Alan Jackson: Here’s the Real Reason Why He Always Wears a Cowboy Hat

by Matthew Wilson

Alan Jackson and a cowboy hat go hand and hand. The country music icon rarely goes anywhere without a cowboy hat atop his head. Besides being a country music star, Jackson really wears the hat for one specific reason.

The hat covers up a scar he got as a teenager. When he was young, Jackson accidentally rammed his head through a glass door. It left him with a pretty wicked forehead scar that he hides with his hat. He’s been wearing a cowboy hat ever since.

“I tell you, I started off really when I was a teenager,” Jackson told GQ. “I had a—and I still have it—a big scar on my forehead from when I ran through a glass door when I was little. And I was always self-conscious, so when I started singing in high school it kinda bothered me. It was bigger and bolder then; I guess it’s kinda worn down over the years. I first started wearing a hat when I was about 17, my old brown cowboy hat. That’s the hat I wore to Nashville when I came.”

Alan Jackson Loves Westerns

But why a cowboy hat? Why not a flat cap or fedora or just a regular ole’ baseball cap? Well, Jackson has an answer for that and it goes back to his country roots. The country singer was a fan of westerns growing up and wanted to imitate the cowboy look himself. Additionally, he saw idols like Hank Williams and Merle Haggard wear hats.

“I wanted to wear a hat because I felt like a lot of the artists that I grew up loving wore hats,” he told the outlet. “Hank Williams. And Haggard wore one more of his life. Gosh, there’s so many of them. It always seemed like it made sense to me. I grew up a cowboy fan, watching ‘Bonanza’ and ‘Gunsmoke’ and ‘The Rifleman’ when I was a little boy, and I always loved them guys in hats.”

In fact, Jackson almost always wears his cowboy hat when he’s out in public. The singer is rarely ever photographed without his hat on. Over the years, he’s gotten used to wearing a hat and it just feels second nature to him.

There’s a couple of [photos] around where I’d raised my hat to say something, or I’m waving goodbye. My wife and people in the office have shown me some of those—some of them look pretty rough and some of them look pretty good. But yeah, I’ve just kinda gotten used to wearing them.”