When was Jason in jail?
I didn't mention the Cubs. The Sox are rated #12 in Law's eyes. Who is #1 isn't relevant, except that it's a long way from #12 to #1. You'll find that out checking out the Top 100 Prospects list.
That's not relevant. The fact is managing a decent farm system that has prospects that are desirable in trades or prospects that can come up and help the club is tough on any team. As Dews had mentioned, there just need to be enough prospects in the system as a team competes and needs to make trades. Look at the Yankees. Even a team that can buy their way to championships dried up their system by trading most of the quality/potential big leaguers away. Hahn, Epstein, Cashman, Duquette, etc. It doesn't matter. It's a tough act to balance.
You should also note that I gave the Sox GM a compliment. It's easy to see why the baseball forums devolve around here. Dews has his hands full with the rays of sunshine posting in this forum.