Back to today’s briefing

Story perspectives

Kellie Pickler and Taylor Swift's Iconic Collaboration Turns 15

11/6/2025

34 7

Summary

Story summary

Kellie Pickler and Taylor Swift collaborated on "Best Days of Your Life," with Swift providing background vocals.
The single was released on November 5, 2008, as the second release from Pickler's album, and it peaked at No. 9 on Billboard's U.S. Hot Country Songs.
It earned Gold certification in 2009.
The friendship formed after both released debut albums in 2006 and after they toured with Brad Paisley.

1 of 1

Story summary

Kellie Pickler and Taylor Swift collaborated on "Best Days of Your Life," with Swift providing background vocals.
The single was released on November 5, 2008, as the second release from Pickler's album, and it peaked at No. 9 on Billboard's U.S. Hot Country Songs.
It earned Gold certification in 2009.
The friendship formed after both released debut albums in 2006 and after they toured with Brad Paisley.