Episode 60: The Leadership Principles Behind Enduring Institutions and Family Enterprise with James Rosebush

Episode 60: The Leadership Principles Behind Enduring Institutions and Family Enterprise with James Rosebush

March 4, 2026 · 40 min · Episode 60

About this episode

James Rosebush discusses the connections between presidential leadership and family enterprise stewardship.

James Rosebush — Reagan White House veteran, author, and family office advisor — draws direct lines between presidential leadership and multigenerational stewardship. Having worked alongside Reagan as Chief of Staff to the First Lady, Rosebush witnessed firsthand how indifference to public opinion, deep spiritual conviction, and a relentless drive to understand "what is really going on" shaped one of history's most consequential presidencies. He translates those lessons into the realities of family enterprise: the complexity of working with difficult wealth creators, the emotional demands placed on advisors, and why integrity compounds over time just as capital does. 

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