About The Song
Keith, born in Oklahoma in 1961, grew up surrounded by the sounds of country music. His early influences, like Merle Haggard and Willie Nelson, instilled in him a love for storytelling and a connection to the working-class spirit. This influence is evident in “Shoulda Been a Cowboy,” a song that speaks to those who yearn for a simpler life, one rooted in the rhythm of the seasons and the satisfaction of a job well done.
Now, “Shoulda Been a Cowboy” isn’t your typical love song or tearjerker ballad. It’s a good ol’ fashioned toe-tapper, a song that makes you want to grab a cold beer and reminisce about the open road. The lyrics paint a picture of a man who feels out of place in the corporate world, yearning for the freedom and independence of the cowboy life.
There’s a certain nostalgia woven into the song, a longing for a time when life seemed less complicated. Keith sings about trading in his tie and briefcase for a dusty Stetson and a pair of worn-out boots. He dreams of chasing sunsets on horseback instead of chasing deadlines in a cubicle.
But “Shoulda Been a Cowboy” isn’t just about romanticizing the past. It’s also a celebration of individuality and the courage to follow your own path. The song speaks to the frustration many of us feel when we’re stuck in a situation that doesn’t fulfill us. It’s a reminder that sometimes, the greatest adventure lies in taking a chance and pursuing your dreams, even if they seem a little out of reach.
So, the next time you hear that unmistakable twang of Toby Keith, take a moment to appreciate the tradition he represents. “Shoulda Been a Cowboy” may be a song about cowboys, but it’s a story that resonates with anyone who’s ever dreamt of a life less ordinary.