Hi Pernicious,
For Inventor(2009) will hang when checke in a dirty drawing with dwf publish, this is a known issue, a hot-fix for "Progress bar does not get closed" has been released, you can found it in the following URL:
http://usa.autodesk.com/adsk/servlet/ps/dl/item?siteID=123112& #38;i d=11643482&linkID=9242019
(Plese delete the space character in the link to access the website)
Please retest this issue after install the hot-fix, if it still reproducible, please attach your cad file, we will do more research to it.
Thank you for your question!
Thanks,
Tony