My Sim Can't Reap The Sim That Is Supposed To Be Dead - Reaper Career

My Sim is in the Reaper career, but every time I load this particular plot, I can't reap the Sim. I've received this assignment on this plot twice now, and each time it doesn't work. However, on different plots, I've been able to reap dead Sims, even when they aren't actually dead, which is another issue altogether. 

I've tried adding the Sim to my family to see if I can cheat and make them dead, but that doesn't work and removes the designation of being a dead Sim. I've also attempted various cheats through the cheat bar, but none have been successful. This is my legacy save, and I've been playing it for a considerable amount of time. I don't use any mods, so I don't have MCC installed to resolve the issue more easily. This bug forces me to end the day early because I can't progress until I successfully reap the Sim. Please help!