High Maintenance Woman – Toby Keith

Introduction:

“High Maintenance Woman” is a single by country artist Toby Keith from his 2007 album Big Dog Daddy. The song, which Keith co-wrote with Tim Wilson and Danny Simpson, portrays a humorous take on unrequited love, with the protagonist pining after an attractive woman who seems out of his league. Known for his storytelling flair, Keith uses the perspective of a blue-collar handyman who fantasizes about winning over this “high maintenance” woman. Despite his efforts, he humorously acknowledges that his lack of refinement might keep him from catching her interest.

Keith’s performance of “High Maintenance Woman” shows his knack for blending humor with relatable themes, like the challenge of social class in romantic pursuits. The song’s upbeat tempo and catchy lyrics contributed to its popularity, making it a Top 20 hit on the U.S. Billboard Hot Country Songs chart. Reflecting Keith’s admiration for hard-working individuals and his own background, the character in the song echoes the experiences of many everyday people, adding to its wide appeal.

The track is also a notable part of Big Dog Daddy, the first album Keith co-produced independently. It marked a significant step in his career, showcasing his creative independence and control over his music’s production. This autonomy allowed Keith to infuse more of his unique humor and perspective into the song, which resonated with fans and underscored his standing as a storyteller in modern country music.

Video:

Lyrics:

“High Maintenance Woman”