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I get a similar problem - it doesn't seem to DO anything.

Couldn't tell Windows Media Player to update its playlist.
Traceback (most recent call last):
File "ipodder\players.pyc", line 683, in playlist_filenames
File "<COMObject getByName>", line 2, in Item
com_error: (-2147352567, 'Exception occurred.', (0, None, None, None, 0, -2147024893), None)
Couldn't tell Windows Media Player to update its playlist.
Traceback (most recent call last):
File "ipodder\players.pyc", line 718, in remove_files
File "<COMObject getByName>", line 2, in Item
com_error: (-2147352567, 'Exception occurred.', (0, None, None, None, 0, -2147024893), None)
Couldn't tell Windows Media Player to update its playlist.
Traceback (most recent call last):
File "ipodder\players.pyc", line 683, in playlist_filenames
File "<COMObject getByName>", line 2, in Item
com_error: (-2147352567, 'Exception occurred.', (0, None, None, None, 0, -2147024893), None)