FOX News’ funnyman went from steering taxis to steering America’s sense of humor. And he’s still cracking jokes at home in Westbury

You might know Jimmy Failla as the sharp-tongued host of FOX News Saturday Night or the midday voice behind FOX Across America. But long before he was roasting headlines on national TV, Failla was just trying to survive in a house full of cops and Polish-Italian jokes.

Now a household name across nearly 200 radio stations and a rising force in political comedy, Failla’s journey from New York City cabbie to media mainstay proves you don’t need a political science degree to win America over. Just a great punchline, a thick skin, and maybe a few favors from the parking gods on Sixth Avenue.

From Levittown to Late Night

Raised in Levittown, New York, Jimmy Failla grew up as the class clown in a family of law enforcement officers. “Humor was survival,” he recalls. “I had older brothers who beat me up, so I learned to make people laugh to get out of trouble.”

After years of driving a cab by day and chasing stand-up gigs by night, Failla finally broke into the business. He landed writing jobs, stand-up specials, and eventually a guest spot on FOX News that would change everything. Now, he’s not only the host of his own weekly primetime show, but a best-selling author, Fox Nation headliner, and frequent guest across the network’s biggest programs.

His brand? Unfiltered, relatable, and relentlessly funny. Whether he’s comparing Twitter to a New York backseat confessional or riffing on political absurdities, Failla delivers every punchline with blue-collar charm and self-deprecating honesty.

Relationship Goals: Jenny & the Sag Harbor Proposal

Off-screen, Failla has been married to Jenny Failla since August 2006, and their love story is rooted in more than just humor. It’s tied to some of Long Island’s most nostalgic landmarks.

Jimmy proposed at the American Hotel in Sag Harbor, a spot that still means the world to him. “I can still taste the garlic bread from Il Capuccino,” he says, recalling vacations there with his parents, memories now passed on through summer visits with Jenny.

While Jenny keeps a low profile, she’s a steady presence in Jimmy’s stories, the calm to his chaos and the backbone of his grind.

Dad Life With Lincoln

The Faillas now live in Westbury, where Jimmy fully embraces suburban dad duties with their son Lincoln. Weekends often mean scenic drives to see the Big Duck in Flanders, followed by an East End lunch — a tradition Failla calls “classic daytrip parenting.”

When Lincoln was little, comedy and cab driving were how Jimmy kept the lights on. “It helped us get by between club gigs,” he’s said. These days, he’s more likely to joke about gambling on youth sports than surviving them.

With extended family nearby in Aquabogue, the Faillas stay close to their roots and even closer to the jokes that keep them laughing.

Still Laughing, Still Listening

Even as his profile grows, Failla hasn’t strayed far from his comedic roots or the perspective that keeps him relatable.

“I don’t look like a TV star,” he says. “I look like the guy who installed your TV.” And that’s exactly how audiences like it.

With a new stand-up tour and two comedy series originally announced in development for Fox Nation in late 2024, Jimmy Failla isn’t just redefining political satire, he’s making America fun again, one joke at a time.