Posts from my previous blog run on Ruby’s Middleman can be found here:
https://constant-tinkerer.herokuapp.com
After hours of playing with different importers/exporters and not finding much for Middleman Markdown -> WordPress, this is the best solution out there! Enjoy the “old” posts.
Update 9/10/23: I realized that I could still run bundle exec middleman build on the Heroku dyno that the blog was still working on and then just host a basic rack based static site of the content! I’ve moved it to my home server to save $84/year on Heroku hosting costs. You can now access my previous posts from 2016 and before here:
Constant Tinkerer V2.0 
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