If you had unlimited resources and influence, how would you approach estate planning?
As Davide Pisanu and co-host Sara Hillier begin exploring more in-depth conversations on The End Game, they speak with New York–based podcaster and estate lawyer David Lenok, who since 2019 has been unpacking high-profile horror stories—and the occasional planning and settlement success—on Celebrity Estates: Wills of the Rich and Famous, including cases like the Armani empire.
The best-planned estates prioritize two things, flexibility and communication, David argues. And while HNW families operate at a different scale, he notes their estates often face the same issues as everyday families, just "with the volume turned up."
Davide also reflects on his time at Cirque du Soleil, negotiating with representatives of artists' estates like The Beatles and Michael Jackson. One takeaway: more people are invested in your legacy than you may think.
⚠ Content warning: This episode includes frank discussion of death and end-of-life matters. Listener discretion is advised.
