Response to our just-released list of the best 25 country songs from the last 25 years was fast and fierce.
Several legendary artists failed to place a single song on the list, and fans noticed.
A strong case could be made for each of these artists, but remember, it's a list of the 25 best "songs," so you have to decide which individual recording should make this list.
That's hard for most of the artists listed below, although we'll concede that in once case, we may have just missed an obvious hit.
While most of those awards are artist and album awards, he does have Single/Song of the Year wins for "Beautiful Crazy" and "Fast Car." The latter -- a cover of Tracy Chapman's hit -- is probably his best case to make this list. Their performance provided a great Grammys moment in 2024 and is likely to a radio staple for years to come.
Time could very well earn it a spot on a similar list in the future.
2. Keith Urban: A list of song awards won by Keith Urban underlines the struggle in choosing one from his catalog for this list. He won Grammys for "Sweet Thing" and "Til Summer Comes Around" and CMA Awards for "Blue Ain't Your Color," "We Were Us" and "Raise 'Em Up."
The ACM Awards rewarded "Days Go By" and "The Fighter," and fans may say a song like "Stupid Boy" deserves dark horse consideration for the list.
He's not the only 2000s country legend to be hurt by lack of consensus.
3. Kenny Chesney: "When the Sun Goes Down," "Summertime," "There Goes My Life" and "You and Tequila" are probably the four most obvious Kenny Chesney songs to include on a list of the 25 best country songs of the last 25 years. We're happy to listen to a case for each.
4. Morgan Wallen: Here is a fun question: What is Morgan Wallen's signature song?
The sheer size of his catalog of hits prevents any one song from standing out as a signature. Each one moves up sales, radio and streaming charts so quickly that you lose track. "They're all good" isn't helpful in this instance.
A strong argument could be made that social politics prevented him from winning Single/Song of the Year Awards or Grammys. We're not here to re-write history, however. The songs that did win those awards are important songs, too, so until he drops one that flat-out makes your knees buckle, he may remain a Top 5 artist of the 2000s without a Top 5 Song of the 2000s.
5: George Strait: George Strait's "Give It Away" won two ACM Awards, a CMA Award and a Grammy, so yeah, we might have missed there.