The driver of singer Sawyer Hill’s tour bus died after the vehicle left the roadway and overturned in a devastating crash last week.
The driver was identified as 50-year-old David RollingCloud Jackson, who reportedly suffered a sudden medical emergency. The bus then crossed three lanes of traffic before ultimately rolling over.
Hill, 27, was traveling with his bandmates and tour crew near the Colorado-Wyoming border when the bus veered off the road and flipped.
The musician addressed the crash on Instagram Tuesday, calling it a “terrifying experience” and confirming Jackson’s death.
“It was a terrifying experience for everyone on board, myself included, and we are devastated to share that our driver lost his life,” Hill wrote. “Several members of our band and crew were also injured.”
“The cause of the accident is still under investigation, and out of respect for that process, our driver and his family, we aren’t able to share further details at this time.”

Singer Sawyer Hill, pictured in Detroit in September 2025, lost his tour bus driver after the vehicle veered off the road and overturned in a devastating crash last week

David RollingCloud Jackson, 50, pictured with his children, was identified as the tour bus driver who reportedly suffered a sudden medical emergency before the vehicle crossed three lanes of traffic and overturned
Jackson’s daughter-in-law, Danni Won, launched a GoFundMe campaign to help return his body home and cover the family’s funeral expenses.
In the fundraiser’s description, Won said Jackson had been living with atherosclerotic cardiovascular disease, or ASCVD, and epilepsy. The precise nature of the medical emergency remains unknown.
Won wrote that an autopsy indicated Jackson had died before the crash. “There was no warning. No time to prepare. No chance to say goodbye,” she said.
“One moment, David was out doing something he loved, and the next, his family was left trying to comprehend a loss that feels impossible to put into words.”
Won also said Jackson was the father of four children and grandfather of three.
“So many people have lost someone whose presence in their lives can never truly be replaced,” Won continued. “I am asking for help on behalf of our family during one of the most heartbreaking times we have ever faced.”
“We are trying to bring David home to Minnesota, give him the celebration he deserves, and allow the people who love him to come together to grieve, share memories, and celebrate the life he lived.”
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By early Wednesday afternoon, the fundraiser had collected more than $14,000 toward its $20,000 goal.

Hill, 27, was traveling with his bandmates and tour crew near the Colorado-Wyoming border when the tour bus left the road and overturned

Hill described the crash as a “terrifying experience” in an Instagram post Tuesday, where he also announced the death of his driver

Jackson’s daughter-in-law, Danni Won, started a GoFundMe campaign to help bring his body home and assist with funeral costs

Won said Jackson had been living with atherosclerotic cardiovascular disease, or ASCVD, and epilepsy, though the exact cause of the medical emergency has not been disclosed
Jackson had been driving a 2024 Freightliner M2 at the time of the crash as four people were hurt, Wyoming Highway Patrol spokesperson Aaron Brown told Cowboy State Daily.
On October 5, the driver got candid about his life on the road as he said it was not all ‘glitz and glamour’ in a Facebook post.
Jackson wrote at the time: ‘This job isn’t for the faint of heart. We are a unique breed of people. We’ve been through a lot, and we do a lot in a single day to make a concert happen. The sacrifices we make to do this job are things most people will never truly understand.
‘But when you love what you do, it doesn’t feel like a job. There is, however, a certain level of insanity that comes with this life. That insanity is part of what makes us who we are.’

On October 5, the driver got candid about his life on the road as he said it was not all ‘glitz and glamour’ in a Facebook post

As a result of the tragic accident, Hill (Above, in San Francisco in August) has announced that he has canceled the rest of his concerts on the Everybody’s Home, Nobody’s Happy tour as his band and crew focuses on processing and healing
The artist Hill had performed a sold out concert at the Bluebird Theater in Denver on October 13 and was set to perform in Salt Lake City, Utah the following day.
As a result of the tragic accident, Hill has announced that he has canceled the rest of his concerts on the Everybody’s Home, Nobody’s Happy tour as his band and crew focuses on processing and healing.
All tickets for remaining dates will be refunded as their team is currently working on scheduling make up dates.
Hill signed off on his Instagram message writing: ‘I can’t wait to get back out there with you all. Thank you for your understanding, compassion, and support during this difficult time.’