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MLB 49 43 MLB's $150 million men 25588124 That's a lot of zeroes That%27s+a+lot+of+zeroes MLB

Pitcher Kevin Brown was baseball’s first player to break the nine-figure barrier, signing a six-year, $105 million contract with the Dodgers in 1999. Two years later, three players cracked $150 million: Yankees captain Derek Jeter (10 years, $189 million), Red Sox left fielder Manny Ramirez (seven years, $160 million) and Rangers third baseman Alex Rodriguez (10 years, $252 million). Deals worth at least $100 million are now so common, we'll limit our look at the active players who have benefited most from baseball opening its vaults — the game's $150 million men.

Source: Cot's Baseball Contracts

MLB 49 43 MLB's $150 million men 11214071 Alex Rodriguez, $275 million, 10 years Alex+Rodriguez%2C+%24275+million%2C+10+years MLB

Rodriguez hit the lottery twice. In 2000, the Texas Rangers gave him a $252 million, 10-year deal, which was the biggest contract in sports history (nearly $63 million more than the next-richest deal). They then promptly collapsed under the weight of it. Desperate to get out from under the deal, Texas traded A-Rod to the Yankees in 2004. A-Rod, who moved from shortstop to third base when he went to the Yankees, upped the ante again in 2007. After winning his second MVP in four years in New York, A-Rod opted out of his old deal and negotiated a new contract (without his agent Scott Boras) with the Yankees for 10 years, again setting a record for the biggest contract in baseball history.

Which players earn MLB's highest annual salaries and who's the highest paid at each position?

Jim McIsaac - Getty Images
MLB 49 43 MLB's $150 million men 30444659 Albert Pujols, $240 million, 10 years Albert+Pujols%2C+%24240+million%2C+10+years MLB

The Los Angeles Angels shocked the baseball world at the winter meetings in 2011, reaching an agreement with free-agent first baseman Albert Pujols on a guaranteed $240 million, 10-year contract. The slugger's deal includes a personal-services agreement worth at least another $10 million. Pujols, 31, received a full no-trade clause. His contract, befitting the game's premier player, will be the second-highest in major league history, behind Alex Rodriguez’s 10-year, $275 million deal.

Scott Rovak - USA TODAY Sports
MLB 49 43 MLB's $150 million men 30862929 Joey Votto, $225 million, 10 years Joey+Votto%2C+%24225+million%2C+10+years MLB

On April 2, 2012, Votto, the 2010 NL MVP, signed a 10-year, $225 million deal that takes him through 2023. It was the fourth largest deal in MLB history and Votto became the third first baseman in four months to eclipse the $200 million mark, following Albert Pujols and Prince Fielder. Votto's average annual salary is $22.5 million.

Christopher Hanewinckel - USA TODAY Sports
MLB 49 43 MLB's $150 million men 11214053 Joe Mauer, $184 million, 8 years Joe+Mauer%2C+%24184+million%2C+8+years MLB

Was that really small-market Minnesota spending money like the Yankees? Well, when you have a homegrown All-Star who catches and leads the league in hitting, you mortgage the farm to keep him. The Twins extended him through 2018 after he was named the 2009 American League MVP. The pride of St. Paul struggled in 2011, as did the Twins.

Hannah Foslien - Getty Images
MLB 49 43 MLB's $150 million men 11213993 Mark Teixeira, $180 million, 8 years Mark+Teixeira%2C+%24180+million%2C+8+years MLB

The Yankees nabbed the prized free agent of the offseason in December 2008 when they signed Teixiera, who was coming off a solid second half with the Angels. One of the best first basemen in the game, Tex led the American League in homers (39) and RBI (122) in 2009 and helped the Yanks to another World Series championship.

Al Bello - Getty Images
MLB 49 43 MLB's $150 million men 11213994 CC Sabathia, $161 million, 7 years CC+Sabathia%2C+%24161+million%2C+7+years MLB

The Yanks play with Monopoly money: Sabathia wasn’t even the only $150 mil deal they handed out in their 2008 offseason spending spree — Mark Teixeira also passed Go and collected $180 million. The Yankees needed a new ace, so they made Sabathia, the 2007 American League Cy Young Award winner, the richest pitcher in history. He went 19-8 in 2009, was MVP of the ALCS and helped the Yanks to another World Series championship. He won at least 19 games in each of his first three seasons in New York, before going 15-6 in 2012. Wise investment.

Jim McIsaac - Getty Images
MLB 49 43 MLB's $150 million men 30364014 Matt Kemp, $160 million, 8 years Matt+Kemp%2C+%24160+million%2C+8+years MLB

After the season that their center fielder had in 2011, the Dodgers weren't about to let him get away. The team and Kemp agreed to an eight-year, $160 million extension. The Dodgers suffered through ownership woes all season and, after divorcing wife Jamie and having MLB step in to run the team, Frank McCourt was finally forced to sell the team. Kemp was one of the few bright spots during an otherwise forgettable year: He hit .324 with personal highs of 39 home runs, 126 RBI and 40 stolen bases. His .586 slugging percentage and .986 OPS were also career highs. Kemp has produced 151 homers and a .295 batting average in 893 career games. He is also a two-time Gold Glove winner. At the time of the extension, Kemp had one season left on a contract that paid him $7.1 million in 2011.

Christopher Hanewinckel - USA TODAY Sports
MLB 49 43 MLB's $150 million men 24883001 Troy Tulowitzki, $157.75 million, 10 years Troy+Tulowitzki%2C+%24157.75+million%2C+10+years MLB

The Rockies like to lock up their stars for a lifetime. Seeing as how Tulo will be close to 37 when his contract with Colorado expires, the Mile High City could very well be the only baseball home the shortstop ever knows. The Rockies — who also signed stars Carlos Gonzalez and Jorge De La Rosa — are counting on all these long-term investments to pay off with future postseason success.

Jeff Gross - Getty Images
MLB 49 43 MLB's $150 million men 11213995 Miguel Cabrera, $152.3 million, 8 years Miguel+Cabrera%2C+%24152.3+million%2C+8+years MLB

The Tigers landed the biggest Marlin at the end of 2007, acquiring the slugger in another Florida fire sale. The Venezuelan first baseman led the AL in homers in 2008, won the Triple Crown and AL MVP in 2012 and has averaged 36.6 homers and 120 RBI in his five years in Detroit.

Leon Halip - Getty Images
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