This achievement was alot easier than I thought it would be. All you have to do is connect 4 controllers (Your profile plus 3 guest under your name) and than start a game. The first 5 or so questions should be pretty easy to answer and just answer them correct on all the controllers. I got this on the first 3 question my first try using this method.
If you don't have 4 controllers you can always use guitars or drums if you happen to have any of those as well