Speculation on season 4

We saw at the end of the third season that instead of choosing four moderately-bad people for Michael to run a new experiment with, Shawn and the others from the Bad Place have decided to screw with our heroes by bringing in people from their past.

In the case of Tahani, that was an annoying gossip reporter; for Chidi, Simone. So who will be brought in for Jason? I was thinking Pillboi - but then you have the problem where that would ruin the experiment because Jason is pretending to be Jianyu, the silent Buddhist monk, and Pillboi would want to know what's up with that.

So I thought, what if the show brought on Blake Bortles, playing himself? Somehow Bortles dies and then Jason has to try to not go crazy every time Bortles is around. Anyhow, just an idea.