Barnes/Workman/ERod 13-14
Buch/Masterson/Bard 08-09
Paplebon/Lester/Delcarmen 05-06
The Sox really haven't been able to push through much high level pitching talent at all. The best time for their system was 04-09 as it had a good balance of hitting and pitching. Players were also graduating each year at a relatively high level. After that, you had the AGon trade, Lars Andersen crashing, Westmoreland, Dodgers trade prospects that didn't pan out, Henry Owens flame out and Ben's bad drafting.