You should look into vagrant. It can help you with many of these things, essentially just providing a framework to get started. Writing the bootstrapping script

You should look into vagrant. It can help you with many of these things, essentially just providing a framework to get started. Writing the bootstrapping scripts will still be up to you, but it helps. For ntlm there are a lot of solutions for Linux, but the one I have used was cntlm to give me a local proxy to call through for convenience.