Rosalind M. Hewsenian
The Navigator
Judgement in the fog, money, risk and the call others cannot make.
Rosalind M. Hewsenian exemplifies The Navigator archetype throughout this interview, consistently demonstrating her ability to chart deliberate courses through complex and shifting terrain. She built Helmsley's investment framework around liquidity tiers precisely because she mapped the risks specific to foundations versus endowments, refusing to borrow frameworks designed for different vehicles.
“I decided that if liquidity was the problem, liquidity is the risk that we had to manage because one can accept volatility as long as you don't have to transact.”
On managing foundation liquidity riskundated
“People lump foundations and endowments together, but they're very different vehicles. Foundations are not able to borrow easily, and that's what sent a lot of foundations into a crisis during the great financial crisis.”
Distinguishing foundations from endowmentsundated
“Develop a gut instinct and trust it. You can't analyze things to death. At the end of the day, it comes down to a judgment call and you check your gut.”
Single piece of advice to global audienceundated
Money Maze Podcast: “Lessons from 5 Decades of Investing – With Rosalind M. Hewsenian, CIO of Helmsley Charitable Trust”
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