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Celebrity Estates: George Steinbrenner, Life After the Boss

The Steinbrenner way, much like the Yankees way, allowed for the legendary baseball owner's children to succeed and step in for their dad when needed.



Are your clients willing to let their children take the reins of the family business? Giving children the space to try and make their own mistakes as they learn will help clients identify who is ready for the show and who may need some more time in the minors.

In this episode, David Lenok, senior editor at, speaks with returning guest Amy Castoro, president and CEO of The Williams Group, about what advisors can do to help high-net-worth parents prepare their children to inherit wealth. David and Amy discuss the Steinbrenner family and the approach they took to allow their children to succeed in their way, which allowed them to rise to the top and step in for dad when needed.

Jim McIsaac/Getty Images Sport/Getty ImagesSteinbrenner family

The Steinbrenner family in 2010.

In this episode, you will learn:

  • Life changes—why staying flexible is essential for success
  • When working with the next generation, how to help them focus on ways they can contribute to the business yet maintain their own identity
  • Why providing guidance and allowing the opportunity to make mistakes is crucial to learning
  • And more!

Tune in now and learn how to help your children get excited about the business and find their way to contribute!

Listen to the podcast

Browse more episodes in this podcast series. ... 

The Celebrity Estates: Wills of the Rich and Famous podcast is available on Apple PodcastsAndroidStitcher and wherever podcasts are found. 

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