Both comedians and critics have taken a keen interest in Karoline Leavitt’s relationship with her significantly older husband, prompting Jimmy Kimmel to weigh in with a sharp joke. The late-night host made a pointed remark suggesting that Leavitt’s personal life may have influenced her recent appointment as press secretary for Donald Trump, just days after she began her role.

During the January 28, 2025, episode of “Jimmy Kimmel Live,” Kimmel acknowledged Leavitt’s achievement as the youngest person to hold the position of White House press secretary. However, his recognition quickly turned into a parody. “She’s married to a much older real estate tycoon, so you’re hired in that case,” he quipped, poking fun at both her credentials and the 32-year age gap between her and her husband, Nicholas Riccio.

Despite the jokes, Karoline Leavitt’s resume showcases significant accomplishments. The executive director of her alma mater’s New Hampshire Institute of Politics praised her as one of the most remarkable students he had encountered. Leavitt previously served as an assistant press secretary for Kayleigh McEnany during Trump’s first term and ran for Congress at just 25 years old. Given her experience, it’s hard to argue that she is unqualified, and any suggestion to the contrary can come off as overtly sexist.

Leavitt had already established her political career before meeting her husband. While comparisons can be drawn between her marriage and that of President Trump and First Lady Melania Trump, it’s important to note that Leavitt was actively involved in politics long before she met Riccio. They crossed paths at a campaign event at Riccio’s restaurant in New Hampshire, organized by a mutual friend.

Reflecting on their relationship, Leavitt shared on “The Megyn Kelly Show” that they fell in love after becoming friends. When asked about their age difference, she acknowledged it but also praised Riccio’s support, humorously stating, “I walked into your life and it’s been a circus ever since.” Kimmel’s ironic comment that Leavitt is now the “ringleader at the White House” adds another layer to the ongoing narrative surrounding her unique position and personal life.