Jessica Leigh Alexander-Stewart ( Alexander; born November 18, 1976) is an American country music singer-songwriter. A four-time Grammy Award nominee, she won both the Country Music Association Award for Song of the Year and the Academy of Country Music Award for Song of the Year for co-writing Lee Brice's 2012 single "I Drive Your Truck". In 2025, she received her first nomination for the Grammy Award for Songwriter of the Year, Non-Classical for her work on releases by Luke Combs, Dustin Lynch, Jelly Roll, Cody Johnson, Megan Moroney, Conner Smith, and Hailey Whitters.
She has had her songs recorded by Patty Loveless, Trisha Yearwood and Little Big Town. She also launched her own recording career in 2004. Two of her songs charted on Billboard's Hot Country Songs chart, and Columbia Records released her debut album, Honeysuckle Sweet, on March 1, 2005. In 2006, she was dropped from the label.
Alexander co-wrote Miley Cyrus' single "The Climb", for the 2009 film ' and the Hannah Montana song "I'll Always Remember You" from the Hannah Montana Forever soundtrack. She also co-wrote Lee Brice's 2012 single "I Drive Your Truck", and Blake Shelton's "Drink on It", "Mine Would Be You" and "Turnin' Me On".
In 2021, Jessi was featured on "That Was Us" from the album Behind the Bar by Riley Green.
She has been married to Jon Randall since 2006 and they have three children.