I just started playing around with Jekyll a few days ago and it seems simple enough to pick up after a bit of reading. Here's what the site looks like right now (this is the default bootstrap Jekyll deployment hosted via GitHub Pages).
Jekyll has a library that allows me to easily import Wordpress data directly into my blog but I feel like that's a learning opportunity foregone. Thankfully I found out about Scrapy; a Python web scraper. Hopefully I'll have some time to create a custom scraper that walks through the blog and have a nice clean JSON export feed that I can then convert to markdown. This already sounds overly ambitious ... but hey, why not shoot for the moon, right?