I used live update to go from build 199 to 200. After the update when a subscription runs an error with no details is logged in the Subscriptions History tab. Nothing is logged in the windows event viewer.
The issue seems to be isolated to subscriptions that with a content type of PDF. When running OLAP reports with a PDF content type I get the following error:
Could not load file or assembly 'itextsharp, Version=22.214.171.124, Culture=neutral, PublicKeyToken=8354ae6d2174ddca' or one of its dependencies. The located assembly's manifest definition does not match the assembly reference. (Exception from HRESULT: 0x80131040)