Breakdown - property trade deals are the key to Monopoly, unless you get ridiculous dice rolls. Spock is too logical, and wouldn't trade properties. Data would be like Spock, but would eventually get it, but not the first time. The EMH would think the game would be a waste of time and would probably be out within 4 turns around the board and give Indiana to some idiot that asked for it first. Phlox is a polygamist and has no CLUE what the game is all about. Obviously I would like to play Quark, since it would actually be a challenge. Would you rather be Riker, Kirk, Kim, or T'Pol's doctor and have to give them the 'bad news'? (I assume VD hasn't totally been wiped out in every form by the 24th century, as per VOY:The Disease).