If you’ve spent any time watching Fox News on a Saturday night or caught a snippet of Fox Across America on the radio, you've probably seen a guy in a loud blazer who looks like he just stepped out of a 1970s Brooklyn social club. That’s Jimmy Failla. He’s the former New York City cab driver who somehow managed to talk his way from behind the wheel of a yellow taxi into a primetime TV slot.
Because he’s got that high-energy, "old soul" vibe, people are constantly searching to find out how old is Jimmy Failla. Is he a young guy with a retro style, or is he a seasoned vet who just happens to have a great skincare routine?
The short answer: Jimmy Failla is 49 years old.
He was born on December 17, 1976. But the age is only half the story. To understand why he looks and acts the way he does, you’ve gotta look at where those 49 years went.
The Levittown Roots and the Numbers That Matter
Jimmy didn’t start out in a green room or a makeup chair. He grew up in Levittown, New York, on Long Island. If you know anything about Levittown, it’s basically the birthplace of the American suburb. It was a place built for veterans returning from World War II, and Jimmy grew up surrounded by a specific kind of old-school toughness.
He’s often joked that his childhood involved a lot of "getting smacked around" by older men with above-ground pools. That environment—half Polish, half Sicilian—is where he developed the thick skin you see on TV today.
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By the time he graduated from Division Avenue High School in 1995, he was already the class clown type. He was 18 then. He went on to Nassau Community College, where he earned an associate degree in 1998 at age 21. For a lot of people, that’s when the "real career" starts. For Jimmy? It was the start of a long, weird grind.
The "Taxi Cab" Decade: Where the Years Went
When people ask about Jimmy Failla's age, they’re usually trying to reconcile his "regular guy" persona with his sudden fame. The truth is, he spent a huge chunk of his 30s driving a taxi in Manhattan.
He didn't start driving the cab because he loved traffic; he did it to fund his stand-up comedy habit. Between 2007 and 2017, Jimmy was a fixture on the New York streets. Think about that for a second. That’s ten years of 60-hour weeks.
- He was 30 when he started driving.
- He was 40 when he finally landed a full-time gig at Fox.
That decade "on the meter" is why he sounds different than your average political pundit. He’s spent thousands of hours talking to real people—tourists, drunks, businessmen, and everything in between. He often says that every person who got in his cab was a "guest" on his show before he even had one.
Is Jimmy Failla Married? (And How Old Is His Family?)
Jimmy isn't flying solo through this madness. He’s been married to his wife, Jenny Failla, for over 18 years. Jenny (formerly Jenny Bitterman) is an executive at L'Oréal, which Jimmy often jokes is the only reason he’s allowed to go out in public looking the way he does.
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They have a son named Lincoln, who was born around 2008 or 2009. If you’re doing the math, that makes Lincoln a teenager now. Jimmy frequently uses Lincoln as a comedic foil on his show, calling him "skinnier and better looking" than his old man.
Having a teenager at 49 keeps Jimmy grounded, mostly because teenagers are professionally designed to make sure their parents don't feel too cool.
Why Does He Look Like That? The Blazer Mystery
One reason people get confused about Jimmy Failla’s age is his wardrobe. He doesn't wear the standard-issue blue suit and red tie. He wears jackets that look like they were stolen from a magician’s dressing room or a very flamboyant couch.
This isn't an accident. It’s part of his "Taxi Cab Comedy" brand. He wants to look like a guy who’s there to have a good time, not a guy who’s there to give you a lecture on tax code.
The Timeline of a "Dark Horse" Career
If you look at the trajectory, it’s a classic "overnight success" that took 20 years to happen.
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- 2013: Jimmy appears on America's Got Talent (Season 8). He was 36. He didn't win, but he got noticed.
- 2014: He releases his first book, Follow That Car!.
- 2017: He gets a full-time job as a writer for the show Kennedy on Fox Business. He’s 40. This is the turning point.
- 2020: He becomes the host of Fox Across America. He’s 43.
- 2024: Fox News Saturday Night with Jimmy Failla premieres. He’s 47.
- Today: In early 2026, he is 49 and one of the most recognizable faces on the network.
What People Get Wrong About Him
Most people assume that anyone on a major news network must have gone to an Ivy League school and spent their 20s as a junior staffer in DC. Jimmy is the opposite.
He’s a community college grad who knows more about the potholes on 42nd Street than the inner workings of the State Department. And honestly? That’s his superpower. He approaches politics like a comedian first, not an activist. He’s the first to admit he’s just "living proof that anything is possible in America."
Practical Takeaways from Jimmy’s Journey
If you’re looking at Jimmy Failla’s age and wondering if it’s too late for your own "big break," his story actually offers some pretty solid evidence that the "traditional" timeline is total nonsense.
- Experience is Currency: Those ten years in a cab weren't "lost years." They were the research years that made his current show possible.
- Authenticity Wins: He didn't try to change his Long Island accent or his wardrobe to fit the Fox mold. He made the mold fit him.
- Late Bloomers Welcome: Most of his major career milestones happened after he turned 40.
If you want to keep up with what Jimmy is doing next, you should check out his latest book, Cancel Culture Dictionary, or catch his stand-up special They're Just Jokes on Fox Nation. He’s usually touring the country doing live stand-up, so check his official schedule if you want to see if the loud blazers look just as bright in person.
The most important thing to remember is that whether he's 49 or 99, Jimmy Failla is going to keep treating the world like it’s one long cab ride—and we're all just along for the trip.
Next Step: Check your local radio listings for Fox Across America or set your DVR for Saturday nights on Fox News to see if he's wearing a jacket that requires sunglasses to look at.