History of Kayleigh McEnany in Timeline

Kayleigh McEnany is an American political commentator and media personality. She served as the 33rd White House press secretary during the Trump administration from 2020 to 2021. Prior to this role, she worked as a political commentator for CNN. McEnany is known for her conservative views and her role as a spokesperson for the Trump administration.

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Full Timeline

April 18, 1988: Kayleigh McEnany Born

On April 18, 1988, Kayleigh Michelle McEnany was born. She is an American political commentator, media personality, and former political spokesperson.

Others born on this day/year

2010: Producer on the Mike Huckabee Show

In 2010, after graduating from Georgetown, Kayleigh McEnany spent three years as a producer on the Mike Huckabee Show.

2015: Critic of Donald Trump

In early 2015, before becoming a Trump supporter, Kayleigh McEnany was highly critical of Donald Trump, declaring on CNN and Fox Business that "Donald Trump has shown himself to be a showman" and it was "unfortunate" and "inauthentic" to call him a Republican.

2016: Critic of Trump

Early in the 2016 Republican Party presidential primaries, Kayleigh McEnany was a critic of Donald Trump, before becoming one of his staunchest defenders.

2016: Graduated from Harvard Law School

In 2016, Kayleigh McEnany graduated from Harvard Law School.

2016: Supported Donald Trump in election

Kayleigh McEnany supported Donald Trump in the 2016 presidential election.

August 5, 2017: Left CNN

On August 5, 2017, Kayleigh McEnany left her position at CNN.

August 7, 2017: Appointed as RNC National Spokesperson

On August 7, 2017, the Republican National Committee (RNC) appointed Kayleigh McEnany as its national spokesperson.

November 2017: Marriage to Sean Gilmartin

In November 2017, Kayleigh McEnany married Sean Gilmartin, a pitcher in Major League Baseball.

2017: Appointed National Spokesperson

In 2017, Kayleigh McEnany was appointed national spokesperson for the Republican National Committee.

2018: Preventive Double Mastectomy

In 2018, Kayleigh McEnany underwent a preventive double mastectomy due to a BRCA mutation that put her at high risk of developing breast cancer.

June 2019: Stephanie Grisham's Role

In June 2019, Stephanie Grisham had served in the role and as White House communications director.

August 2019: McEnany Defends Trump

In August 2019, after The Washington Post reported that Trump had made 16,241 false or misleading statements in his first three years in office, Kayleigh McEnany told CNN's Chris Cuomo: "I don't believe the president has lied."

November 2019: Birth of first daughter

In November 2019, Kayleigh McEnany and Sean Gilmartin welcomed their first daughter.

2019: National Press Secretary for Trump Campaign

From 2019, Kayleigh McEnany worked for the Trump 2020 presidential campaign as national press secretary.

March 2020: Comments on Coronavirus

In March 2020, Kayleigh McEnany said Democrats were trying "to politicize" the coronavirus and that Democrats were almost "rooting for this outcome."

March 19, 2020: Trump Acknowledged Intentionally Downplaying Virus

On March 19, 2020, in a recorded interview with Bob Woodward, Trump acknowledged that he was intentionally downplaying the severity of the SARS-CoV-2 coronavirus, saying, "I wanted to always play it down. I still like playing it down, because I don't want to create a panic."

April 7, 2020: Hired as White House Press Secretary

On April 7, 2020, Kayleigh McEnany was hired as White House press secretary.

April 2020: McEnany Defends Trump's WHO Assertion

In April 2020, Kayleigh McEnany defended Trump's assertion that the World Health Organization had shown a "clear bias towards China" and said that the WHO put Americans at risk.

April 2020: Personnel Change

In April 2020, Mark Meadows's first personnel change was hiring Kayleigh McEnany as White House press secretary.

May 1, 2020: First Public Press Briefing

On May 1, 2020, as part of her first public press briefing, Kayleigh McEnany pledged to never lie. She falsely claimed that the Mueller Report had resulted in a "complete and total exoneration of President Trump."

May 8, 2020: COVID-19 Re-Opening Guidelines

Amid reports on May 8, 2020, that the White House was "shelving" the release of COVID-19 re-opening guidelines, Kayleigh McEnany said that the guidelines had not been approved by Robert Redfield.

May 2020: McEnany Defends Trump's False Accusation

In May 2020, Kayleigh McEnany defended Trump's false accusation that Joe Scarborough had a person murdered, offering no evidence in support of the accusation.

June 2020: Defended Removal of Peaceful Protestors

In June 2020, Kayleigh McEnany defended the decision by the Trump administration to forcibly remove peaceful protestors using smoke canisters, pepper balls, riot shields, batons, officers on horseback and rubber bullets.

September 9, 2020: News Agencies Release Audio Recordings

On September 9, 2020, news agencies released the audio recordings of interviews with Trump that former Washington Post journalist Bob Woodward had conducted in February and March 2020 for his book Rage. In the wake of this development, McEnany falsely asserted, "The president never downplayed the virus."

Rage

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September 15, 2020: Release of Book Rage

September 15, 2020 was the release date of the book Rage by Bob Woodward.

Rage

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October 5, 2020: Tested Positive for COVID-19

On October 5, 2020, Kayleigh McEnany tested positive for COVID-19.

October 2020: Senior Advisor for Trump Campaign

In October 2020, Kayleigh McEnany worked for the Trump 2020 presidential campaign as a senior advisor.

November 20, 2020: McEnany Claimed Trump Not Given Orderly Transition

On November 20, 2020, Kayleigh McEnany falsely claimed Trump was not given an "orderly transition of power".

December 2020: Politico Names McEnany's Prediction

In December 2020, Politico named McEnany's prediction about the coronavirus one of "the most audacious, confident and spectacularly incorrect prognostication about the year".

January 2021: End of Senior Advisor Role

In January 2021, Kayleigh McEnany's role as senior advisor for the Trump 2020 presidential campaign ended.

March 2, 2021: Joins Fox News as on-air contributor

On March 2, 2021, Kayleigh McEnany joined Fox News as an on-air contributor.

June 2022: Announcement of Second Pregnancy

In June 2022, Kayleigh McEnany announced that she and her husband were expecting their second child.

December 2022: Birth of Baby Boy

In December 2022, Kayleigh McEnany and her husband welcomed a baby boy.

June 2023: Interim Host of Fox News Tonight

In May and June 2023, Kayleigh McEnany served as an interim host of Fox News Tonight, following the firing of Tucker Carlson.

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March 17, 2025: Announces Third Pregnancy

On March 17, 2025, Kayleigh McEnany announced on Outnumbered that she and Gilmartin were expecting their third child in June 2025.

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June 2025: Third child expected

In June 2025, Kayleigh McEnany was expecting her third child with Gilmartin. This was announced on Outnumbered on March 17, 2025.

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June 30, 2025: Birth of Avery Grace

On June 30, 2025, it was announced that Kayleigh McEnany had given birth to a baby girl named Avery Grace.

2025: Named host of 'Saturday in America'

In September of 2025, Fox News announced that Kayleigh McEnany was named host of a new Saturday morning program called 'Saturday in America with Kayleigh McEnany,' which was to air every Saturday morning from 10am-12pm beginning on September 20th.

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