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Jessica Molaskey

Jessica Molaskey

Though jazz and show tunes have long been kindred, not so jazz singers and musical theater stars. Rare indeed is the Broadway belter who can cross the footlights to find equal comfort and acceptance in smoky boites and trio-lined studios. The rule’s exception is Jessica Molaskey.

In 1998, after more than a decade treading the boards in everything from Oklahoma! to Tommy, Molaskey wed celebrated jazz scion John Pizzarelli. At first, she was reluctant to join John, papa Bucky and brother Martin as the sorta Jackie Kennedy to their first family of cool. “When I married John,” Molaskey says, “I thought I’d do my thing and he’d do his. Then Allen Sviridoff, who was Rosie Clooney’s manager, and Michael Feinstein, who owns Feinstein’s at the Regency [to which the Pizzarelli clan now makes an annual pilgrimage], said to him, ‘Why don’t you have Jessica sing?’ Well, I thought it was the most insane idea. I figured it would be like Lucy Ricardo sneaking down to Ricky’s club and ruining my husband’s show. What actually happened was that we had so much fun.”

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