August installed a Windows update, and now his computer won't shut down and all his restore points are gone. Leo says that's a bad sign. It's a dead giveaway that when system restore points disappear, malware is involved. One of the first things malware does is eliminate restore points.
He can try to Reset Windows Update. But if Malware is involved, the only sensible thing to do is to back up all of his data, format the hard drive, and reinstall Windows from a known good source. Then he can update Windows. It's really the only way to be sure the malware has been eliminated.