This is a difficult question to answer, since you have not explained why the company is switching from .NET, and what it gains from switching to another languag

This is a difficult question to answer, since you have not explained why the company is switching from .NET, and what it gains from switching to another language. If your developers only have .NET experience, then switching is a Bad Idea. If they also know Ruby on Rails, you might survive, but I would suggest that you (or your CTO) read http://www.joelonsoftware.com/articles/fog0000000069.html http://www.joelonsoftware.com/articles/fog0000000069.html .