And not nearly soon enough.
Turned out the problem I was having was way easier to fix than I expected. The CMS system I'm using on the top of this site uses ASP.NET's SiteMap feature. So does BlogEngine.NET.
The problem was that BlogEngine.NET's web.config didnt clear out the SiteMap provider configuration so when the site tried loading ASP.NET freaked out. Once I added a <clear /> to the configuration things started working.
Now I have to load up content and start building out the rest of my empire. The nice thing about this is that I now have 3 pretty easy ways to add pages to my site: CMS, BEN, or plain old VS. So much easier than Community Server.