Toby Keith’s career essentially began in 1993 with his self-titled album. Four hits were featured on that CD, “Should’ve Been A Cowboy”, “Wish I didn’t know now”, “A Little Less Talk” and “He Ain’t Worth Missing”. These songs were the springboard of Keith’s career, and with every album released, more and more songs were turned into number one hits.

In 1999, Keith released his fifth album, “How Do You Like Me Now”.  The monster title cut of the album was declared the number one song of the year in 2000, according to Billboard. The album sold over one million copies.   Everyone could relate to this song, and the huge success of this song was the beginning of Keith’s highest level of popularity.

“How Do You Like Me Now” earned Keith an award for album of the year in 2000 and also Top Male Vocalist.

In 2002 and 2003, Keith won Entertainer of the year. Still going strong with hits like, “Courtesy of the Red, White and Blue”, “Who’s Your Daddy”, and American Soldier. Keith used his freedom of speech rights to voice his opinion of the 9/11 attacks, while critics say he abused the sensitivity of the situation to make a quick buck.

In 2005, Keith released an album entitled, ” HonkeyTonk University”, which was the title cut of the album. Sales began dropping with this album, and fans started to become fewer. In my opinion, Keith’s best works were ended by the 2003 year. While he produced a handful of hits in recent years, the numbers just aren’t there.

An album, “That Don’t Make Me A Bad Guy”, was released in 2008.  With so little press and airway plays of singles, this album seemed to not even exist.

Keith did find another number one hit with “American Ride” in 2009 and was nominated for Entertainer of the Year for the 2010 ACM Awards. His latest single, “Every Dog Has It’s Day” is a song that has a desperate feel to it.  While his numbers are rising, I don’t see a huge return from the former superstar.

Keith has ventured out into other avenues of entertainment. He has a restaurant chain, has starred in a few less than great movies, and has a new line of cowboy hats available.

While I am still a fan of Keith’s music, I feel his best days are behind him. To use a quote from Keith’s latest release, “Every dog has it’s day, dog, and today, dog, just ain’t yours”. Truer words have never been spoken.

Culture Toby Keith Tries To Hold On To His “Big Dog” Status