I'm not sure I'd call that major.
Major is when OD takes your wife and kids and runs off to Mexico leaving you with the cat that you never liked anyway; you just got it for the lying, cheating wife and now you have the gross smell of cat food on your finger from when you opened the can and when you eat you smell that smell and want to vomit and that reminds you how much you hate the cat and the pool guy that's with your wife and kids on the beach and they are calling *him* daddy even though they are living off the money you made before she took all the money out and you ended up bouncing checks all over because you didn't know you were out of money and now the cat wants out.
End of quote
Daaaaaaaaaaaaaaaaaaaaamn!!!
Anyway, I'm wondering what happens after you attempted to reset or change the image? Also, have you just simply deleted the docklet and re-created another one?
These OD docklets associate to what ever you want very consistantly. Whereas this sounds like a program association issue.
I'd delete the docklet and create a new association to the Outlook.exe and first see if the default icon appears and that it does launch the application.
From there you can determine if you're having a problem with your app.
If all goes well you should be able to associate the application with the image of your choice.
Hope this helps.
Just curious...
Cp