Have a look at http://craphound.com/spamsolutions.txt and make sure you can rebut all the points :)
That's a pretty big leap of faith right there.
The truth is we already have a cryptosystem that is not only free, but always works. We have had it for years: PGP. Only the extremely savvy use it. We have a non-free one that does cost a mere "few pennies:" digital certificates. Only the insanely savvy use it.
The existence of a system does not imply its use. That should be common knowledge for people who hang around on a website that is mostly geared toward startups.
See the difference?
"they'd be happy to pay pennies for [safer email system]" is an assumption that has been explored for years and is clearly completely false.