The Drunk on a Plane hitmaker took to Instagram on Sunday (10Jul16) to share the sad news with fans, after his pooch Jake lost his battle with cancer.

"Rest in peace, pal," he wrote beside a black-and-white photo of the 15-year-old dog.

Jake had been by Bentley's side throughout his rise to fame, but last year (15), the shepherd mix was diagnosed with the illness. Despite undergoing chemotherapy treatment, Jake was still able to attend the June (16) launch of the 40-year-old's Country Music Hall of Fame exhibit in Nashville, Tennessee, where Dierks paid tribute to his old pal.

"Jake's been with me through every phase of my career, since before I had a publishing deal... before I even had a gig, really," he told fans, according to TasteofCountry.com. "When I got my first gigs downtown, he'd be waiting there in the windowsill. He actually wore out a little spot in the couch where he'd wait for me. I'd come home real late, and he'd be there sitting in the window, putting in his time. Those were his years of grinding, sitting in the window waiting for me."

Bentley even dedicated Can't Be Replaced, the final track of his recent album Black, to Jake. The song constantly brings a tear to the singer's eye whenever he performs it.

The lyrics include the lines, "For 15 years, right by my side/From a single man to three kids and a wife/Friends come and go, but when it comes to Jake/There's just some things that can't be replaced."