The picture included is the result of it.
My guess: Skype sends all the data to Microsoft, and if the user sends a message to another user which inlcudes a link, skype will kinda much "wget" the contents of the link and send it to microsoft. If the link though inlcudes a file that is too big for some reason and the file does not get sent correctly to microsoft, a pointer error occures.
Other things that are worth to mention:
- This error only happens, if you try to shutdown the computer.
It mostly happens with videos that are longer than 30min.
The error prevents a shutdown, meaning that you have to take action. (Click on "ok", ugh)