I've been having a problem with iTunes that is driving me nuts. I'm not able to pinpoint exactly when it happened, but I think it was around the time v.8 came out. iTunes freezes every time I start it up for around 7-8 minutes, then runs OK. This happens every time I start up, without fail. It also freezes after (sometimes during) syncing with both my iPod Nano and iPhone 3G. It does this every time also, but it's inconsistent...sometimes it freezes during the sync, and sometimes it freezes afterward. Sometimes it takes me doing something like playing a song, but it always happens, regardless of whether I disconnect the device or leave it connected. It only does it after the initial sync; if I leave it connected and resync during the same connection it will not freeze again. The devices themselves are unaffected. My iTunes library is 147gb. The actual library XML file is 69mb. I'd guess this has something to do with it, but if that is the case...what might be the cutoff size where this wouldn't happen any more? I used to have almost 350gb of stuff in iTunes...I've whittled it down this far and it still isn't helping! I'm running the 1st gen MacBook Pro with 2gb RAM and a 320gb hard drive. I have approximately 30gb free on the drive, so I don't think hard drive space or RAM is the issue (although I have no way of knowing for sure). Is there anyone else with libraries this size who are or aren't having the same problem? Can I do anything besides delete more music? And if so, how much do I need to delete? Can the XML file be optimized in any way? ETA: I did the 8.2 update that came out today and it hasn't changed anything.