In fact isn't shared hosting the most common type of hosting? Any larger sites can afford paid certs anyways so letsencrypt is especially suited for smaller sites like mine, that can't afford the cert but also don't have the luxury of a dedicated machine/vps.
You're right that it's a pain for users trying to do it themselves, but some shared hosters already offer integrated LE, like DreamHost[1]; hopefully most will, if users push for it.
@Achshar: VPSes have gotten exceptionally affordable lately. DO and AWS -- some of the current market leaders for cloud instances -- both offer reasonably-performant setups with high uptime for about $5/month, and that includes command-line access.
I'd argue that among people who know about Let's Encrypt, VPS hosting is more popular than cPanel-style shared hosting.
I am a tiny single person company, VPS require a ton of setup and maintenance (for me, a noob). Believe me, I tried. I bought a vps with the intention to move over, but it was too much. I am not a unix user, I can manage xampp, but installing and making changes via command line, setting up php/mysql/apache/whatever else is more work than I get paid for. Something that just works is far more preferable to me as a college student.
Don't switch. I got a VPS for my personal site and projects a year or two ago (after 15 years of shared hosting) and if you're not comfortable on the Linux command line your server will get owned and be part of a botnet before a week is up.