Greatest Hits: My Prerogative is the first greatest hits album (fifth overall) from pop entertainer Britney Spears. The album was released on November 1, 2004 in Japan, on November 8, 2004 around the world and on November 9, 2004 in the United States and Canada.

The set includes most of Spears' hit singles, from "...Baby One More Time" to "Outrageous", and almost everything in between. Included are three new songs; a cover of Bobby Brown's "My Prerogative" (which was featured as the lead single and has gone on to be an international number-one hit), and two previously unreleased songs entitled "Do Somethin'" (which was later released as a single) and "I've Just Begun (Having My Fun)", the latter of which also appeared on the In the Zone DVD.

Rumors abounded that her record company were to release a greatest hits at the end of 2004 in early March, around the time of the massive success of "Toxic." The album was officially announced later on in the year, with the UK leg of her label taking it upon themselves to launch a promotional campaign entitled "I Love Britney"; with badges, T-shirts, bags and CDs being sent out to promote the album (such a collage appears in the liner notes, with the album cover included as well), and an exhibition at a London art gallery officially launching the album in the UK.

Bobby Brown, original performer of "My Prerogative", has worked with Spears before as an assistant engineer on her previous smash hit album "Oops!...I Did It Again." Spears also wrote additional lyrics for the song (the spoken part at the start), but is not credited normally.

On February 16, 2007 the compilation was re-printed in Europe in the low-priced budget card pack format, with the liner notes made from recycled paper. In it, one of the new songs, "I've Just Begun (Having My Fun)", accidentally has the "My" removed from the title.