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Jayson Werth and the 5 Dumbest $100 Million Contracts Handed Out in MLB History

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Jayson Werth and the 5 Dumbest $100 Million Contracts Handed Out in MLB History
Doug Pensinger/Getty Images

Washington Nationals' right fielder Jayson Werth is hitting just .220 with six RBI in 21 games this season. He signed a seven-year, $126 million deal with Washington during the offseason, but is extremely unlikely to live up to the hype.

Werth is just one of several MLB players who have been overpaid considerably in recent years.

As recently as 1990, the New York Yankees signed first baseman Don Mattingly to a five-year, $19.3 million deal. The $3.75 million annual salary made Mattingly the highest paid pitcher in MLB history.

However, just eight years later, the Los Angeles Dodgers signed starting pitcher Kevin Brown to a seven-year deal worth $105 million. Brown's contract helped set the stage for dozens of other star players to sign monster contracts, almost none of which have worked out. 

Here we will rank the most ill-advised $100 million contracts handed out in MLB history. But because there have only been 28 total, we will focus only on the top five.

Of course, there have been many overpaid players in recent years who have made less than $100 million.

Heck, we have seen the Dodgers alone overpay a handful of players since the Kevin Brown deal.

Los Angeles signed Darren Dreifort to a five-year, $55 million deal before the 2001 season, which was about $30 million too much. Before the 2007 season, Los Angeles signed past-his-prime starting pitcher Jason Schmidt to a three-year deal worth $46 million. Then, just one year later,  Andruw Jones signed a two-year, $36.2 million deal with Los Angeles, and we all know how badly that panned out.

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