The Opry 100 Celebration was nothing short of spectacular, bringing together nearly 40 of country music’s biggest stars. Among them was the legendary Alan Jackson, a proud member of the Grand Ole Opry since 1991.

Jackson first graced the Opry stage in 1990, performing Here in the Real World—a song from his debut album that would later become one of his signature hits. Just a year later, he received the honor of a lifetime when country icons Roy Acuff and Randy Travis welcomed him into the Opry family.

Shortly after becoming a member, Jackson sat down for an interview on Nashville Now with host Charlie Chase, where he reflected on how surreal the moment felt.

“It’s hard to believe that just six years ago, I was carrying mail in a bucket for five dollars an hour,” he said, shaking his head in disbelief.

Despite his humble beginnings, Jackson always dreamed of standing on the Opry stage.

“It’s a big honor. I’m really proud because the Opry is so important. I don’t think country music would be here without it,” he shared.

Jackson admitted that the moment he was inducted into the Opry nearly brought him to tears.

“I almost cried when they asked me to join,” he recalled. “Standing on that stage, thinking about all the legends who’ve been there—Roy Acuff, Hank Williams—it was overwhelming.”

What made it even more special? The Opry’s famous wooden circle, which was salvaged from the historic Ryman Auditorium.

“That stage is special. It carries so much history. Just to be part of that—it’s an amazing feeling.”

Decades later, Alan Jackson remains one of country music’s most beloved artists, and his return to the Opry 100 stage was a powerful reminder of just how far he’s come.