Meet Alan Jackson's Middle Daughter Ali - YouTube

Country legend Alan Jackson has spent decades singing about family, faith, and the simple joys of life—and now, he’s about to experience one of the sweetest joys of all: becoming a grandfather for the very first time.

In a heartfelt announcement shared with fans, the 65-year-old singer revealed that his daughter Ali Jackson Bradshaw is expecting her first child—and Alan couldn’t be more excited.

“Our baby is having a baby,” Alan said with a warm smile. “And I can’t wait to meet our first grandchild. It’s a blessing we’ve prayed for.”

The news was first hinted at in a family photo Ali posted online, showing a pair of baby booties next to an ultrasound and the caption: “Baby Bradshaw coming soon!” Shortly after, Alan reposted the image with a simple and emotional message: “I thought I knew love… and then I found out I was gonna be a grandpa.”

Fans were quick to flood the comments with congratulations, many of them having watched Alan’s daughters grow up over the years through his songs and public appearances. Ali, one of Alan and Denise Jackson’s three daughters, married Sam Bradshaw in a private ceremony in 2018, and the couple has largely kept their lives out of the spotlight—until now.

Alan Jackson Is Now a Grandpa! | Y106.5 - Today's Best Country

“Ali’s always been my little girl,” Alan said. “And now, seeing her become a mom… it’s hard to put into words. It brings everything full circle.”

The Jackson family has always been tight-knit, with Alan often citing his wife and daughters as the foundation of his life and music. In songs like “Drive (For Daddy Gene)” and “Remember When,” he’s chronicled the milestones of family life—and now, he’s preparing for a new one that promises to inspire just as deeply.

Though Alan has recently slowed his touring schedule due to health challenges from Charcot-Marie-Tooth disease, he says this news has brought a fresh sense of purpose and joy to his days.

“This grandbaby is already loved beyond words,” he said. “And you better believe they’re gonna grow up hearing some real country music.”

While the family hasn’t revealed the baby’s due date yet, they’ve made it clear that this is a deeply personal and long-awaited moment. Alan, known for his humility and down-home honesty, summed it up best:

“There’s nothing quite like seeing your child become a parent. I just feel grateful—and ready to rock that grandpa title.”

From country superstar to proud grandfather, Alan Jackson’s next chapter is already off to a beautiful start.

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