Thank you for the report and sharing your feedback with us @LittleScarabee, the insight is very appreciated!
Based on the symptoms you are describing it sounds like you are experiencing audio dropouts on the mentioned Roon remotes (i.e the MacBook Pro and the iPad). I see from your setup description that you are running RoonBridge that is making use of a wired connection and my assumption is that this device is not exhibiting the same behavior, correct?
I agree with the advice given in @wizardofoz’s previous post and would highly recommend testing with different sample rates with no upsampling involved. Additionally, knowing how the MBP responds when making use of a hardwired connection would also be a good data point to have.
-Eric