I've 6 contenttype (created and deployed as feature) associated to Document Library. I'm tapping the ItemAdded Event and filling up required columns from the PropertyBag as required. the problem i'm facing is when i upload a document and select a content type it works fine it saves all the values in document librarym but when i check-out the document and edit in word 2003 and try to save then it gives me error, so i was looking in to the problem and found something very stupid thing is happening, the Document Information Panel of Word 2003 doesnt show the ContentType Dropdown with any of the contenttype selected (which i selected while uploading).. has any1 faced such kind of problem... and if i create a Content Type via browser the problem doesn't gets recreated.