22. Justin and B.J. Upton
Accomplishments: Justin: 20/20 club, Top two pick in MLB Draft; B.J.: See above
The Uptons are both still relatively early on in their careers (B.J. is 28, Justin is 25), but they've already cemented their status as the game's most accomplished set of brothers in years. After becoming the first brothers selected in the first and second spots in the draft, they also became the first fraternal duo to each hit 20 home runs and steal 20 bases in a season (B.J. did it in 2007, Justin in 2009). Both have also received deals worth over $50 million, ensuring that no matter where the Upton family celebrates the holidays, they probably do it in style. Not to mention Jason was recently traded to the Braves and will join his brother who signed with Atlanta in November.