ORIGINAL: Griffin_NC
I think in your case though, spending $80 for the controller should cover the cost of a "additional license" nicely.
That's a rather weak rationalization. The $80 covers the cost of the controller. I've got no problem with people who pirate software. If that's what they feel is right, I just pity them. I do have a problem with people that try to rationalize it so they don't believe they're doing anything wrong. It's an ethically bankrupt way to live.
For the original poster, call GP and find out what they can do for you, and what the limits of your license are. Generally speaking you can install software in more than one place, but only use it in one place at a time. That's changing, however. It really depends upon the company. You and your brother could always treat it like a physical piece of property--take turns having it with you.
I have to say I respect you for asking the question, and wanting to do the right thing. Many people don't take the time to worry about that, much less make the attempt to find the answer. That approach will always serve you well.