His first project was the play entitled The Writing on the Wall, produced by the Westbeth Theatre Center and for which New Line Cinema purchased the rights.

[6] His directorial debut, A Brother's Kiss, was based on an Off-Broadway play he wrote about love and loyalty between siblings in East Harlem.

Reviews praised the performances and attributed Rosenfeld's upbringing as creating "a realistic sense of street life with hardly a false note.

"[7] Rosenfeld wrote and directed the films, A Brother's Kiss and King of the Jungle starring John Leguizamo, Marisa Tomei and Rosie Perez, and his award-winning short,Under the Bridge, which ran for several years on BRAVO.

[4] Rosenfeld directed ten episodes of a web series called We Deliver, partnered with Geebee Dajani, which followed the travails of a marijuana delivery service.