[mingus68040]

No, the webmail users lose because they have acclimated themselves to using a dumb terminal system which makes full confidentiality at least an order of magnitude more work to achieve. A user who is 100% unwilling to switch away from webmail will accomplish that security goal with just as little success as a steadfast fast-food patron pursing a healthy-eating goal.

[eropple]

Yeah, sorry, that's not how this works. Y'see, you're sending emails to people using webmail (I mean, if you're a nominally functional human being). So your emails are insecure, too, because you are insisting on something that is fundamentally not compatible with how normal people use computers in 2015.

This is a community thing. You need to give to get them to give. And you're not giving.