Alan Jackson

On June 2, 2003, Jackson and Buffett teamed up to release the pint glasses-clinking ode "It's Five O'Clock Somewhere."

You know "Carlene" and "Just Another Day in Paradise," but did you know Phil Vassar also wrote these country hits for other artists?

On May 25, 2002, Jackson earned his 20th No. 1 hit with "Drive (For Daddy Gene)."

The country legend celebrated with a sweet post about his new family member.

Country Music Hall of Fame-er Jackson has been performing live since starting a band after high school -- though, these days, he's performing on much bigger stages.

"Grateful is a gigantic understatement," Jackson shares on Instagram, promising a wedding picture drop soon. "Off to the islands with my husband!"

The style has had quite a comeback in recent years.

All 50-plus of 'em.

It was a historic moment.

On April 16, 2010, Jackson received a star on the Hollywood Walk of Fame.