2005–08: Career beginnings and songwriting
After high school, Wynter threw herself fully into realizing her music dreams, while also dealing with surviving on her own for the first time. She juggled several jobs while working in the studio at nights and as much as she could. During this time, Wynter met her manager, Keith White who introduced her to Don Pooh at Atlantic Records. Wynter worked closely with producer D'Mile since 2004 where they both came with her first track to fame, "Gonna Breakthrough" written by Wynter Gordon and produced by D'Mile was used as the title track to Mary J. Blige's 2005 album The Breakthrough. Soon after, Wynter was given an opportunity and signed to Atlantic Records, through Don Pooh Music Group, where she has been working on her debut album since 2004. Also, in 2008, Wynter penned two tracks for Danity Kane's second album Welcome to the Dollhouse, "2 of You" and "Do Me Good".
 2009–present: Rise to fame and With the Music I Die
Wynter co-wrote the single "Sugar", a track that she was featured on with Flo Rida on his album R.O.O.T.S. (2009) after laying down a reference vocal. The track became an international hit and peaked at number five on the US Billboard Hot 100. Wynter also co-wrote and sang on the dance track "Toyfriend" from French DJ David Guetta's album One Love (2009). She worked closely with Jennifer Lopez, writing four tracks including "What Is Love", "What Is Love Part II", "Starting Over" and "Everybody's Girl" for her seventh studio album Love? (2011). Wynter is also writing for artists including Adrienne Bailon, Estelle & Gossip Girl star Leighton Meester.
She released her debut album, With the Music I Die, on June 17, 2011 in Australia. The first single from the album, "Dirty Talk" topped the US (Billboard) Hot Dance Club Songs and the Australian Singles Chart, and was certified 3x Platinum. The second single, "Til Death" has currently peaked on the Australian Singles Chart at 16.