In 1999, Itzkoff worked as an editorial assistant for
Details magazine. He worked for
Maxim magazine from 1999 to 2002 and
Spin magazine from 2002 to 2006. From June 2007 to July 2008, Itzkoff worked as a freelance editor for the Sunday Styles section in
The New York Times. He is a former culture reporter for
The New York Times and writes frequently about film, television and comedy. His latest work is a biography of
Robin Williams. In 2023, Itzkoff was one of almost 1,000
New York Times contributors to sign an open letter expressing "serious concerns about editorial bias" in the newspaper's reporting on transgender people. The letter characterized the newspaper's reporting as using "an eerily familiar mix of pseudoscience and euphemistic, charged language," and raised concerns regarding the paper's employment practices regarding trans contributors. == Personal Life ==