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My wife runs a online consumer facing business and her experience is hotmail account users are significantly more of a pain than any other email account type. They seem to be less able to understand instructions - it is a bit of a running joke in our house whenever she complains to me about some painful customer I ask her if they are a hotmail customer.

I can second this. If I get a support email from a hotmail user the first thing I do is to refund them their upgrade payment, because most of the time it is completely hopeless. Another pita with hotmail users is when they click the "Report spam" button on email address confirmation emails ...

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