Scheduling a sequence over time

Even after looking through tutorials and forum posts, I am still stumped for an answer. I would like to play a series of one-hour programs, in order, at a particular time on a daily basis. I could manually enter each .mp3 file as a separate event each day, but that would mean hours of tedious scheduling. I had hoped that some configuration of the database scheduler would accommodate that, but I can’t figure out how it can do my desired task. I want the files in a folder to recurse in order, day by day. Is this possible?