Phair described
Whip-Smart as particularly difficult to make because at the time she didn't have many songs that weren't about the music industry, which displeased her manager. In fact, a substantial number of tracks on the final album (namely, "Chopsticks", "Shane", "Go West", "Whip-Smart", and parts of "Jealousy", previously known as "Thrax") were songs already written in 1991, when Phair recorded under the
Girly-Sound moniker. In total,
Whip-Smart took about one month to record. The album was recorded in two distinct sessions: the first in August 1993 in Chicago, and the second in February 1994 in the
Bahamas. Guitarist Casey Rice described the initial sessions at Idful Studios in Chicago as subject to many distractions, such as "the phone ringing, people dropping by the studio, and so on". Phair wanted to move recording to New York City, but due to financial constraints, the band ended up continuing with
Compass Point Studios in
Nassau, Bahamas instead. The same team that worked on
Guyville worked again on what would become
Whip-Smart. The album was recorded and mixed by
Brad Wood, with the assistance of Casey Rice. Wood characterized the recording process as very much spontaneous, saying that "[Liz would] bring in a song and we'd record the whole thing that day. I'd have to write a drum and bass part right on the spot." There was, however, pressure to improve on the sound of the previous record, to meet the expectations of Phair's newly formed fanbase. Liz Phair has described
Whip-Smart as a chronicle of the beginning, middle and end of a relationship: "a rock fairy tale, from meeting the guy, falling for him, getting him and not getting him, going through the disillusionment period, saying 'Fuck it,' and leaving, coming back to it." Phair also described the sound of the album as more confident and playful – and less frustrated, tense, and sexual – than
Exile in Guyville. The inner liner notes feature a series of Polaroid photographs taken by Phair herself. ==Reception==