Jimmy Failla Headlines Fox’s Saturday Night with Celebrity and Political Commentary

August 31, 2025 (New York) - Comedian and Fox News host Jimmy Failla returned to the airwaves Saturday night, delivering his signature blend of sharp political humor and pop-culture analysis on Fox News Saturday Night with Jimmy Failla.

In the program’s opening monologue, Failla lampooned recent Democratic polling lows and media reactions to restaurant branding controversies, quipping that “the Democratic brand right now has about as much appeal to voters as a failed Cracker Barrel rebrand”. He also took aim at CNN producers, joking that background studio noises sounded like “producers shooting themselves” over party messaging missteps.

The show’s highlight came during a special celebrity edition of “Will It Work?” as Failla sat down with Fox Business anchor Brian Brenberg and his wife Jenny Phaylor to dissect the surprise engagement of Taylor Swift and NFL star Travis Kelce. The panel debated whether the coupling-timed to coincide with Kelce’s new American Eagle campaign-was a match made in heaven or a case of “crash commercialism”. Brenberg argued that strong family foundations would buoy the relationship, while Failla raised concerns that marrying at the height of a promotional cycle risked turning a wedding into “a corporate merger”.

Failla closed the segment by forecasting the couple’s future dynamics, suggesting that Kelce’s impending retirement could test Swift’s enduring spotlight: “There’s nothing more boring than a retired football player,” he warned, predicting that Swift may seek to keep her own star power burning long after the final whistle blows.

Fox News Saturday Night with Jimmy Failla airs weekly at 9 p.m. ET, following America’s Newsroom.