I am not a developer and I don't grow my own food or use typewriters (much).
My small vanity site has an update once a month or so. I use Linux at home. I hacked a few bash scripts to get a basic flow going...
* edit text file with markdown (vim or gedit). Save to a directory in dropbox that has images and files under it
* run a script that runs markdown and adds a header and footer
* run a script that adds the new page to an index
* run a script that invokes lftp that uploads the changed files to server space
I find this quicker than maintaining a WordPress installation. YMMV
What I do find amusing is the range of really heavy duty technology that some of the static Web site generators are using.
It appears to me that your workflow is missing several pieces. You are missing RSS, which will keep some people from following what you write on your website. You are missing a sitemap.xml file, which search engines care about. You could add support for these to your work flow, but they are pieces that require very little work to enable support for in wordpress (RSS is just there, and sitemap just requires enabling the add-on), and I presume are trivial to enable in some of the static generators like jekyll or hyde.
My small vanity site has an update once a month or so. I use Linux at home. I hacked a few bash scripts to get a basic flow going...
I find this quicker than maintaining a WordPress installation. YMMVWhat I do find amusing is the range of really heavy duty technology that some of the static Web site generators are using.