Reid's debut album, Another Day, Another Dime, was released in 1997 on JCD Records. No singles were ever released from the album. However, it was his second album, which was self-titled and released in 2000, where he saw minimal chart success. Three singles from this album were released and all three of which charted. The lead-off and debut single, "Given Up on Me", was a minorhit on the RPM Country Tracks chart. It reached a peak of No. 45. A second single, "Runnin' Wild" charted at No. 50. The album's third and final single, "She Don't Wanna Hear", just missed the Top 40 of the country chart, peaking at No. 41.
Reid's first single in four years, "You Still Own Me", was released in 2004. It was the lead-off single to his third studio album, Born to Roll. The charted in the 20 of the Canadian country charts. Born to Roll was released on March 15, 2005, via Open Road Recordings, and peaked at No. 5 on the Canadian Top Country Albums chart. A second single, "Sixty to Zero", charted to No. 19, however it was the album's third single to get Reid into the Top 10 of the charts. "Missing an Angel" eventually reached No. 6 on the charts, giving him his first Top 10 single of his career. A fourth single, "Time Flies", also managed to chart in the Top 10, peaking at No. 9. A fifth and final single, "Gypsy in My Soul", only made No. 12. Born to Roll became his first certified album, being certified Gold by the Canadian Recording Industry Association. In 2007, Canadian music groupEmerson Drive covered "You Still Own Me". They took the song to No. 22 on the U.S. BillboardHot Country Songs chart.
In 2007, a new single entitled "Love Sweet Love", would be released and act as the lead-off single to Kicking Stones, which was released on April 10, 2007. The single peaked at No. 11 on the Canadian country charts and was followed by a string of Top 20 singles. The second single, the album's title track, reached No. 13, and "Darlin'", the album's third single, became Reid's first Top 5 single. Two additional singles, "Thank You" and "Out of the Blue", were released, peaking at No. 13 and No. 7 on the charts, respectively. Reid's fifth studio album, Dance with Me, was released in March 2009, and debuted at No. 1 on the Canadian Top Country Albums chart and No. 3 on the Canadian Albums Chart. "A Woman Like You" was released as the first single from the album and reached No. 4 on the country charts, peaking No. 4 in 2009. The title track was then released and reached No. 10, followed by "Old Flame", which has so far peaked in the Top 10. A Christmas album, entitled Christmas, was released November 10, 2009. Reid's first live DVD, Live at the Jubilee was released on February 9, 2010.
In 2010, Johnny Reid signed with EMI for the release of his next studio album, A Place Called Love, released August 31, 2010. The first single, "Today I'm Gonna Try and Change the World" was released on June 7. Reid's second live DVD, Heart & Soul was released on March 29, 2011 in Canada.
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2012 marked the release of Johnny Reid's second album for EMI, Fire It Up. The title track was released on January 10 to Canadian radio and iTunes. The album features Canadian guest artists Carolyn Dawn Johnson and Serena Ryder. The album was also released as a deluxe version with four bonus songs and a DVD featuring the making of the album. Reid released his second Christmas album, A Christmas Gift to You, on October 22, 2013.
Reid's first studio album for Universal Music Canada, What Love Is All About, was released on November 13, 2015. The album features a duet with Kardinal Offishall. Reid's first single off the album was "A Picture of You". It was followed by "Honey Honey".