How?
I do not see this as a blunder. I bet the carping when the Mac Mini was announced was almost as bad...
The idea of the new Shuffle is built around 'playlists' and if you don't use them, then there might be issues. I hope that there is a way to get it to just play what's in it without playlists. I don't use them and prefer to just play an artist or album and then move to another one if I need to. Having no controls and the 'voice over' function is a tradeoff that might just work wonders. Notice that the voice for PC synched Shuffles sounds like a constipated robot where the Mac synched Shuffle voice sounds better. Another reason to buy Mac?
The headphone issue is another thing. Is the adapter still available that converts the 'fat' jack to the skinny non controlled headphones? I wonder if it will play without the Apple ear buds installed... Will the 'in-ear' buds even work on the new Shuffle with that microphone built in. I know they already don't work with the iPhone. You can't hear yourself talk through them.
My feeling is that Apple is vearing into a territory that they shouldn't want to go. That is making devices that are incompatible with the accessories of the other devices... The iPhone was a precursor to that. It's incompatible (but can be adapted) with third party headphone/mic sets. Now the newish (and very comfortable) in-ear buds are incompatible with the iPhone despite having a microphone, and now the new ipod Shuffle is incompatible with all the earlier ipod accessories. I wonder if the in-ear buds will work with the new Shuffle...
Don't piss off your 'religious base' Apple...
For the record, I think that the new Shuffle will be a hit. It will start off slower maybe but it will succeed... I'll buy one.