HT4111 can headset and bluetooth speaker work at the same time?

On my iPad, can the headset option and a bluetooth speaker work at the same time? I am using the headset to listen to music, but I want my spouse to be able to hear the same music using a wireless bluetooth speaker in the other room.

Sorry, of course I tried it and it did not work!
To clarify, can it be MADE to work? The basic hook up does not seem to allow for both. I was hoping an intellengent, helpful person might be able to assist a novice.

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