Boston has seen some of the best players to ever do it go through their ranks ever since the dawn of baseball. Babe Ruth, Carl Yastrzemski, David Ortiz, Pedro Martínez, Wade Boggs; are just some of the many names that come to mind when thinking about legends that played for the franchise.

Other players, however, did little to help their winning cause and, despite costing them a lot of money, could never live up to the expectations. That’s why today, we’ll let you know about the top 3 worst free-agent signings they did in the past decade.

The Worst Boston Red Sox Signings Of The Decade

3. Stephen Drew

Long before the Red Sox landed Xander Bogaerts, they had a tough time filling that shortstop position. Stephen Drew signed a one-year deal with the franchise and was terrible from start to finish, even hitting .133 in the postseason.

The Red Sox offered him 14 million to come back to the team and he had the nerve to turn them down. Even so, he still ended up signing with them midseason and costed them north of 10 grand. At the end of the day, the Red Sox paid him almost 20 million over 2 years just to watch him hit .176.

2. Carl Crawford

Carl Crawford’s name still makes Red Sox fans cringe and for very good reasons. Not only did he punished them for years during his time with the Tampa Bay Rays but also, they signed him to a $142 million deal just to watch him struggle for years at Fenway Park.

The only thing worst than Crawford’s offense was his defense. He struggled with an injury and was later traded on a massive deal to the Los Angeles Dodgers, and claimed that the Boston Red Sox had a toxic environment and he was depressed during his time there. Did I mention that $142 million contract?

1. Pablo Sandoval

And, last but not least, we have to talk about Pablo Sandoval, perhaps the worst signing in Boston Red Sox history. Sandoval was a superstar and a dominant slugger during his time with the San Francisco Giants but he just couldn’t get a hit with the Red Sox.

Boston signed Sandoval to a 5-year, $95 million deal in 2015 and released him just a couple of years later. He was never the same player since leaving the Bay and ended logging a negative WAR for the franchise, not to mention all that money wentto waste.