We have been getting more and more calls to add headphones to systems as clients are getting older and hearing is becoming an issue. AVR's no longer have analog out that's a fixed volume, zone 2 would work but most times is used for house audio, zone 3 will usually not pass a digital decoded signal.
Last job we used an HDMI 4x1 switch with audio extraction and sent HDMI out to cable/sat input with Coax audio, then send optical out to the headphone/hearing aid transmitter and seemed to work 90% of the time...would get black picture on tv when system powered on then require a shut down and restart.
We are now at the point where when we take a call about headphones or hearing aids on a system we tell them sorry cant add them.