As a free user, HTTPS is a feature I'd consider worth paying for. But ideally, what I'd want to see encrypted would be not just all my DW activity but also other peoples' views of my entries, including from their Reading pages. (If my entries are protected when I read them but not when someone else does, that doesn't do much good.) But if most people have at least 1 paid account in their circle, that's a lot of reading pages to send through HTTPS, so then the economics might not work out? These yaks are pretty hairy I guess...