I believe I found a New Years bug. I had 2 programs scheduled to run weekly (Sun-Thurs & Fri-Sat). New Years day, I noticed my show wasn't running, so I ran out to my garage and PC was still up, I tried resetting the timers, but said nothing was scheduled to run. I checked the schedule and there was indeed something supposed to be running. I first tried editing the dates of start and end, but ended up having to delete and recreate the schedule.
The weekend schedule ended up being fine, just my weekday one was messed up.