I created a new theme and it was working fine but after a few days, I realized some things weren't working.
default_head_blocks.xml is no longer pulling in any css files that I include (both hosted and external)
default.xml is not overwriting parent one.
I'm not sure what is causing this. I even tried deleting /var/ folder as well as /pub/static/frontend/
php bin/magento setup:static-content:deploy