In early to mid-2008, Cole made several guest appearances on songs such as "I Got a Thang for You" with rapper Trina, "Boyfriend/Girlfriend" with Atlanta hip-hop group C-Side, and "Game's Pain" with west-coast native The Game.
The third season of Keyshia Cole: The Way It Is premiered in October 2008 on BET. The album was preceded by lead single "Playa Cardz Right", with a post-humorous feature from Oakland-native and past mentor, Tupac Shakur.
The album debuted at number two on the US Billboard 200 chart, selling 281,000 copies in its first week. Billboard Hot R&B/Hip-Hop Songs from Just Like You. Billboard Hot R&B/Hip Hop Songs chart for 55 weeks.
The recording of the album was documented on the second season of her reality TV show Keyshia Cole: The Way It Is.
Cole released her second album, Just Like You on September 25, 2007.
Cole's debut single, "Never", featuring Eve, was released on March 23, 2004 to promote the soundtrack to the film Barbershop 2: Back in Business.
The single failed to chart, but it eventually became the closing track on her debut album, The Way It Is.
Her second single from the album, "(I Just Want It) To Be Over", was released on April 5, 2005 and reached number one on the Billboard Bubbling Under Hot 100 (101). In anticipation of her debut album, Cole and DJ Green Lantern released a mix tape entitled Team Invasion Presents Keyshia Cole in June 2005 featuring remixes of hip-hop instrumentals and snippets of songs from her album.
It featured appearances by Remy Ma, Fat Joe, and Ghostface Killah. It debuted at number six on the Billboard 200, selling 89,000 copies in the first week of release.
In 2002, she was introduced to A&M Records A&R Ron Fair.
After hearing an unfinished version of her single "Love", which would eventually become her first platinum single, he signed her and began mentoring her.
Cole released the third and final single from the album, "Trust", a duet with Monica, on May 5, 2009 and reached #5 on the Billboard Hot R&B/Hip-Hop Songs chart.