My Way became Usher's breakthrough album and earned him a nomination for the Grammy Award for Best Male R&B Vocal Performance for "You Make Me Wanna...".

[7] Robert Christgau, writing in The Village Voice, deemed "Just Like Me" and "You Make We Wanna..." as the album's highlights, and quipped that Usher was "the sweetest nonvirgin a mama could ask".

"[9] In a negative review for Rolling Stone, David Fricke felt that the album has too many downtempo songs, and criticized the writing and production quality.

[10] In a retrospective review for AllMusic, Stephen Thomas Erlewine gave My Way four out of five stars and praised Usher's vocal restraint, but noted inconsistency in quality.

[1] In a 2002 review, Q magazine also gave it four stars and wrote that it established Usher's reputation as a young and skillful performer of R&B slow jams.