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Regarding the same thing happening with desktop mail, but are you talking about a bug affecting the mail server or client?
So, the same sort of lack of reliability I talked about in the blog post could happen with desktop mail, but there is a greater chance of it happening with webmail.
There are also greater consequences when webmail goes down, compared to desktop mail. With desktop mail, you typically have old messages downloaded to your computer, in case you need them for reference. With pure webmail (assuming it isn't backed up locally), even the existing mail vanishes.