The idea of Watching Money... came to the author of the fan fiction series, Jake, when he started reading the second MySims Fanon game. After believing the story could be more dark, yet interesting, Jake created a short script detailing how the Sims could have gotten to where they were in the opening of the game. With the short script, (which ultimately ended up being the prologue to the series) Jake had gotten many more ideas from his everyday life. While writing chapters 13 and 14, Jake drew much inspiration from the popular webseries Red vs. Blue, where the main character, Leonard Church, is an AI unit reincarnated from Dr. Leonard "The Director" Church who believes to be a simulation trooper stationed in Blood Gulch.