For Families
February 1, 2025

Josh Kanter Joins Alex Shahidi on The Insightful Investor: Building a Family Owners Manual

Matt Bennetter

Josh Kanter Joins Alex Shahidi on The Insightful Investor: Building a Family Owners Manual

leafplanner was born out of the complexity of our founder’s family, arising from the unexpected death of his father, when Josh and his siblings could still be referred to as the rising generation. Now, almost 25 years later, and the senior generation of the family, Josh recently joined Alex Shahidi on The Insightful Investor to explore the generational issues often facing families of wealth.

In this episode, Josh discusses his own journey leading his family through navigating family dynamics, to the founding of leafplanner to educate, engage, and empower family members and the family’s advisors alike. 

Whereas the real estate industry is famous for the adage, “location, location, location,” Josh talks about the keys to success in multigenerational families of wealth, starting with “communicate, communicate, communicate.” He and Alex explore the concepts of using the family’s financial resources to support the development of the family’s other ‘capitals,’ as first described decades ago by Jay Hughes - human capital, social capital, and intellectual capital. They explore the long-term work that goes into truly creating a lasting, multigenerational family legacy - the importance of having the right advisors, of being deliberate and intentional, of understanding roles and responsibilities, learning the muscle memory to ‘change hats,’ to learn to think like a family office (and what that means), and more.

You’ll also hear Alex and Josh talk about issues around the rising generation - is ruining your kids even the right question? They explore financial literacy education, and money messages, etc.

Josh provides practical advice for families, and the importance of the concept behind the family owner’s manual and leafplanner to help ensure the successful transition of information within family systems, and the successful continuation of the family legacy each generation works so hard to preserve.

We invite you to listen to this engaging episode to gain valuable insights into some of the issues facing multigenerational families and learn how leafplanner can help your family.

Josh is the Founder and CEO of leafplanner and Principal at Josh Kanter Wealth Advisory Services. Drawing on his nearly 25 years of experience managing his family's single-family office, Josh shares insights on legacy building, creating a family "owner's manual," and illuminating common pitfalls wealthy families face when raising children.
Learn more about The Insightful Investor, here.

Continue reading

Stay Up-to-date

Join Our Newsletter