At some point in time Gregory become the warden of Iron Heights Prison. Under his supervision a special cell was built for James Jesse in 2010, after he had talked his psychologist, who was visiting weekly, into suicide.
- Skilled psychologist: Gregory is seen knowing exactly how to treat James Jesse, building a special cell for him and using licorice to facilitate questioning him.
- In the DC comics, Gregory Wolfe is a warden at Iron Heights too, but he is also a metahuman with a power of psychokinesis, able to cause muscular spasm in people, or loosen the muscles - he uses ability in his work.
- In the DC comics, Gregory is African American, while in the series he is portrayed as Caucasian.