Career Timeline of Jesse Watters: Major Achievements and Milestones

By Popular Timelines Editorial Team · Updated: November 5, 2025

From career breakthroughs to professional milestones, explore how Jesse Watters made an impact.

Jesse Watters is an American conservative political commentator and television host on Fox News. He rose to prominence through his "Watters' World" segment on The O'Reilly Factor, known for its man-on-the-street interviews. In 2015, "Watters' World" became a standalone show. Watters joined The Five as a co-host in 2017. In January 2022, he began hosting his own program, Jesse Watters Primetime, on Fox News Channel.

Sections (3)

Full Timeline Career & Achievements Controversies & Scandals

2003: Joins The O'Reilly Factor Production Staff

In 2003, Jesse Watters moved to the production staff of The O'Reilly Factor.

2004: First On-Air Appearance

In 2004, Jesse Watters began appearing on air in segments of Bill O'Reilly's show, The O'Reilly Factor.

June 11, 2014: Debut on Outnumbered

On June 11, 2014, Jesse Watters debuted on the Fox News Channel show Outnumbered.

November 20, 2015: Watters' World Debut

On November 20, 2015, Jesse Watters' own monthly Fox News program, Watters' World, debuted.

2015: Watters' World Becomes Its Own Show

In 2015, Jesse Watters' segment on The O'Reilly Factor, "Watters' World," became its own show.

January 2017: Watters' World Becomes Weekly

In January 2017, Watters' World became a weekly show, airing Saturdays at 8 p.m. ET.

April 2017: Becomes Co-host of The Five

In April 2017, Jesse Watters became a co-host of the roundtable series The Five.

2019: Watters links Chicago Bulls hat to MS-13 gang

In 2019, Watters supported the Trump administration's claim that a deported Maryland man was a terrorist, asserting that wearing a Chicago Bulls hat implied gang affiliation and association with high-ranking MS-13 gangsters. Watters ridiculed the man's claim for asylum, because his family pupusa shop had been threatened by gang violence.

January 10, 2022: Announcement as Permanent Host

On January 10, 2022, it was announced that Jesse Watters would become the permanent host of a new primetime show, titled Jesse Watters Primetime.

January 15, 2022: Watters' World Program Ends

On January 15, 2022, Jesse Watters' World program ended its run, while Watters continues as a co-host of The Five.

January 2022: Host of Jesse Watters Primetime

In January 2022, Watters became the host of his own program, Jesse Watters Primetime, on the Fox News Channel.

January 24, 2022: Jesse Watters Primetime Debut

On January 24, 2022, Jesse Watters Primetime debuted on Fox News.

June 2023: Becomes Permanent Host of 8 p.m. EST Hour

In June 2023, Fox News announced Jesse Watters as the permanent host of the network's 8 p.m. EST hour.

September 2024: Criticism for Comments on Tim Walz's Milkshake Photo

In September 2024, Jesse Watters faced criticism for mocking Minnesota Governor Tim Walz on "The Five" for a photo of him drinking a milkshake with a paper straw. Watters claimed it showed a lack of masculinity, sparking backlash for promoting outdated gender norms. Governor Walz responded by defending the post.

March 2025: Watters' 'Five Rules for Men' on The Five

In March 2025, Jesse Watters listed his "five rules for men" on "The Five," including not drinking from a straw because it's effeminate. He referenced Minnesota Governor Tim Walz and his milkshake, sparking ridicule and highlighting Watters' insecurity, according to The Independent.

April 2025: Watters' Comments on Screen Time and Masculinity

In April 2025, Jesse Watters claimed that sitting behind a screen all day "makes you a woman", and that working physical jobs gives men less exposure to "HR ladies and lawyers" and therefore less estrogen. The remarks sparked backlash across social media.