To be fair, ASP.Net was a better technology than JSP, which were the main competitors back then. On top of ASP.Net, Microsoft built Web Forms, which is really b

To be fair, ASP.Net was a better technology than JSP, which were the main competitors back then. On top of ASP.Net, Microsoft built Web Forms, which is really bad when it comes to building large, scalable web applications. Unfortunately, Microsoft kinda stopped there, whereas the Java community continued and made Struts and Spring and whatever else they do now. And that highlights the other problem with using the Microsoft stack: There's no community around popular frameworks, the absolute majority use only what comes out of Redmond, and if nothing comes, then they're just stuck. In the Java community, there were loads of MVC frameworks, people built it, and the popular ones flourished, and people could move on. In the .Net community, nothing really happened until Microsoft themselves made an MVC framework. So being on the Microsoft stack is more like a roller-coaster than a smooth progression, and that is a problem, because it's not very startup-friendly.