| 2009 Baseball Cool Pool Players | |
| Right Field | |
| Player | April Player |
| Double Play | |
| Thomas Brownie | Ryan Howard |
| Adam Maracle | David Ortiz |
| Mike Shepard | Albert Pujols |
| Julie Taylor | Ryan Howard |
| Fly Ball | |
| Nate Knight | Albert Pujols |
| Chance Lawrence | David Ortiz |
| William Riney | Ryan Howard |
| Kevin Sullivan | Ryan Howard |
| Knuckle Ball | |
| David Guy | Ryan Howard |
| Stephen Miller | Mark Teixeria |
| Scott Polohonki | Ryan Howard |
| Daniel Schmittou | Ryan Howard |
| Left Field | |
| Player | Division |
| Rally Cap | |
| Tyler Bevering | Albert Pujols |
| Larry Humphries | Chipper Jones |
| Greg Miller | Ryan Howard |
| Carol Siddens | Ryan Howard |
| Grand Slam | |
| Roy Andrews | Ryan Howard |
| Lou Demian | Ryan Howard |
| Mike Mecca | Grady Sizemore |
| Andrew Riney | Albert Pujols |
| Home Plate | |
| Todd Bevering | Albert Pujols |
| Marty Fleissner | Josh Hamilton |
| Drew Ledoux | Ryan Howard |
| Chris Vogel | Albert Pujols |