Personal and Early Life
Lipsky's mother, Gail, is a psychologist. His father, Marc, died suddenly in 2001 during his freshman year in college. His grandfather, Jack Sherry, was No. 2 in the world in table tennis. Lipsky is Jewish.
He began hitting tennis balls against the back of his house at age five. He then received formal lessons at the Mid-Island Indoor Tennis Courts in Westbury, New York, and later at the Port Washington Tennis Academy. He also trained in Glen Cove, New York, at Robbie Wagner's Tournament Training Center. As a teenager, he trained a couple of hours a day, for five to six days a week.
Lipsky attended Birch Elementary School in Merrick, New York, and Merrick Avenue Middle School. He went to high school at John F. Kennedy High School in Bellmore, New York, where his tennis coach was Alan Fleishman. He lost only one match in his high school tennis career for the Cougars. He graduated in 1999. He was a three-time New York State high school tennis champion, and won a gold medal for the Long Island team at the Junior Maccabi Games. On the academic side, he was a member of the National Honor Society.
Lipsky married Marie in July 2010. He currently resides in Huntington Beach, California, as does his doubles partner David Martin.
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