None of the solutions on forums seem to work and I didn't get any replies to original post so is it a question of sending ipod back hoping they might fix or replace or buying a new i pod?
My Ipod won't sync either. When I reboot it the music in Itunes will sync but photos won't.
I get error # 50 message.
When I next try to sync not even the music will sync. Again I get error number 50 and a message that no sync is possible.
Same problem with my iPod Classic : Error - 50 and I can't upload the pictures from my iPhoto library anymore...
I'm using Mac OS 10.4.11, last version of iTunes and iPhoto 6.0.6...
I have had no luck syncing my Classic 120 (purchased this year), but when I tried my 2004 ipod 40GB, it started syncing immediately. The sync just completed without incident. Go figure! There must be some problem between Classic and iTunes 9 that doesn't exist with the older models. Until I find there's a safe fix, I'm going to leave my Classic with the music it currently has, rather than lose everything I've already loaded.
I to am having issues syncing my 160GB as well. It will sync up to around 7000 or 8000 of my 2400 songs and then just freeze. I have restored and iTunes 9.0.0.70 recognizes it. I am just copying them old fashion way, highlight a bunch of songs and drag them. I did find a website that you can download old versions of iTunes at as well. I downloaded 8 as it worked fine before. So far, the copying is working, of course i am only at 6000 songs, hope this will work out.
I just updated to iTunes 9.0.1, and it hasn't fixed this syncing issue yet. I have an 80gb iPod Classic from when it was first released (September 2007) and it won't add or remove songs from the device when I sync it.
Also, when I hook the iPod up to my computer, iTunes sits there saying "syncing" and will remain that way for a long time (over half an hour) while the iPod just says "connected".
Could this be an issue with the 64-bit software? I had my iTunes 9 library in 32-bit Windows XP last week and it worked fine, but I switched it to 64-bit Windows 7 earlier this week, and now it won't sync.
Side-note: since switching to iTunes 9 in 64-bit Windows 7, my iPod Touch is able to successfully sync, meaning that the sync issue appears to only be with the iPod Classic for me.