In the beginning, Chris was going to make Reincarnation an online comic. At that time, it was called Escape from Hell and had nothing to do with reincarnation. Instead, demons had to fetch souls from Limbo. The direction of the series changed when Chris realized he wanted to make the story more interactive. Before the comic, figures that looked similar to the demon had appeared in some of Chris's art pieces, including "Heaven Hell and Somewheres," "Shadow People," "Do It," and "Attack of Them."

The first game, A Demon's Day Out, was released in 2008 on Newgrounds, Kongregate, and DeviantArt. The game achieved Daily 2nd Place on Newgrounds on Halloween that year.