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Rename one of the Family Rooms so that you can see which speakers they actually represent. Not quite sure what you are trying to do but that will give us a starting point
How do you group the two rooms? I used to have 3 speakers. 2 Play 1s in my family room and 1 in my master bed room.
But the god damned army corps of engineers didn’t warn me that they would pour 52” of water into my home. Alas, the speaker I left on the bar counter when we were rescued by boat wasn’t quite high enough.
On the tab bar at the bottom of the screen, tap the Rooms button. Make sure the Den is highlighted then tap its Group button. Tick Family Room so both rooms are ticked then tap Done. Then tap Browse or Search to choose music. Note that you need to swipe down the Now Playing screen to see the tab bar