Riskiest Moves Of MLB Offseason So Far

10. Cubs Go All In For Heyward

Contract: Eight years, $184 million. The Cubs are clearly sick of not winning the World Series. They went all out this offseason, inking several top players to deals including the 26-year-old Heyward. Some of the risk from this deal is deferred because he has two opt-out clauses, one after three years and one after four. However, if he underachieves, this ensures the team will be paying big money to an average player. Of course, the Cubs believe he will only get better as he enters his prime.

10. Cubs Go All In For Heyward

Contract: Eight years, $184 million. The Cubs are clearly sick of not winning the World Series. They went all out this offseason, inking several top players to deals including the 26-year-old Heyward. Some of the risk from this deal is deferred because he has two opt-out clauses, one after three years and one after four. However, if he underachieves, this ensures the team will be paying big money to an average player. Of course, the Cubs believe he will only get better as he enters his prime.

9. Nationals Nab Murphy After Career Year

Contract: Three years, $37.5 million. It's extremely dangerous to throw money at a guy after he has a career year and that's exactly what the Nationals did with Daniel Murphy. It was big to be able to get Murphy from the rival Mets, but paying over $12 million a season for a player who has been slightly above average for most of his career was a bit reactionary.

9. Nationals Nab Murphy After Career Year

Contract: Three years, $37.5 million. It's extremely dangerous to throw money at a guy after he has a career year and that's exactly what the Nationals did with Daniel Murphy. It was big to be able to get Murphy from the rival Mets, but paying over $12 million a season for a player who has been slightly above average for most of his career was a bit reactionary.

8. Giants Bolster Outfield With Denard Span

Contract: Three years, $31 million. Span is still only 31 years old and could bring a lot of upside to the Giants, but his injuries have to be a concern at this point. Paying more than $10 million a year for a player who can't seem to stay on the field is extremely risky. Since San Francisco has a very deep outfield, they could afford to take this risk.

8. Giants Bolster Outfield With Denard Span

Contract: Three years, $31 million. Span is still only 31 years old and could bring a lot of upside to the Giants, but his injuries have to be a concern at this point. Paying more than $10 million a year for a player who can't seem to stay on the field is extremely risky. Since San Francisco has a very deep outfield, they could afford to take this risk.

7. Marlins Pay High Price For Wei-Yin Chen

Contract: Five years, $80 million with team option. Chen is one of the most underrated starting pitchers in baseball, but he's still not worth $16 million a season. He's simply not a borderline ace, which is what that contract indicates. He's a solid No. 2 option, but a team like the Marlins, which is usually strapped for cash, couldn't afford to give him the money they did.

7. Marlins Pay High Price For Wei-Yin Chen

Contract: Five years, $80 million with team option. Chen is one of the most underrated starting pitchers in baseball, but he's still not worth $16 million a season. He's simply not a borderline ace, which is what that contract indicates. He's a solid No. 2 option, but a team like the Marlins, which is usually strapped for cash, couldn't afford to give him the money they did.

6. Blue Jays Take a Chance on J.A. Happ

Contract: Three years, $36 million. J.A. Happ has shown the ability at times to be a solid No. 3 starter, but that shouldn't earn him $12 million a season. Toronto paid a premium for starting pitching after losing David Price to free agency, which can be understood. However, they would've been better served trying to shell out $14-16 million a year to someone like Yovani Gallardo, who has a more proven track record.

6. Blue Jays Take a Chance on J.A. Happ

Contract: Three years, $36 million. J.A. Happ has shown the ability at times to be a solid No. 3 starter, but that shouldn't earn him $12 million a season. Toronto paid a premium for starting pitching after losing David Price to free agency, which can be understood. However, they would've been better served trying to shell out $14-16 million a year to someone like Yovani Gallardo, who has a more proven track record.

5. Cubs Pay Big Price For 34-Year-Old Zobrist

Contract: Four years, $56 million. A 34-year-old doesn't often get a four-year contract in the same price range that Zobrist did this offseason, but he matched up with a young Cubs team looking for a veteran presence. He will be the team's everyday second baseman, but can also play a super utility role. When all of that is added up, he may be worth his salary figure for the first couple years of the deal. However, if the team fails to win it all by 2017, the Cubs may regret this signing by year three or four.

5. Cubs Pay Big Price For 34-Year-Old Zobrist

Contract: Four years, $56 million. A 34-year-old doesn't often get a four-year contract in the same price range that Zobrist did this offseason, but he matched up with a young Cubs team looking for a veteran presence. He will be the team's everyday second baseman, but can also play a super utility role. When all of that is added up, he may be worth his salary figure for the first couple years of the deal. However, if the team fails to win it all by 2017, the Cubs may regret this signing by year three or four.

4. D'Backs Trade the Farm For Shelby Miller

Apparently, the D'Backs really wanted to add pitching this offseason. First, they sign Zack Greinke to a monster deal and then they deal the farm for Shelby Miller. A package that included outfielder Ender Inciarte and 2015 first-overall pick, shortstop Dansby Swanson was a tall price to pay for Miller, but now the D'Backs have one of the best rotations in the NL. A few years down the line, we will see if he was worth all they sent back.

3. Orioles Manage to Keep Chris Davis in Baltimore

Contract: Seven years, $161 million. For a time, it appeared Davis and the Orioles wouldn't be able to agree to a deal, but finally the two sides agreed on terms. Last year, Davis proved he could be one of the biggest offensive forces in the game, but his down year in 2014 is a cautionary tale of what he can be as well. Now that he got all his money, will he coast? We will see, starting in 2016.

3. Orioles Manage to Keep Chris Davis in Baltimore

Contract: Seven years, $161 million. For a time, it appeared Davis and the Orioles wouldn't be able to agree to a deal, but finally the two sides agreed on terms. Last year, Davis proved he could be one of the biggest offensive forces in the game, but his down year in 2014 is a cautionary tale of what he can be as well. Now that he got all his money, will he coast? We will see, starting in 2016.

2. Arizona Surprises Everyone By Inking Greinke

Contract: Six years, $206.5 million. Zack Greinke landed the biggest annual average salary in big-league history this offseason and it came from a very unexpected team. Everyone knew Arizona would have money to spend this winter, but not many thought they would spend it on someone as great as Greinke. Nobody is worth the money he got, but if he helps will them into the playoffs, he could nearly be worth it.

2. Arizona Surprises Everyone By Inking Greinke

Contract: Six years, $206.5 million. Zack Greinke landed the biggest annual average salary in big-league history this offseason and it came from a very unexpected team. Everyone knew Arizona would have money to spend this winter, but not many thought they would spend it on someone as great as Greinke. Nobody is worth the money he got, but if he helps will them into the playoffs, he could nearly be worth it.

1. Tigers Overpay For Upton In Push to Win Now

Contract: Six years, $132.5 million. The Tigers evidently see their World Series window closing and they're getting desperate. That led to them signing Justin Upton, a power hitter, who doesn't hit for a high average, more than $22 million a year. Like many other players on this list, if he helps them win in the next year or two, he will be worth it. If not, Detroit will surely regret this signing years down the road.

1. Tigers Overpay For Upton In Push to Win Now

Contract: Six years, $132.5 million. The Tigers evidently see their World Series window closing and they're getting desperate. That led to them signing Justin Upton, a power hitter, who doesn't hit for a high average, more than $22 million a year. Like many other players on this list, if he helps them win in the next year or two, he will be worth it. If not, Detroit will surely regret this signing years down the road.