Known for extensive touring—often between 180 and 220 days annually—the band maintains strong ties to their roots. In 2013, Boland and The Stragglers, alongside fellow red dirt band The Turnpike Troubadours, founded The Medicine Stone music and camping festival in Tahlequah, Oklahoma. Designed to bring a high-quality red dirt and country music experience closer to regional fans, the festival drew thousands in its first year. Attendees can camp in tents, trailers, or RVs, or stay in local accommodations with festival transportation provided. The event offers a laid-back atmosphere with an emphasis on music, camaraderie, and simplicity.
Now based in Austin, Texas, Jason Boland has weathered a series of personal challenges throughout his career—including alcoholism, a car accident, and a vocal cord injury. Despite these obstacles, he remains deeply committed to his music. Jason Boland & The Stragglers have been remarkably successful within their genre, selling over a million records globally.
Boland was previously married and divorced in 2008. He married his current wife, Mandy, in a private ceremony in Eureka Springs in 2012. The couple does not have children but has described their English Bulldog, Gary, as part of the family.
Jason considers himself a “pretty spiritual man,” attributing his sobriety and recovery to faith and divine guidance. He once contemplated becoming a preacher, a path he ultimately did not pursue, but his spiritual outlook continues to influence his life and music.
In 2018, Jason Boland & The Stragglers released their album Hard Times Are Relative, blending new material with reimagined classics. The album was praised as a standout country release, delivering both emotional depth and entertainment while staying true to the band’s signature red dirt and honky-tonk sound.
Return to the previous page| Net Worth 2021: | 20 million |
