21 is net worth: Tiger 21 members average over $100 million each, while Vistage/YPO members are roughly one-tenth to one-fifth that.
  • The transition from entrepreneur to investor is poorly understood: entrepreneurs focus on a single opportunity with high emotion, but investors need dispassionate, diversified portfolios.
  • After selling a business, many people suffer "sticker shock" because passive earnings on sale proceeds are dramatically lower than the business's income (e.g., a $3M profit business selling for $20M y

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