Try restarting the app or recycling the applicaton pool after pointing to the new database. There may be some startup code that has to run.
Somewhere the Application object has to be loaded with an object with a key of "pageSecurity", and startup is the most likely place for that to happen. Since it's not happening, the code in Main.master.cs (the code file for the main ASP.NET master page, which is sort of like a layout template) is blowing up.
Wait, am I supposed to be the Playback Machine senior developer? If so, then yes, Kickstarter. Also, it should have all the features and do all the things. If not then, um, disregard this I guess. 
@scottalanmiller said:
Maybe part if it was that I came from the era of books.
This. We must have visited the bookstore hundreds of times, and usually walked away with a stack of reading material. I still maintain a fairly large bookshelf. My job as a software engineer requires that I be a master of Google-Fu, but whenever I want to learn a new technology for real, I almost have to get it from a book. There is little deep knowledge that can be imparted by reading a blog article or Wikipedia page.
