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In June 2015, Behrendt announced via his Facebook Fan Page Fan Page that he was battling (an unspecified) cancer, and had undertaken three rounds of chemotherapy. He discussed his diagnosis on episode 16TF of Jimmy Pardo's podcast Never Not Funny as well as Wil Anderson's Podcast "Wilosophy" on 9 July 2015. He stated that he had a form of lymphoma. His cancer is in remission as of autumn of 2015.

With Liz Tuccillo, Behrendt co-wrote the 2004 self-help book He's Just Not That into You. It was adapted by Drew Barrymore's Flower Films/Warner Bros. as a movie of the same name, premiering February 6, 2009.

He went on to appear on The Tonight Show and Late Night with Conan O'Brien. His stand-up special, Greg Behrendt is Uncool, debuted on Comedy Central in January 2006.

In June 2006, he appeared on Celebrity Poker Showdown, playing for a domestic violence charity. Behrendt was a script consultant for the HBO sitcom Sex and the City, "offering script notes from the perspective of a straight man to the writing team, composed of women and gay men".

His daily daytime "self-help" talk show, The Greg Behrendt Show, premiered September 12, 2006, four months later Sony Pictures Television announced, in January 2007 that the series would not have a second season, and the show aired its last new episodes in February 2007.

He also did a mid-season program for the 2006–07 television season, Greg Behrendt's Wake-Up Call, for ABC, which never aired on the network. The program began airing in January 2009 on ABC's sister cable network SoapNet. He also appeared on the Great Debate at the 2010 Melbourne Comedy Festival, in which he argued as the third speaker for the negative team on the debate "Food is Better Than Sex". Behrendt's team, made up of New Zealand comedian Cal Wilson, English comedian Russell Kane and Behrendt himself, won the comedy event.

Greg Behrendt graduated with a Bachelor of Arts degree in theater from the University of Oregon in 1991, though initially he had enrolled to be a business major and to play rugby.

Gregory Behrendt (born July 21, 1963) is an American comedian and author. His work as a script consultant to the HBO sitcom Sex and the City paved the way for co-authoring of the New York Times bestseller He's Just Not That into You (2004), later adapted into a film by the same name. Apart from that he also hosted two short-lived television shows, The Greg Behrendt Show (2006) and Greg Behrendt's Wake Up Call (2009).