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can i connect by Sonos to my new Bose wireless headphones?
If they are bluetooth with a base station / transmitter, you could probably run a Sonos Connect into the base station
There is no “base station” just the Bose headphones

No way of utilizing?
You could possibly get a bluetooth transmitter and run the Connect into that. This is really not an intended use of Sonos gear so I cannot promise that would work.



Do you really gain much from involving Sonos in this, rather than just using your phone, connected to your wifi if you want internet based sources?
I also have Sonos Playbar and sometimes I want to watch a movie at night and not wake up my wife.. Since my connection (optical) is already into the TV there is not a connection available to connect my headphones to some sort of transmitter.



Thanks!
You can but TOS switches and splitters on Amazon or other places that will let you fiddle your optical setup.