It's hard to get a real impression of what problems may or may not exist, unfortunately.
They don't exactly have a stellar record on this sort of thing.
0 - http://9to5mac.com/2016/05/13/apple-officially-acknowledges-...
This might be a less than a stellar record, but not because of that link.
Internet forums are full of other users complaining of the same problem.
Even if it only affects 0.1% of users, multiply that by the tens of millions, and that's a large number of people having a horrible experience.
It works great for you, until you're in the 0.1% then it's a bitch.
Edit: and it's not just music, it's a mulit-year history of botching up sync across multiple different technologies - some of which I've experienced first hand, some of which I've had friends complain of. Either way, Apple have zero credibility with me and syncing.
Still nothing for the remaining 99.9% of them.