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I have a Play:1 and a Connect. I went on a chat with a Sonos rep, gave my serial number for the Connect to check S2 compatibility, and was told it is S2 compatible. My understanding is that the Play:1 also is. But when I tried using S2 (on my Mac) I got a message that my “system includes products that aren’t compatible with S2.” The serial number of my connect starts with B8E9379B…
No, I think the intent is to do the upgrade using the mobile app. Once you’ve completed the upgrade process, you should be able to connect without issue using the S2 app on your Mac.
I use the S2 app on my Mac, but never tried the update process with it, I used my iPhone to update my system.