I have the same problem here..trying to find a log file to see what happens.
I just noticed that the updater mentioned something about XPOI's not installed. I think if I recall correctly there is a product Points of Interest for FSX. Are those messages related to that ? I do not own P.O.I. for fsx btw
Still looking for a log file - even reading the manual now
The thing was that I got almost every day I started with FSX