Maybe there is an aspect of correct methodology involved as well. Suppose your friend just had a better valuation sytem based on the box score / grade / potential / +/-variables available. Perhaps you relied to much on the box score, or not enough. How we determine which player is better is a guess because we don't have anything concrete which relates scouting info to skill levels. So if your friend consistently gets better picks than you, perhaps you should ask him how he chooses to separate and rank his scouted players based on the heiroglyphics avaliable to him on draft day.
Once I scored a basket that still makes me laugh.