In September 2015, it was confirmed that Winter would helm the pilot for the Arrow/Flash spin-off Legends of Tomorrow. The series focuses on a band of tag-team heroes and villains made up from the Arrowverse, traveling through space and time to stop the maniacal Vandal Savage. It was later confirmed that Winter would also serve as a Producer on the series. Winter said of directing the two-part pilot episode that he was most proud of a technically challenging battle involving The Atom. "He flies out of [Martin] Stein's pocket. [The creators] write, "Atom basically comes in and shoots up the place." I'm like, "Oh, my god. How am I going to do that? What is that? What does that even look like?" I decided I didn't want to do it in a bunch of cuts. I wanted it to feel like one flowing, big piece. I shot it on the camera car. I shot it on high-res at 6k. We did it in one take."