Thompson started singing in church when she was nine years old, and at 13 years old knew that she wanted to sing for the rest of her life. She has won numerous local, regional, and national singing contests, including the Colgate Country Showdown. Thompson previously studied voice under Renee Grant Williams and Kim Wood Sandusky of Nashville, Tennessee.
Thompson is an unsigned recording artist doing demos as of early 2009. She is working on an art career in Nashville, Tennessee.
Grand Award winner of the 1997 Mid-South Fair Youth Talent Contest, Memphis, Tennessee, which led to a CBS audition in Hollywood.
She was a featured guest co-star on the CBS series Touched by an Angel, episode 423, "Perfect Little Angel", which originally aired on April 23, 1998. She performed Unchained Melody during the pageant sequence of the episode.
Performed for Crossroads Music Festival on Beale Street, Memphis, TN (1998).
Ashley won the title of Miss North Mississippi in 1999 and competed in the Miss Mississippi Pageant later that year. She was selected 1st Runner up to Heather Soriano.
She was later the headline performer at the 2001 Miss Mississippi, which aired throughout the state.
The show won an Emmy award for Best Live Production and Direction in 2001.
Ashley showcased her talent on Nashville Morning Show with Charlie Chase, in December 2001.
She studied voice and dance under Linda Septian (Jessica Simpson's vocal coach) and Fenton Fulgham, Dallas, Texas.
She was the overall winner of Sing to Win at the Wild Horse Saloon, Nashville.
She was the 2003 Colgate Country Showdown national winner and won the title Best New Act in Country Music. The show was telecast with host Billy Ray Cyrus on national television between March and May 2003.