Career Timeline of Jeff Ross: Major Achievements and Milestones

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Jeff Ross

Discover the career path of Jeff Ross, from the first major opportunity to industry-changing achievements.

Jeffrey Ross, known as the "Roastmaster General," is an American stand-up comedian, actor, director, and producer celebrated for his insult comedy. He gained prominence through celebrity roasts, particularly those held by the New York Friars Club, Comedy Central Roasts, and the Netflix series Historical Roasts. Often compared to Don Rickles, Ross made his directorial debut with the documentary 'Patriot Act: A Jeffrey Ross Home Movie,' which won Best Film at the Just for Laughs comedy festival.

1989: Began Performing Stand-up

In 1989, Jeff Ross began performing stand-up comedy after attending a comedy class, marking the start of his career as a comedian.

1994: Appeared on A&E's An Evening at the Improv

In 1994, Jeff Ross appeared on A&E's 'An Evening at the Improv', marking one of his early television appearances.

1995: Performing at Iconic NY Clubs and Friars Club Roast

In 1995, Jeff Ross was performing at iconic New York clubs like the Comedy Cellar and Stand Up NY, and was invited by the New York Friars Club to participate in a roast of actor Steven Seagal.

1996: Acting Role in Celtic Pride

In 1996, Jeff Ross had a small part in the comedy film 'Celtic Pride', marking one of his early acting roles.

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1998: Friars Club Roast on Comedy Central

In 1998, the Friars Club's first televised event, the roast of Drew Carey, was broadcast on Comedy Central. Jeff Ross was a participant in the roast.

1999: Rise in Roasting Career

In 1999, Jeff Ross credits a joke he made at the expense of Bea Arthur and Sandra Bernhard at the roast of Jerry Stiller for advancing his roasting career. Also Jimmy Kimmel hired Ross as a writer on The Man Show.

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2000: Wrote for Billy Crystal's Oscars Monologue

In 2000, Jeff Ross wrote some of the punchlines for Billy Crystal's monologue at the Oscars, contributing to the event's humor.

2003: Comedy Central Celebrity Roasts

In 2003, Comedy Central began producing their own celebrity roasts, establishing a platform for comedians like Jeff Ross.

2003: First USO Tour

In 2003, Jeff Ross first traveled to Iraq as part of a comedy tour hosted by Drew Carey, marking his first USO tour.

2003: Role in Stuck on You

In 2003, Jeff Ross played a security guard in the film 'Stuck on You', adding to his film acting roles.

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2004: Celebrity Poker Showdown Appearance

In 2004, Jeff Ross appeared in the third tournament of 'Celebrity Poker Showdown', but lost in his first match.

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2004: Role in Along Came Polly

In 2004, Jeff Ross played a wedding band leader in the film 'Along Came Polly', continuing his acting career.

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2005: Appeared in The Aristocrats documentary

In 2005, Jeff Ross appeared in the documentary 'The Aristocrats', which is about the famous dirty joke of the same name.

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2005: Released and Won Prize for Patriot Act: A Jeffrey Ross Home Movie

In 2005, Jeff Ross released 'Patriot Act: A Jeffrey Ross Home Movie', which he produced and directed, documenting his experiences on the Iraq tour. The film won Best Film at the Comedia film festival in Montreal.

2005: First Comedy Central Roast Appearance

Since the 2005 roast of Pamela Anderson, Jeff Ross has been a roaster at all Comedy Central roasts.

2006: Directorial Debut

In 2006, Jeff Ross made his directorial debut with the documentary 'Patriot Act: A Jeffrey Ross Home Movie', which won Best Film at the Comedia film festival in Montreal.

2006: Co-Creator of Where My Dogs At?

In 2006, Jeff Ross was co-creator of the satirical animated program 'Where My Dogs At?' that was broadcast on MTV2. He also voiced the character Buddy, a beagle.

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2006: Patriot Act Shown on Showtime and SXSW

In 2006, Jeff Ross's film 'Patriot Act: A Jeffrey Ross Home Movie' was shown on Showtime and screened at that year's South by Southwest Film Festival.

2008: Dancing with the Stars Appearance

In 2008, Jeff Ross competed on the seventh season of 'Dancing with the Stars'. He and his partner were the first to be eliminated after he suffered a scratched cornea during rehearsal.

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2009: Published First Book

In 2009, Jeff Ross published his first book, 'I Only Roast the Ones I Love: Busting Balls Without Burning Bridges', which recounts his journey to becoming Roastmaster General and includes tips on writing roast jokes and how to put on a roast.

2009: Guest on WTF with Marc Maron

In 2009, Jeff Ross was the guest on the debut episode of the 'WTF with Marc Maron' podcast.

2011: Supported Occupy Movement

In 2011, Jeff Ross visited the protesters of the Occupy movement in Los Angeles to support their cause, roasting Wall Street and big banks during his talk at Los Angeles City Hall.

2012: The Burn with Jeff Ross Aired

In 2012, 'The Burn with Jeff Ross', a comedy panel show created and hosted by Jeff Ross, began airing on Comedy Central.

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2012: Voiced Himself in Batman: The Brave and the Bold

In 2012, Jeff Ross voiced himself in the episode "Crisis: 22,300 Miles Above Earth!" of 'Batman: The Brave and the Bold', attending a literal roast of Batman.

2012: Franco Roast Costume

In 2012, during a Comedy Central Roast, Jeff Ross roasted James Franco wearing cornrows and a neck tattoo, referencing Franco's character in the film Spring Breakers.

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2013: The Burn with Jeff Ross Ended

In 2013, 'The Burn with Jeff Ross', the comedy panel show hosted by Jeff Ross, concluded its run on Comedy Central after two seasons.

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2015: Jeff Ross Roasts Criminals: Live from Brazos County Jail

In 2015, Jeff Ross starred in the Comedy Central special 'Jeff Ross Roasts Criminals: Live from Brazos County Jail', where he performed stand-up comedy for convicts in Brazos County, Texas.

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2016: Jeff Ross Presents Roast Battle Launched

In 2016, Jeff Ross and Brian Moses launched 'Jeff Ross Presents Roast Battle' on Comedy Central, a show where comedians compete in roast battles judged by Ross and guest judges.

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2017: Appeared on WTF with Marc Maron podcast's 800th episode

In 2017, Jeff Ross appeared on the 800th episode of the 'WTF with Marc Maron' podcast, marking a return to the show.

2017: Named USO Ambassador

In 2017, the USO made Jeff Ross the Ambassador of Veterans Outreach for the Artists & Athletes Alliance.

2018: Bumping Mics Comedy Tour

In 2018, Jeff Ross and Dave Attell embarked on their 'Bumping Mics' comedy tour, which was later released as a three-part special on Netflix. It was filmed at the Comedy Cellar in New York City.

2019: Appeared on Crank Yankers

In 2019, Jeff Ross appeared on an episode of 'Crank Yankers' as himself.

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2019: Historical Roasts Airs on Netflix

Starting in 2019, Netflix began airing the series 'Historical Roasts', where Jeff Ross hosts fictionalized comedy roasts for historical figures.

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2025: Broadway Debut

In 2025, Jeff Ross made his Broadway debut with 'Take A Banana For The Ride'. It opened on August 18th at the Nederlander Theatre to positive reviews, and closed on September 28th. The show chronicled his career, life, and grief over the loss of his parents, dog, and friends Gilbert Gottfried, Bob Saget, and Norm Macdonald.

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