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I agree with CatOne: the need for the user to intervene is annoying.

And here's the problem: I just opened my Mac and went to eat some dinner. I came back, 30 minutes later and still no sync.

In other words, I have to manually force the sync, which triggers the pop-up "Your Internet connection...", hit "Retry", and then, finally, everything is in sync. All the time. And the timeframe doesn't matter: it just won't sync automatically after waking up.

I agree that the remedy is simple, but it's not painless. (Sort of.) There's no reason for it to require user input.