About Jessy
Jessy “Rockstar” Greenland is a longtime Jeep enthusiast, off-road racer and suspension educator whose path into motorsports began later in life, and on her own terms. Raised in Oklahoma, Jessy spent over four decades building a successful career as a hair artist and salon owner while raising three children as a single mother. Once her kids graduated high school, she finally gave herself permission to chase a lifelong dream: offroad racing and vehicle building.
Her turning point came in 2017 when she competed in the Ladies Offroad Challenge with Charlene Bower, igniting her transition from enthusiast to competitive driver and industry professional. Jessy went on to race Dirt Riot, compete in the Artemis Rally ~ taking the podium every time and winning first place in 2025 ~ and set her sights on King of the Hammers. As her family grew to include three grandchildren, Jessy shifted her focus toward education, mentorship, and industry impact rather than full-time racing.
Since 2018, Jessy has worked with Metalcloak and the CTI Tour, traveling the country to help more than 15,000 off-roaders understand and dial in their Jeep suspension setups. A certified welder-in-training and hands-on builder, she is deeply committed to teaching women to maintain, repair, and truly understand their vehicles. Now based in Montrose, Colorado, Jessy continues to mentor new drivers, advocate for women in off-road, and pass the values of stewardship, work ethic, and adventure on to the next generation…including her grandkids.
