Leona left her Maltese dog, Trouble, a $12 million trust fund. This sum was subsequently reduced to $2 million. Her choice to leave $12 million to her white Maltese, Trouble, was branded 3rd in Fortune's "101 Dumbest Moments in Business" of 2007.Trouble lived in Florida with Carl Lekic, the general manager of the Helmsley Sandcastle Hotel, with several death threats having been received.Lekic, Trouble's caretaker, stated that $2 million would pay for the dog's maintenance for more than 10 years—the annual $100,000 for full-time security, $8,000 for grooming and $1,200 for food. Lekic is paid a $60,000 annual guardian fee." Trouble passed away at age twelve in December 2010, with the remainder of the funds reverted to the Leona M. and Harry B. Helmsley Charitable Trust. Although Helmsley's wishes were to have the dog interred with her in the mausoleum, New York state law prohibits interment of pets in human cemeteries and the dog was subsequently cremated.
She left $15 million for her brother Alvin Rosenthal.
Helmsley had four grandchildren. Two of them each received $5 million in trust and $5 million in cash, under the condition that they visit their father's grave site once each calendar year. Their signing a registration book would prove that they had visited the grave. Her other two grandchildren, Craig and Meegan Panzirer, received nothing.
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