Blogging with org-mode and jekyll without alien yaml headers.
How about https://github.com/ardumont/org2jekyll ? iirc it simplifies some of the front matter stuff by taking them from your options, ie you'd have `#+LAYOUT: post` at the top.
A static website and blog generator
I know you say you're comfortable with your workflow, but just wanted to throw out that if you're not dependent on Jekyll, and are simply looking for the best way to create a static site/blog from org-mode files, you could consider Nikola as an alternative. It has an excellent org-mode plugin which would likely solve your complication.
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