Nick Gage

Early Life
Nick Gage was once a member of an organization called the Reapers, who unbeknownst to Gage, was really a gang of supercriminals. When Nick discovered this and attempted to quit, the gang killed his fiance in retaliation. Nick was devastated, and joined the police academy to atone for his misdeeds with the Reapers, and bring their kind to justice.

Working with Batgirl
Nick made detective around the time Stephanie Brown became Batgirl,and after meeting on several cases, formed a bond similar to that Batman had with Jim Gordon and Barbara Gordon had with Jason Bard. Stephanie developed a crush on Gage, which became only more complicated when he started dating her mentor, Barbara Gordon, Oracle. Still, Gage assisted Stephanie on many of her cases during her tenure as Batgirl, and proved to be an invaluable ally, informant, and friend.