So migrated from Wordpress to Octopress. Most of the migration was automated by using exitwp but to get slideshare I had to use Oembed, also found a great list of themes on github.
So far so good, writing posts in markdown is great and also now not having to worry about keeping up with Wordpress security updates is nice but for me is about finally being free of MySQL databases and Wordpress was the last thing running on it, weird in this day and age of easy multiple database support Wordpress still forces you to use MySQL.