Jackson chalked up seven nods in all, including the top trophy for entertainer of the year, an award he's won four years in a row, best male vocalist, which he's collected five consecutive years, and best album.
His main competition for those awards will be CMA darling Gill, who picked up six nominations in all. The two singers will square off against comeback kid Billy Ray Cyrus, old-timer George Strait and perennial fave Reba McEntire for the title of country's top entertainer.
Teen phenom LeAnn Rimes, already a veteran of the awards circuit, is up for three prizes, including best single for "Blue" and female star of tomorrow.
Trophies will be presented June 16 during a ceremony at the Grande Ole Opry House and broadcast on TNN.
Here is the complete list of nominees for the 31st Annual TNN Music City News Country Awards:
Entertainer of the Year: Billy Ray Cyrus, Vince Gill, Alan Jackson, Reba McEntire, George Strait
Best Male Artist: Billy Ray Cyrus, Vince Gill, Alan Jackson, George Strait, Bryan White
Best Female Artist: Terri Clark, Faith Hill, Patty Loveless, Reba McEntire, Lorrie Morgan
Comedian: Gary Chapman, Jeff Foxworthy, Cletus T. Judd, Mike Snider, Ray Stevens
Male Star of Tomorrow: Trace Adkins, Paul Brandt, Ty England, Wade Hayes, Ty Herndon
Female Star of Tomorrow: Deana Carter, Mindy McCready, Jo Dee Messina, MC Potts, LeAnn Rimes
Vocal Duo: Bellamy Brothers, Brooks & Dunn, Daryl & Don Ellis, Regina Regina, Sweethearts of the Rodeo
Vocal Group: 4 Runner, The Forester Sisters, The Moffatts, Oak Ridge Boys, Statler Brothers
Vocal Band: Alabama, BlackHawk, Diamond Rio, Sawyer Brown, The Mavericks
Christian Artist: Amy Grant, Susie Luchsinger, Paul Overstreet, Ricky Van Shelton, Ricky Skaggs
Vocal Collaboration: Alan Jackson and Jeff Foxworthy, "Games Rednecks Play;" Dolly Parton and Vince Gill, "I Will Always Love You;" Eddy Arnold and LeAnn Rimes, "Cattle Call;" Lorrie Morgan and Jon Randall, "By My Side;" Travis Tritt and Marty Stuart, "Honky Tonkin's What I Do Best."
Single: LeAnn Rimes, "Blue;" George Strait, "Blue Clear Sky;" Alan Jackson, "Little Bitty;" Billy Ray Cyrus, "Trail of Tears;" Vince Gill, "Worlds Apart."
Video: Alan Jackson and Jeff Foxworthy, "Games Rednecks Play;" Alan Jackson, "Little Bitty;" Neal McCoy, "Then You Can Tell Me Goodbye;" Billy Ray Cyrus, "Trail of Tears;" Vince Gill, "Worlds Apart"
Album: Bryan White, Between Now and Forever; George Strait, Blue Clear Sky; Alan Jackson, Everything I Love; Vince Gill, High Lonesome Sound; Billy Ray Cyrus, Trail of Tears