At the Milken Institute Global Conference 2026, Dan Costa speaks with Holly MacDonald, CEO of Bessemer Trust, about generational wealth, private markets, long-term investing, and the future of family offices.
As trillions of dollars move between generations, MacDonald explains why many families are thinking about wealth transfer the wrong way — and why waiting too long to have important conversations can create major problems.
The conversation explores:
- Why private markets remain central to long-term wealth strategies
- How ultra-high-net-worth families approach investing differently
- The massive generational wealth transfer already underway
- Why wealth transfer is a process — not a moment
- How families can avoid conflict around inheritance and legacy
- Why values and philanthropy matter more than ever
MacDonald also shares insights from her first Milken Conference and discusses why optimism around markets and innovation continues despite geopolitical uncertainty.
A thoughtful conversation about legacy, long-term investing, and how families can prepare for the future across multiple generations.
Participants
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