Strange intermittent SQL connection error, fixes on reboot, comes back after 3-5 days (ASP.NET)

Question

For some reason every 3-5 days our web app loses the ability to open a connection to the db with the following error, the strange thing is that all we have to do is reboot t

Answer 1

The number of allowed connections to sql server is a fixed resource. It sounds like you have code somewhere that isn't closing it's connection correctly, and after a period you can't open any more new ones.