I’ve thought for a long time about doing a series here on Cubs trades, both good and bad.
It’s a daunting task. Sure, there are deals like the Brock-for-Broglio trade which is very likely the worst in MLB history, and others that were good for the Cubs, such as acquiring Fergie Jenkins and Ryne Sandberg by trade.
But ranking them is, to me, a difficult thing. I guess I could rank them by WAR traded and acquired, but in the end I decided simply to look at trades made by the Cubs over the last 60 years, the “Expansion Era” as it’s called by many, and do it by year.