This airplane mode thing got me thinking...I was wondering if anyone can confirm it:

By default, under Settings->Applications->Music the option to search for recommendations from Nokia music is enabled...Is this the option that is causing the issue? Tracker is trying to upload the album art or idv3 tags to Nokia's service to match with Nokia music so in the future when you click on a title for recommendations, it is able to get them faster? However if your idv3 tags or album art differs, tracker is getting stuck?

If someone can , especially sts1976 since he knows how to work-around this, try not enabling airplane mode but turning off those settings for both Music and Videos when transferring media, does tracker still give issues?