I've noticed this before too.
According to Patchou in
this old thread it was a bug in an older version of WLM causing it. It seems that bug might still be there, in which case it's time he added that "loosy fix"
quote:
Originally posted by Patchou
yep, I'm aware of this problem and I was able to successfully debug it: unfortuantely, that's a bug in Messenger itself sometimes delaying the creation of the IMWindow object. I'm waiting to see if it will be fixed in Messenger 9 before I attempt some loosy fix.