Saturday, June 27, 2026

Caroline Giuliani’s Troubles Started When She Was Six

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Perhaps you’ve been reading about the shoplifting arrest of Harvard senior Caroline Giuliani, daughter of our ex mayor Rudy Giuliani and his wife Donna Hanover.

Caroline hasn’t had it easy, let me tell you. Starting when she was 6 years old, there was trouble.

I reported this story from April 27, 1995 in New York Magazine. That was the day Caroline was used by Daddy and his staff as comic relief to break up two presentations of the city budget — first to Wall Street and then to the press.http://tinyurl.com/297mvr8

Caroline was seated next to Rudy’s then girlfriend Cristyne Lategano, who was also his spokesman, during the morning presentation to Wall Street analysts. Lategano tapped Caroline on the back. The little girl ran to the podium and interrupted her father’s delivery of the grim budget news. Everyone laughed. The Mayor said, “Did you learn that from Andrew?” He was referring to Caroline’s older brother, Andrew, who’d famously interrupted a Mayoral speech earlier. The solemn mood in the room was broken.

Giuliani must have liked the effect. Later that day, at the press conference, Lategano did the same thing. She sent poor Caroline “spontaneously” to the podium at the same time as before. The Mayor said the same thing. “Did you learn that from Andrew?” Everyone laughed.

Last year, Caroline went against her father publicly and backed Barack Obama for president. It’s no secret that the former Mayor and his children are estranged. But considering that during their childhood Caroline and Andrew’s dad had two affairs while in office, they might be excused. Let’s just hope Caroline can get some help so she doesn’t have to act out her pain in public.

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Roger Friedman
Roger Friedman
Roger Friedman is the founder and editor-in-chief of Showbiz411. He wrote the FOX411 column on FoxNews.com from 1999 to 2009, where he covered Michael Jackson, and previously wrote the "Intelligencer" column at New York magazine in the mid-1990s, where he covered the O.J. Simpson trial. He also edited Fame magazine. His bylines have appeared in The New York Times, The Washington Post, the New York Daily News, the New York Post, Vogue, Details, and the Miami Herald. He is a voting member of the Critics Choice Awards (Film and Television branches), and his movie reviews are tracked by Rotten Tomatoes. With D.A. Pennebaker and Chris Hegedus, he co-produced the 2002 documentary "Only the Strong Survive," which screened at Directors' Fortnight at the Cannes Film Festival.

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