Jo Dee Messina hit the country music scene in 1996 with her debut single, “Heads Carolina, Tails California,” and many knew right from the start, that this would only be the beginning! Throughout the mid-late 90s, Messina landed three #1 hit songs, followed by 3 more in the early 2000’s!
Whether it be songs penned by the likes of Phil Vassar or Joe Diffie, to a duet with country mega-star, Tim McGraw, Jo Dee has spent much of her career near the top of the country charts! While all of her classic hits couldn’t be included in this list, these are our five favorite singles from the incredible Jo Dee Messina! Did we get it right? Let us know in the comments below!
5. I’m Alright (1998)
In 1998, Messina released her sophomore album, titled I’m Alright. The title track, written by country artist Phil Vassar would become the second single from the album, following “Bye Bye.” This would become the second consecutive #1 hit for Jo Dee in August of 1998.
4. My Give A Damn’s Busted (2005)
Messina’s #1 hit from her 2005 album, Delicious Surprise, was co-written and previously recorded by none other than 90s country star, Joe Diffie! To date, this was Jo Dee’s last #1 single, but with new music on the way, never count her out!
3. Lesson In Leavin’ (1999)
Does this song sound familiar outside of the obviously incredible Jo Dee rendition? That may be because country music legend Dottie West recorded the song back in 1980, which climbed to the #1 spot on the charts!
2. Bye, Bye (1998)
Here’s another single that was co-written by Phil Vassar. More importantly, as the first song released from Messina’s second album, “Bye Bye” became Jo Dee’s first #1 charting single!
1. Heads Carolina, Tails California (1996)
The one that brought Jo Dee to the dance! Messina’s debut single climbed to the #2 spot on Billboard’s country chart in 1996. This single is just as strong today as it was upon its release! Easily the best of her radio singles!
There you have our Top5 favorite songs by Jo Dee Messina! Did your song make the list? Let us know how you would order the list in the comments below!
Shop all things Jo Dee Messina, on Amazon, here, including her Greatest Hits album and most recent full length, Me from 2014! Check out Jo Dee’s BORN Country profile, for social media links, tour dates and more!