The contracts signed by Robinson Cano, Jacoby Ellsbury and Shin-Soo Choo have topped even some of the more aggressive projections from the onset of the offseason. Cano inked a ten-year, $240MM contract with the Mariners. Ellsbury became the latest mega-deal for the Yankees when he signed for $153MM over seven years. And though Choo reportedly turned down $140MM from the Yankees, he still found himself a seven-year, $130MM payday from the Rangers.
Each player comes with some concerns. Choo's defensive skills have slipped in recent years (though most still think he can be a solid defender at an outfield corner), and he struggles against left-handed pitching. Ellsbury's game is tied largely to his speed — an asset that may deteriorate with age. He has just one season of elite power numbers under his belt. Cano is one of the game's best all-around players, but as such, he commanded the third-largest deal in baseball history and required an additional three guaranteed years over Choo and Ellsbury at a higher annual salary.
Each of these contracts comes with an enormous amount of risk, but such is the case when pursuing free agents of this nature. Technically, Brian McCann's contract could hit $100MM if his sixth-year option vests, but I elected not to include him for this poll because he wasn't guaranteed a nine-figure payday. That being said…