Resolving Cannot generate SSPI context.

While there are some pretty complete explanations regarding this error (see links below), if you're looking for a post that forgoes the lengthy explanations and just gets to the good bits ...

You are out of luck on this one :)

That being said, I know that I would have benefited from someone mentioning some of the more basic places to look. In my team's case, the SQL Server account that our web app was using had the password expire on us. When we set up the account we inadvertently neglected to check off the bit about having the password never expire. In a production environment that's probably a good thing. But this is our test server.

Here are those helpful links I mentioned earlier:
How to troubleshoot the "Cannot generate SSPI context" error message
Cannot generate SSPI context” error message, when connect to local SQL Server outside domain