Both are very usable. I set both up for people that I care enough about to get them away from Google. Both are monitored and subject to government requests.

Both are very usable. I set both up for people that I care enough about to get them away from Google. Both are monitored and subject to government requests. I see this discussion a lot, but if you aren't running the mail server, you won't know when someone is reading your emails. It is on the end users to encrypt the payload (gpg, 7-zip, etc...) Just my own opinion, as I have a deep rooted devious streak and worked for big brother. Don't trust a mail providers payload encryption. Do it yourself. Both of them occasionally have hiccups on their web infrastructure according to my monitoring tools. Consider using an IMAPs client if you have concerns about availability.