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Agreed, Apple is far worse on being monopolistic and draconian, but people give them a pass because they have cool design. Everything they're doing with iMessage, the iOS and Mac App Stores, AirPods, Safari, etc. are all extend and embrace, without the trepidation that Microsoft has had.

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I don't think it is due to cool design.

I think it is because using Apple is not mandatory. Apple is an aspirational brand, you use their products because you want to. Microsoft's products are not; they pushed hard their product everywhere, and were difficult to avoid, if you wanted something else. That itself caused a much friction, and when they start to steer you somewhere you don't want to go, their products are not exactly going to be your favorites.

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