The 30 worst trades in MLB history

Oct 18, 2015; New York City, NY, USA; Chicago Cubs starting pitcher Jake Arrieta throws a pitch against the New York Mets in the first inning in game two of the NLCS at Citi Field. Mandatory Credit: Anthony Gruppuso-USA TODAY Sports
Oct 18, 2015; New York City, NY, USA; Chicago Cubs starting pitcher Jake Arrieta throws a pitch against the New York Mets in the first inning in game two of the NLCS at Citi Field. Mandatory Credit: Anthony Gruppuso-USA TODAY Sports /
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Dec 9, 2013; Orlando, FL, USA; ESPN baseball analyst Curt Schilling talks during the MLB Winter Meetings at the Walt Disney World Swan and Dolphin Resort. Schilling is joining ESPN
Dec 9, 2013; Orlando, FL, USA; ESPN baseball analyst Curt Schilling talks during the MLB Winter Meetings at the Walt Disney World Swan and Dolphin Resort. Schilling is joining ESPN /

5: Curt Schilling to the Astros

The trade: Houston received Curt Schilling, Steve Finley, and Pete Harnish

Baltimore received Glenn Davis

The Orioles shipped out three prospects in search of a first base upgrade over Randy Mulligan. What they got instead was Glenn Davis – no, not “Big Baby” Davis, although their skill set is pretty comparable. Davis had 164 home runs in six seasons prior with the Astros, but a neck injury limited his first season with the Orioles to just 49 games. After three seasons with the Orioles, he retired.

The prospects that Houston received would all become All-Stars later on in their career, although the centerpiece of this deal is obviously Curt Schilling. Schilling currently ranks 15th all-time with 3,116 career strikeouts while he went 11-2 with a 2.23 ERA in the postseason. Even though he only spent one season with the Astros, Orioles fans are left wondering what could’ve been after they parted ways.

Even though Steve Finley’s offensive numbers don’t pop out, he was a steady force for the Astros, while he recorded 13 outfield assists in his first season. Pete Harnish spent just four seasons in Houston, but in that time he compiled a 45-33 record and had an ERA of 3.41.

Next: 4: Ryne Sandberg to the Cubs