John,
This does not help your desire to stay with the Apple ecosystem, which after getting an I-phone (at the behest of the kids) I had to get the Apple Watch and Airpods, so I love my Apple ecosystem with those devices and I can understand your desire to stay in that ecosystem.
But thanks to Indy, he talked me into Chromebooks, and if I could get Medical Dragon to work on my Chromebook I would likely do away with my PC altogether. AC in the Cloud works great on my Chromebook, so this is my go to device at home and on vacation by using the Microsoft Remote Desktop application on the Chromebook. So maybe AC in the Cloud will eventually work with the Mac with Microsoft Remote Desktop, I hope you get it to work for you.