Door C. Win one WS, and be competitive the other 9 years, maybe winning another WS or two. Reading all the comments, seems Door B would mean winning a WS and then being a bad team for 9 years. Gutting the farm, signing FAs, etc. to win that one WS. But I think you can have your cake and eat it too. Key is to continue to add talent to the system. They are #1 now, top 5, whatever. That is great, but it needs to be sustained. Then, once this team is truly competitive they will have options to maximize chances of winning WS in a given year. They can swing a trade without gutting the system, if they're deep enough. They can sign a FA without strangling the team long-term. Garza is coming off, and Braun will too one way or another within 4 years. And there is nobody on the current roster who will demand a big contract for next 5 years, with the possible exception of Villar. Cleveland has done this, and they were up 3-1 in the WS. Texas has done it, haven't won a WS but they have remained competitive despite trading prospects away. If the Brewers had a top 5 system in 2011 they would have been able to swing another trade that may have taken them over the top, without gutting the system.