No way this guy earns his money back. There is no salary premium for a CS master's. Employers that want to see one are places you don't want to work. I mean, if you want to do it just for fun, knock yourself out. Just don't delude yourself about what you hope to accomplish.
I can see a lot of people wanting the job of "play with cool toys and don't be responsible for products", especially as a mid-career transition.