As we enter the top half of the list, signature hits by some of the era’s biggest stars rub elbows with a pair of breakthrough singles and an overlooked release by a future superstar. You’ll also find out, in case you’ve been wondering for the past 22 years, just what Dwight Yoakam sneers at the end of one of his classic records. #20 “Soon” Tanya Tucker Written by Casey Kelly and Bob Regan Peak: #2 #13 – LW | #22 – JK | #28 – KJC | #30 – BF Cheating songs that successfully make us feel compassion for the other woman are a rarity, but “Soon” manages to make us root for the woman who finds herself in a losing cycle, one that she finally finds the strength to stop. Tanya Tucker’s sympathetic performance and the song’s soothing melody invite us to feel compassion for the woman in Read More
The list continues with big hits from Clay Walker, Neal McCoy, and Mary Chapin Carpenter, along with should’ve been hits from Carlene Carter and Merle Haggard. #30 “Daddy Never was the Cadillac Kind” Confederate Railroad Written by Dave Gibson and Bernie Nelson KJC #10 | JK #22 | SG #39 Confederate Railroad made it big by balancing party anthems with thoughtful songs about growing up in the south. This was their best “growing up” song, a thoughtful tribute from a son to his late father. As tends to happen, the lessons taught to us in our youth aren’t fully appreciated or understood until it’s too late to truly say “thank you.” – Kevin John Coyne
Proving that the airplay charts don’t tell all of the story, this part of the countdown features several singles by nineties stars that didn’t reach the top but have stood the test of time.
400 Greatest Singles of the Nineties: #175-#151
I Wish I Could Have Been There
1994 | Peak: #4
This is the country equivalent to “Cats in the Cradle”, but more tender and less selfish. – Leeann Ward
Sometimes She Forgets
1995 | Peak: #7
Tritt gives a surprisingly but fittingly subdued performance on this cover of a Steve Earle song, telling the story of a woman who sometimes forgets that she’s sworn off men. I can never get enough of the incredibly cool arrangement. – Tara Seetharam
A few should’ve been hits are mixed in with genuine smashes as the countdown continues.
400 Greatest Singles of the Nineties: #350-#326
How Do I Live
1997 | Peak: #2
When Yearwood and LeAnn Rimes released dueling versions of this song in 1997, it was apparently a wake up call to country listeners: “Hey, wait a minute. Trisha Yearwood is an amazing singer!” She elevates “How Do I Live” beyond its movie theme nature by adding layers of subtlety and nuance to the typical Diane Warren template. – Kevin Coyne
Boot Scootin’ Boogie
Brooks & Dunn
1992 | Peak: #1
I don’t claim to have any real knowledge of what it’s like to spend a night at the liveliest of honky-tonks, but I’ll be darned if this song doesn’t make me feel like I do. Because “Boot Scootin’ Boogie” isn’t really about a specific place where people go, and it isn’t even about the boogie itself; it’s about the universal thrill of busting out of the work week, kicking back and dancing your troubles away. From start to finish, Brooks & Dunn’s performance is a twangy blast of exhilaration, and that’s a feeling we can all relate to – outlaws, in-laws, crooks and straights alike. – Tara Seetharam
New fans of country music in the nineties were hit over the head with the assertion that country music was one big family. Nothing demonstrated this mythos better than the all star jams that cropped up during the boom years.
There were some variants of this approach. A popular one found a veteran star teaming up with one or more of the boom artists to increase their chances of radio airplay. George Jones was big on this approach, with the most high profile attempt being “I Don’t Need Your Rockin’ Chair.” Seventeen years later, it’s amazing to see how young everyone looks – even Jones himself!