"Letter to Me" is a song written and recorded by American country music singer Brad Paisley. It was released in October 2007 as the third single from his album 5th Gear. The song spent four weeks at Number One on the Billboard Hot Country Songs charts in February 2008, becoming his sixth consecutive Number One on that chart, as well as his tenth overall.

The song is part of the track list for Now That's What I Call Country.

Paisley was inspired to write "Letter to Me" after his wife, Kimberly Williams-Paisley, was asked in 2007 to write for a book entitled What I Know Now: Letters to My Younger Self. Upon hearing of the book, he thought that the concept of writing a letter to his younger self would be a good idea for a country song. According to him, it took most of a week to write the song, as he would constantly change the lyrics and write a new letter every day.

In "Letter to Me," the song's narrator is an adult who is reflecting on his youth. Now older and wiser for having lived various teen-aged experiences, the narrator uses experiences he had as a teenager to give his more youthful self advice on dealing with various situations.

Among the experiences are: dealing with the trauma of breaking up with a steady girlfriend after several months, breaking the habit of reckless driving and missing a much-anticipated homecoming bonfire rally to improve a failing algebra grade. The adult also guides his teen-aged self through dealing with older and wiser people, such as his family and teachers.

Other situations are more light-hearted, such as a first-date experience with the right girl. After a teaser about how good his wife and children look, the narrator gives his teen-aged self some final words about how the best years of his life lie ahead and that he now regrets he did not study Spanish and typing, finally noting, "I wish you wouldn't worry, let it be."

The song references many aspects of Paisley's childhood such as the corner of "Tomlinson and Eighth," two streets in his hometown of Glen Dale, West Virginia. Mrs. Brinkman, whose name is mentioned in the song, was a teacher at John Marshall High School in Glen Dale until her retirement in 2007.

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