Every time I want to blog there’s lots of pictures, and it’s a pain to get then into a blog Post. In WordPress it takes forever to upload and fix them (and its generally cumbersome). I figured a static site generator could be nice, but you can’t paste images into a markdown file - creating separate image files and linking them in its even more cumbersome, even if the rest of the writing process is easier.
Sometimes the barrier to blogging is the technology. Ugh.
I've been using makesite.py, which is ~200 lines of python, dumping the picture in a pics folder and then hand editing the markdown.
Maybe a few lines of code and template work would let you add a custom template that would automatically add a folder worth of images.