ASP.NET used to be difficult to configure and deploy (just some things like basic defaults being pretty bad for real apps), but even then I'd say the alternatives at the time (EJB, Spring, etc.) were significantly worse. For all other uses, I've had zero tooling problems. Oh sure, there were times I painted myself into a corner with regards to my app design, but that will happen in any language. I've never found any platform as easy to get up and running as .NET.