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.
Career She has had her songs recorded by Patty Loveless, Trisha Yearwood and Little Big Town.[ allmusic ((( Jessi Alexander > Songs > Songs Composed By )))] 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.[ Billboard.com - Artist Chart History - Jessi Alexander] In 2006, she was dropped from the label.
Alexander co-wrote Miley Cyrus' single "The Climb", for the 2009 film Hannah Montana: The Movie 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.
Personal life She has been married to Jon Randall since 2006 and they have three children.
Discography Albums Title Album details Honeysuckle Sweet Release date: March 1, 2005 Label: Columbia Records Down Home Release date: April 1, 2014 Label: Lonesome Vinyl Decatur County Red Release date: March 27, 2020 Label: Lost Creek
Singles Year Single Peak positions Album US Country 2004 "Honeysuckle Sweet" 52 Honeysuckle Sweet "Make Me Stay or Make Me Go" 57 2005 "Canyon Prayer" — 2020"Mama Drank"—Decatur County Red"I Should Probably Go Now"—"Decatur County Red"—"River"—TBD "—" denotes releases that did not chart
Music videos Year Video Director 2004 "Honeysuckle Sweet" Roger Pistole 2005 "Canyon Prayer" Kristin Barlowe
Singles written by Alexander
Year Title Artist(s)2004"I Wanna Believe"Patty Loveless2009"The Climb"Miley Cyrus2011"When Love Gets a Hold of You"Reba McEntire2012"Drink on It"Blake Shelton"I Drive Your Truck"Lee Brice2013"Mine Would Be You"Blake Shelton2014"Song About a Girl"Eric Paslay"PrizeFighter"Trisha Yearwood feat. Kelly Clarkson2015"Winning Streak" Ashley Monroe"If Love Was Fair""If the Devil Don't Want Me" "I'm Good at Leavin'"2016"Savior's Shadow"Blake Shelton"The Way I Talk"Morgan Wallen2018"Turnin' Me On"Blake Shelton2020"Young Enough"Brett Kissel"Like a Man"Dallas Smith2021"Never Say Never"Cole Swindell and Lainey Wilson"Sunrise Tells the Story"Midland2024"Ain't No Love in Oklahoma"Luke Combs2026"Lighter"Jelly Roll and Carín León
Awards and nominations Year Association Category Nominated work Result2013 Country Music Association Song of the Year "I Drive Your Truck" Grammy AwardsBest Country Song "Mine Would Be You" Academy of Country Music AwardsSong of the Year "I Drive Your Truck" 2024Grammy Awards Songwriter of the Year, Non-Classical "Ain't No Love in Oklahoma", "All I Ever Do Is Leave", "Chevrolet", "Make Me a Mop", "Never Left Me", "No Caller ID", "Noah", "Remember Him That Way", "Roulette on the Heart" Best Song Written for Visual Media "Ain't No Love in Oklahoma"
References