How Old Is Jason Earles In Hannah Montana

Let’s talk about the biggest mystery in Disney Channel history: Jason Earles, the guy who played Jackson Stewart on Hannah Montana. You know, the goofy, video-game-obsessed older brother who was always tripping over his own feet? The show started in 2006, and here’s the kicker—Jason was already 29 years old when he first appeared on screen as a high school kid. Yes, you read that right. He was almost thirty, pretending to be a teenager who couldn’t even tie his shoes without Miley’s help.

“Wait, so Jackson was a full-grown adult while Miley was just starting high school? That’s like putting a grandpa in a middle school yearbook!”

By the time the show ended in 2011, Jason Earles was 34 years old. Think about that—he was closer to forty than to being a teen. Meanwhile, his TV sister Miley (played by Miley Cyrus) was actually a real teenager, growing up right before our eyes. But Jason? He had to use a special “aging-in-reverse” strategy: he shaved carefully, wore baggy clothes, and probably slapped on some anti-wrinkle cream between takes. It’s honestly impressive that he pulled off a 17-year-old at age 29.

How did he get away with it?

It’s all about the baby face. Jason Earles has one of those faces that just refuses to age—like a cartoon character or a golden retriever puppy. Even at 29, he could pass for 18 if you squinted and ignored the fact that he probably had a mortgage. Compare that to me: at age 30, I get carded for buying a lottery ticket and the cashier asks, “Are you sure you’re not twelve?” But Jason? He was literally playing a teenager on a show watched by millions, and nobody blinked.

Here’s a fun timeline to blow your mind: In 2006, when Hannah Montana premiered, Jason Earles was 29 years old. Miley Cyrus was 13. That’s a 16-year gap between them in real life! Imagine having a coworker who was born while you were already studying for your driver’s test. That was the Stewart household. Jackson would have been an adult babysitting his little sister—except he was the one who needed a babysitter for his social life.

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“I bet Jason had to borrow a fake ID to get into clubs, but then people would say, ‘Hey, you’re that kid from Hannah Montana!’ And he’d whisper, ‘No, I’m his uncle. Let me in.’”

What about now?

Fast forward to today. Jason Earles was born on April 26, 1977, which makes him a whopping 47 years old in 2024. That’s older than most of our parents. But if you look at a recent photo of him, he still looks like he could play a 35-year-old Jackson who just got a new video game console. Meanwhile, the rest of us are counting gray hairs at 30. It’s honestly unfair. He’s defied time like a vampire who only drinks energy drinks.

How Old Is Jason Earles On Hannah Montana | Naked Grapefruit

So why does this matter? Because when you binge-watch Hannah Montana now, you’re not watching a teenage brother—you’re watching a 29-year-old man pretending to be a high school student who can’t hold a job at a surf shop. And that’s the beauty of TV magic. Jason Earles didn’t just play Jackson Stewart; he played the most relatable “old guy stuck in a young guy’s body” since… well, since every 30-year-old actor playing a teenager.

In the end, the answer is simple: Jason Earles was 29 when Hannah Montana started, 34 when it ended, and now he’s 47. But in our hearts, he’s forever the goofy, animated older brother who made us laugh while ordering pizza. Just remember: the next time you see a high schooler in a TV show, they might actually be old enough to be your dad. And that’s totally fine. It’s called acting, people. Or maybe just excellent moisturizer.

So go rewatch an episode. You’ll never look at Jackson the same way again—and that’s exactly why Jason Earles is a legend. Now if you’ll excuse me, I need to check my birth certificate to see if I’m too old for TikTok. Spoiler: I am. But Jason Earles probably isn’t. That guy is timeless.