I have had this problem twice now. Last week, I tried to sync my iPod got an error -42408. Now I can't play an music that was previously purchased through the iTunes store.
If someone from Apple is listening - This is annoying
I, too, have experienced this "iTunes store error -42408" problem recently. I just downloaded iTunes 9.0.3 (which was the SAME version that I was running before), installed it and everything seems to be working fine: No error message, the sync started automatically and my most recent purchases from a week ago were loaded on my iPod as usual. I can't offer any deep insight other than to speculate that, perhaps, the "bug" has quietly been removed from 9.0.3.
I was getting an error (I think it was the same, but it may have been different) when I tried to sync my ipod, that told me that it could not authorize music I had bought, and would remove those tracks from my ipod. I quit itunes, checked for an update (there was none), and then it worked.
Um this is SUPER annoying... Can't listen to my own purchased songs now Apple? I can't authorize my computer... I get a "Try again later" error when I try.
Anyone have a fix? Checked for updates, I have the latest.
I Just talked with Apple Support and they provided the following fix which worked for me:
1) Save important files and Force Quit Itunes
2) Make sure all applications are closed
3) Open Safari
4) Click on "Safari" and click "Empty Cache"
5) Close Safari
6) Open Itunes and click "Store" and "Authorize Computer"
7) Enter your User name and password and click OK.
8) That's it....it worked for me and everything is working properly
GOOD LUCK!