- Artist: Ryan Leslie
- Track: How It Was Supposed to Be
- Producer: Ryan Leslie
- Album: Ryan Leslie
Despite being hard at work for over three years on his solo debut (which he alluded to during his first of two DJBooth interviews), Ryan Leslie has repeatedly stated that he is in no rush to release the album. With a new tentative release date of February 2009, R-Les follows up prior semi-hits Diamond Girl and Addiction with a record that finds him broken up over the woman he has likely been singing about. Still, Ryan is holding out hope that one day she sees How It Was Supposed To Be and considers giving him a second chance. Sung, written, and produced entirely by Leslie, How It Was Supposed To Be should pick up heavy steam, just like the previous two tracks– unlike its predecessors, however, it may actually lead to the album's release.