Cubs Transactions

They Should Have Passed

The recent announcement that Edwin Jackson was DFAed finally ends the long saga of undoubtedly Theo Epstein and Jed Hoyer’s worst acquisition for the Cubs. Jackson, signed to a 4-year/$52 million contract prior to the 2013 season, struggled mightily in 2013 and 2014 before being demoted to the bullpen. Overall, he finished with a 5.37 ERA in 347 innings with the Cubs. Yet Jackson isn’t the only player the front office should have passed on. Below I review the top “misses” since Epstein/Hoyer took over in late October 2011. I've listed them in chronological order rather than ranking them: feel free to weigh in on which you think is the worst or if there are any clunkers that I missed (I've tried to purge some recent players from memory, so omissions are possible).  

Cubs Trade Mark DeRosa

Bruce Levine of ESPN1000 is reporting that the Cubs have traded Mark DeRosa and the $5.5M on his contract for 2009 to the Cleveland Indians for three minor-leaguers, RHP Jeff Stevens, LHP John Gaub and RHP Chris Archer.

You have to think a trade, let's say for a certain pitcher from San Diego whom I dare not speak his name, is possibly forthcoming.

I'll try and get some info on the prospects in a bit.

UPDATE #1: Link from, although I think they have a typo on John "Caub".

UPDATE #2: I poked around a bit and none of the three prospects showed up on Baseball America's recent top 10 Indians' prospect list or John Sickels Top 20. In other words, this deal only makes sense if they're all headed to another city, let's call it San Diego, to give them the quantity of pitchers and players that they wanted in that trade for that certain pitcher, whom we'll refer to as J.P.

Scouting reports and biographies that I could piece together on the prospects after the jump....

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