Hello, I think I have figured out a way to sync rigntones and sms files to iOS 5. These were the steps I followed: Note: Make sure you have a copy of the ringtones on your computer in a .m4r format Note: I manually manage the sync on my phone, I do not use auto sync 1. I uninstalled iTunes and re-installed (not sure if this step is required might be optional) 2. Remove ringtones from my phone using iTunes 3. Remove ringtones from iTunes library 4. re-add ringtones into iTunes library 5. manually drag each individual ringtone to the iPhone and allowed it to synchronize 6. Repeat step 5 for each ringtone you want to add to phone. Hope this helps.