I decided to switch because I can leverage GitHub Pages which are free and I can use a custom domain. It's a perfect fit because I can just piggyback on GitHub's cloud hosting for free and not worry about incurring any downtime due to database issues (something that happened more than a few times with the last ASP.NET MVC and SQL-based site).
I really enjoyed setting up Octopress, it was easy to migrate my posts. I highly recommend it! It would be even better to have a .NET/C#-based static site generator that supported all of Jekyll's configuration options, except with Razor-based layouts and templating. Mmmm, that sounds pretty good. Someone get on that.