His father, an actor and comedian who briefly worked as a member of Ted Healy's "stooge" act, was Jewish and his mother converted to Judaism.
He retained his job as sports director at WTOP (AM) throughout the 1960s, even announcing occasionally on radio broadcasts of Washington Senators games.
In 1976, Wolf gained an ABC Sports network role, working on Monday Night Baseball telecasts[5] and as a host for coverage of football and the Olympics.
Still under contract with ABC, Wolf returned to local sportscasting with a job at WABC-TV in New York in 1976, and then in 1980 moved to rival station WCBS-TV.
During this time he also continued to do some work in radio, giving sports reports on the nationally syndicated Imus in the Morning program.
Wolf broke the news of the September 11, 2001 attacks on the Imus show, when he saw the World Trade Center on fire from his Lower Manhattan apartment.
[7] On May 27, 2004, Wolf was fired by WCBS-TV general manager Lew Leone three months before his contract expired, and replaced by a much younger anchor, Chris Wragge.
[8] On February 7, 2019, Wolf turned himself in and was arrested after he broke letters off a sign at the entrance of Classics Plantation Estates in East Naples, Florida, according to deputies at the Collier County Sheriff's Office.
Surveillance video on November 30, 2018, showed a man matching Wolf's description removing the word "plantation" from the sign with a tool.
[9][10] Wolf told a radio talk show audience the following month that prosecutors "likely felt the intent was not criminal" so only required that he pay restitution for damages.