So I'm kind of doing this on PC currently. It should work with an Xbox as well because it's the same Microsoft account across platforms, but he will need Game Pass Ultimate so PC/console can play with one account. On PC, each Xbox app will ask for both an Xbox Live username and a Microsoft Store account. You can tie multiple Xbox Live accounts to the same store account. In my set up (3 pc's) we each have unique Xbox Live usernames, but are all under my store account. The three (and sometimes four) of us can enjoy Game Pass at the same time and play multiplayer games together. We've gone 3-4 deep in Deep Rock Galactic, Minecraft, Grounded, Sea of Thieves, etc. without issue.
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