I’m a web developer and I just set up a Squarespace blog for myself. I could’ve taken a week to fiddle with Jeckyll and set up plugins for search and RSS, newsletters and this and that, but this is $12/month and so much easier. It took me like 2 hours to get the whole thing set up, getting a domain is a single click with no SSL setup or anything.

As a web developer myself I had never come across a CMS that made life easier for the every day person - friends would always come to me asking for help with setting up or amending their blog.

Then Squarespace came and I've been so impressed with it. It is the first and still only CMS that makes creating and maintaining* a blog super easy.

* images were always a problem with Wordpress and other sites... uploading, resizing, and more so moving and placing images on a page was always a "problem" for the non-tech-savvy but Squarespace handles this perfectly

Exactly. A vast chunk of custom "websites" could have happily lived as WiX/squarespace/medium/facebook ready-made object.