With Ray and Nate having precise knowledge of the 1970s and 1980s Hollywood history, then I would be willing to bet that someone like Dr. Martin Stein will be able to help the team out in the 1930s.
If Legends of Tomorrow plans on diving into a classic era of Hollywood filmmaking, then it seems likely that more than one member of the team will have an in-depth knowledge of pop culture at the time.
Not that he’s old enough, but he just seems like an old-fashioned fit for that era.
Similar to when the team went back to save George Lucas from the Legion of Doom (and helped to get Star Wars: A New Hope made), the Legends often rely on their own knowledge of a given era to get the job done, rather than hit the books, like Rip Hunter and his new Time Bureau.