Plan to provide a sub domain for non-technical minded web designers, and web users to manage the install of SHA-2 Certs. (Support offered free. Certs offered free).
Seeking help brings one to https://community.letsencrypt.org/ which can be a very intimidating section if you are new to web matters. What I propose is a SPECIAL SECTION with STEP BY STEP text (a sort of “IKEA construction guide” to getting https on your new site) and phone support.
MADE WITH LOVE
This 101 support would be offered on a sub domain which could be designed ( I am willing to offer 10 hours per month free - and I am sure many others would join me) pro bono.
Call-in support would be via a US 800 number. Funding for this number and basic charges would be easy to obtain. And possible access to SKYPE call-in added. I am willing to offer 2 hours per month - and I am sure many others would join me and use a sign-up form on this new site to offer their time to give over the phone tech support.
Related: http://www.new-web-domains.com/Internet-infrastructure-Google-open-source/ where you will see a special section that proposes this idea to Google. In an ideal world of “web-caring” this could be run by Google, EFF and others. Each running their support site and hotline (either jointly or as separate projects).