After they each graduated from Middlebury, both magna cum laude, they launched off into the world. She went to Europe, where she received a master’s degree in art history from the Courtauld Institute of Art in London, and after bouncing back and forth between New York and San Francisco, he landed on the East Coast, receiving an M.B.A. from N.Y.U. in 2017.
“We stayed in touch,” said Mr. Wolff, 34 and the associate director, in Los Angeles, of Upstart Co-Lab, an impact investing organization and a project of Rockefeller Philanthropy Advisors.
In December 2017, at a weekend-long birthday party of a mutual friend in Saugerties, N.Y., the two found themselves suddenly together again.
“We were playing a game of sardines, which is hide-and-go-seek, completely in the dark,” said Mr. Wolff. “And at one point, we just started holding hands in the dark. And not long afterward, had our first kiss.”
A few weeks later, after the holidays, on a “first date” in Brooklyn that both came to with some trepidation, they had a frank conversation about their aspirations and their hopes and their values. They found they were aligned.

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“I’m not sure I’ve ever met someone with as much integrity,” Ms. Zilkha said.
The right time for the couple had finally come, and on July 18, just outside the Joshua Tree National Park in California, the two were married in a ceremony led by Victoria Hogan, a Universal Life minister. They canceled their original plan for a big wedding in Prouts Neck, because of the coronavirus pandemic.
“It just kind of felt like from the exact moment we first kissed, it was obvious that there was no other outcome,” Ms. Zilkha said. “It just felt like I was home.”