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Once more after a software update my Sony Xperia Z1 is not detecting the headset. I think this is the fourth og fifth time in one year the same bug occurs. When connecting the headset the sound is directed to the loudspeakers and not the headset. After a phone restart it works ok for some hours.
It seems like an old bug is introduced almost every time a software update is released.
The Z1 is an excellent phone. But this repetitive bug is very annoying...
Extra information:
I have the exact same problem! QwQ The earpeices will only play after the first time I restart, then I unplug it and reinsert, the sound will only come out from the speaker. Tried deleting Smart connections too and did not work. At first I thought there is water in my phone or other hardware issues...but now that it's a bug I hope Sony will release a fix soon.
I have the same problem with my Bowers & Wilkins P5 :'( And strangly other headphones (i tried with a Logitech G430 and a Sony ZX300) works on my Z1.
First time I discovered it was 0630 in the morning on the train while (trying to) playing Frank Zappa.
Since I did not hear the music I continued to increase the volume. Not so popular... 
I factory resetted by phone and does not help...does any one know if the repair in PC companion will fix this issue? This is seriously annoying because I often need to use my phone for music.