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Why would he need to explain it to the windows that are using his coworkers?

Also, it's very unclear to me what that the situation you are describing entails.

/s

Grammatically, your sentence is no less ambiguous.

oh man, thursday evening, a couple of glasses of wine, and here I thought I was the grammar nazi :)

"my windows-using coworkers" would be a better fix.

"...my coworkers who use Windows" makes more sense.

my windows-using coworkers.