Personal Life
Leary has been married to writer Ann Lembeck Leary since 1989. They met when he was her instructor in an English class at Emerson College. They have two children, son John Joseph "Jack" (born 1990) and daughter Devin (born 1992). Ann Leary published a memoir, An Innocent, a Broad, about the premature birth of their son on an overseas visit to London. She has also written a novel, Outtakes From a Marriage, which was published in 2008.
Leary is an ice hockey fan and has his own backyard hockey rink at his home in Roxbury, Connecticut, with piping installed under the ice surface to help the ice stay frozen. His favorite National Hockey League team is the Boston Bruins. He is also a Boston Red Sox fan, as well as a fan of the Green Bay Packers.
Leary describes himself as a Jack Kennedy Democrat with some conservative ideologies, such as support for the military. Leary told Glenn Beck, "I was a life-long Democrat, but now at my age, I've come to realize that the Democrats suck, and the Republicans suck, and basically the entire system sucks. But you have to go within the system to find what you want."
Leary has said of his religious beliefs, "I'm a lapsed Catholic in the best sense of the word. You know, I was raised with Irish parents, Irish immigrant parents. My parents, you know, prayed all the time, took us to Mass. And my father would sometimes swear in Gaelic. It doesn't get more religious than that. But, no, after a while, they taught us wrong. I didn't raise my kids with the fear of God. I raised my kids with the sense of, you know, to me, Jesus was this great guy...."
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