Now of course I don't expect that either of these is as user-friendly to many (and they don't solve many of the ailments that he cites without effort), but what I'm trying to escape from are the things that are just 'broken' about Wordpress. I hate the 'loop' that they use. I don't like PHP one bit compared to Ruby. No automated tests. I really dislike the way theming works generally. The layout of the entire application is just wrong to me. I like the ease of deployment, but I've got enough experience that deploying a Sinatra app takes me only seconds.
For me, what Wordpress once did for me quickly is no longer an asset generally. With my personal skills and experience I can much more quickly get a Rails/Sinatra blog off the ground than I can reskin a Wordpress one and beat it into submission.