In a contemporary review, The Source magazine said with My Way, "Usher proves that he's aiming to become more than just R&B music's best kept secret". Asondra R. Hunter from Vibe said that Usher is sensual through his mild tone gentle tone and tasteful, refined lyrics.Robert Christgau, writing in The Village Voice, cited "Just Like Me" and "You Make We Wanna..." as highlights and quippedly called Usher "the sweetest nonvirgin a mama could ask". He gave My Way a one-star honorable mention, indicating "a worthy effort consumers attuned to its overriding aesthetic or individual vision may well like." In a negative review for Rolling Stone, David Fricke felt that the album has too many downtempo songs, and criticised the writing and production quality.
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. 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. Keith Harris, writing in The Rolling Stone Album Guide (2004), gave it three-and-a-half stars and said that, although Dupri's combination of hi-hat hits, acoustic-guitar arpeggios, and occasional guest raps from him and Lil Kim can inhibit the album, My Way was the work of a significant, enterprising artist.Yahoo! Music's Billy Johnson Jr. credited the album for Usher's breakthrough into the music industry, and lauded the production of the three singles.
My Way debuted at number 15 on the US Billboard 200 chart dated October 4, 1997, selling 66,000 copies in its first week in the United States. It entered the Top R&B/Hip-Hop Albums at number four on that same week. The album rose to number one on the Top R&B/Hip-Hop Albums on January 10, 1998; it topped the chart for three consecutive weeks, and remained on the chart for a total of seventy-five weeks.My Way peaked at number four on the Billboard 200, and spent seventy-nine weeks on that chart. It has since been certified six times platinum by the Recording Industry Association of America (RIAA) for sales of over six million copies in the United States. It has sold six million copies in the United States and seven million copies worldwide.