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Transactions Major League Baseball Teams Wish They Hadn’t Made

Throughout the history of major league baseball there have good trades and bad trades and then there some that are so bad you wonder what was the team thinking of. In this blog I’m going to discuss some trades and some other miscues that teams would like to have had a “do over”. These examples for the most part involve Hall of Famers or future Hall of Famers.

The Big One

I’ll start with the most obvious one; the Boston Red Sox Selling Babe Ruth to the New York Yankees. If you follow baseball at all you know that the Red Sox sold Babe Ruth to the Yankees for $100,000 during in the off-season of 1919-1920. Prior to that transaction, the Red Sox had been one of the most successful professional baseball franchises, winning the first World Series and captured five World Series titles. After the sale they went without a title for 86 years and the Yankees became one of the most successful franchises in North American professional sports. Ruth’s last year with the Yankees was 1934, so he didn’t much of an impact during the 70 years until they finally won in 2004.

The Boston Red Sox Trade Jeff Bagwell

The Red Sox made another trade that in hind-sight they wish they could take back. This time the player was Jeff Bagwell. In 1990 the Red Sox were in a pennant race and needed a veteran pitcher. At the same time the Houston Astros were going nowhere and were in a rebuilding phase. So, the Astros sent Larry Andersen to the Red Sox. Andersen pitched in 15 games and compiled an impressive 1.23 ERA. However, in the playoffs he recorded a loss and after that he was finished with the Red Sox.

In order to get Andersen, the Red Sox agreed to send Jeff Bagwell to the Astros. Bagwell started his Astros career by winning the 1991 National League Rookie-of-the-Year. In 1994 he won the MVP award and finished second (1999) and third in MVP (1997) voting. Four All-Star appearances, three Silver Slugger awards and a Gold Glove award later, Bagwell in my opinion had a Hall of Fame career. Bagwell finished with 449 home runs and if injuries hadn’t shorten his career; he probably would have hit over 500 home runs.

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