Doug has an Outlook problem. He can't start it, open it, or access any of the data. Leo says that Outlook is a hassle because it puts all it's data into one big furball of a PST file. Often it can get corrupted, and then causes this kind of issue.
Doug could try to locate that PST file, back it up, move it out, and then hold down the ALT key and select "rebuild the index file." Microsoft has a tech note on how to do it.