My whole thing is this: The record labels agreed to it. Artists don't usually own their music. If I post my phone on eBay for $1,000,000 and somebody buys it, how is it my fault that they took a bad deal. Apple is always going to try to get the most they can. Record labels aren't going to agree to something if they don't think it will eventually make them more money. My understanding is that Apple is paying them a higher royalty than the rest of the streaming industry in exchange for the free trial period. If they don't like it then they don't have to take the deal. Swift is upset because she's worried about people not missing her music and listening to other artists on Apple Music.
That being said, Apple could have fostered a lot of good will by eating the cost—or at least part of it—during the trial period. Furthermore 60 days should be plenty of time for a trial which would reduce the costs even more.