Recently, Michael Silverman of the Boston Herald published a ranking of Boston Red Sox trade deadline and other late-July trades under Theo Epstein's stewardship (which you can see here).
In Silverman's list, he virtually ranked the deals by the amount of success the team had after the trade. While that may be a big part about looking back at past trades, it should not be the only way.
This article is correcting some of the errors Silverman made.
You probably won't agree with all my choices. You probably won't agree with all of Silverman's, either.