Hi @jakegoat,
Thanks for posting.
The particular behavior unfortunately depends on the order of operations - it’s handled by MacOS and is largely outside of Roon’s control.
When the Airpods are removed with an active BT connection, they instruct MacOS to send a pause command from system controls to active applications, similar to hitting the Pause button on the keyboard. When the BT connection closes before the removal is detected by the AirPods (ie. closing Roon or disconnecting the BT in MacOS settings), then the Pause command doesn’t happen. It’s a laborious workaround. Development can’t influence the behavior of MacOS, but please put in a Feature Suggestions and the Product team will investigate if there is further action we can take to improve this behavior for users.