Hacking Challenge between me and a friend.

Okay. So me and a friend of mine have set up a little bet. Who ever can hack each others computer first wins. It has to be to the point where we have control over their computer. The only rule is that we can't help each other out. We can get help from anywhere else. I'm sorta new to this kinda stuff and the only real access to his computers would be via aim. I've done the netstat look up and send a file methods to find his ip but here is the problem, he uses the router, and I don't know if he connects to his router via wired or wireless connection. I know he does have a wireless router, but I'm almost sure he uses a weird connection for his pc.

Any help at all here is appreciated.