Stand-up, writing and roast comedy
Ross began performing stand-up in 1989 after attending a comedy class. He appeared on A&E's An Evening at the Improv in 1994. By 1995, he was performing at iconic New York clubs like the Comedy Cellar and Stand Up NY. That same year, he was invited by the New York Friars Club to participate in a roast of actor Steven Seagal.
Ross became a regular at the Friars Club roasts and was given the title of "Roastmaster General". The Friars Club's first televised event was the roast of Drew Carey that was broadcast on Comedy Central in 1998. Ross credits a particular joke that he made at the expense of attendees Bea Arthur and Sandra Bernhard at the 1999 roast of Jerry Stiller for taking his roasting career to the next level. That same year Jimmy Kimmel hired Ross as a writer on The Man Show and Ross also wrote some of the punchlines for Billy Crystal's monologue at the Oscars in 2000.
In 2003, Comedy Central began producing their own celebrity roasts. Ross has been a roaster at all Comedy Central roasts since the 2005 roast of Pamela Anderson. During his Comedy Central Roast appearances, Ross became known for dressing up in edgy and sometimes controversial costumes: He roasted Charlie Sheen dressed as Muammar Gaddafi; he roasted Rob Lowe dressed as Purple Rain-era Prince on an episode that aired five months after the musician's death; he roasted Roseanne Barr dressed as the late football coach Joe Paterno during the height of the Penn State child sex abuse scandal; he also roasted James Franco wearing cornrows and a neck tattoo in reference to Franco's character in the 2012 film Spring Breakers.
Ross has participated as a roaster on the following Comedy Central Roasts:
Ross has also written for, performed in or produced the roasts of the following celebrities:
Ross has taken part in several USO tours and has performed stand-up comedy at US military bases in Afghanistan, Guantanamo Bay and Iraq. Ross first traveled to Iraq in 2003 as part of a comedy tour hosted by Drew Carey. In 2005 Ross released the film Patriot Act: A Jeffrey Ross Home Movie, which he both produced and directed and which documented his experiences on the Iraq tour. That same year the film won the prize for Best Film at the Comedia film festival, a comedy film festival held annually in Montreal as part of the Just for Laughs comedy festival. In 2006 the film was shown on Showtime and also screened at that year's South by Southwest Film Festival. In 2017 the USO made Ross the Ambassador of Veterans Outreach for the Artists & Athletes Alliance.
Ross published his first book, I Only Roast the Ones I Love: Busting Balls Without Burning Bridges, in 2009. The book recounts his journey to becoming Roastmaster General and includes tips on writing roast jokes and how to put on a roast.
Ross was the creator and host of the comedy panel show The Burn with Jeff Ross, which aired on Comedy Central for two seasons from 2012 to 2013.
In 2015, Ross starred in the Comedy Central special Jeff Ross Roasts Criminals: Live from Brazos County Jail, where he performed stand-up comedy for male and female convicts in Brazos County, Texas. The following year he released Jeff Ross Roasts Cops where he performed for members of the Boston Police Department.
Ross and comedian Brian Moses launched Jeff Ross Presents Roast Battle on Comedy Central in 2016. The show consists of comedians competing in one-on-one roast battles where the winners are decided by Ross and a panel of guest judges. Ross also appeared as a battler in final episode of the show's third season in a battle with NBA player Blake Griffin.
In 2018, Ross and fellow comedian Dave Attell embarked on their Bumping Mics comedy tour. Footage of their tour was also released in a three-part special, Bumping Mics with Jeff Ross & Dave Attell, on Netflix, the series was filmed during three of their performances at the Comedy Cellar in New York City. Their shows consisted of observational and political humor interspersed with Ross and Attell roasting one another as well as members of the audience. The comedians also invited audience members onto the stage, some of whom included Bob Saget, Gilbert Gottfried, Michael Che, Amy Schumer, Nikki Glaser and Paul Rudd.
Starting in 2019, Netflix began airing the series Historical Roasts, where Ross hosts fictionalized versions of comedy roasts for figures like Abraham Lincoln and Anne Frank.
In 2025, Ross made his Broadway debut with a limited run of his one-man show, Take A Banana For The Ride. The show chronicled Ross' roast career, his personal life, and his experiences with grief, notably with the losses of his parents, his dog, and his friends Gilbert Gottfried, Bob Saget, and Norm Macdonald. It opened on August 18 at the Nederlander Theatre to positive reviews, and closed on September 28.
The Riyadh Comedy Festival began on September 26, ending on October 9, with Ross as one of a line-up of comedians slated to perform. Joey Shea, Saudi Arabia researcher at Human Rights Watch, said in a statement that the Saudi government is using the comedy festival to whitewash its human rights abuses.
