| Guest | Team | Date | Position |
|---|---|---|---|
| December 2009 | |||
| Alex Anthopoulos | Blue Jays | 12/19 | General Manager |
| Neal Huntington | Pirates | 12/17 | General Manager |
| Jeff Francoeur | Mets | 12/16 | OF |
| Vernon Wells | Blue Jays | 12/14 | OF |
| Brian Sabean | Giants | 12/9 | General Manager |
| Frank Coonelly | Pirates | 12/2 | President |
| November 2009 | |||
| Derrick Hall | D-backs | 11/16 | CEO |
| Frank Coonelly | Pirates | 11/4 | President |
| October 2009 | |||
| Gord Ash | Brewers | 10/21 | Assistant GM |
| Bill DeWitt III | Cardinals | 10/20 | President |
| Luis Gonzalez | D-backs | 10/8 | Special Assistant |
| Jeremy Accardo | Blue Jays | 10/8 | RHP |
| Frank Coonelly | Pirates | 10/7 | President |
| Devon White | Blue Jays | 10/1 | OF |
| September 2009 | |||
| Tommy Hanson | Braves | 9/30 | Pitcher |
| Mike Rizzo | Nationals | 9/24 | GM |
| Tommy Lasorda | Dodgers | 9/22 | Special Advisor |
| Ricky Romero | Blue Jays | 9/22 | LHP |
| Bob Miller | Reds | 9/17 | Assistant GM |
| Alex Avila | Tigers | 9/14 | C |
| Derrick Hall | D-backs | 9/10 | CEO |
| Dayton Moore | Royals | 9/8 | GM |
| Kevin Millar | Blue Jays | 9/8 | 1B/DH |
| Larry DiVito | Twins | 9/4 | Head Groundskeeper |
| Davey Nelson | Brewers | 9/3 | Alumni Relations Dir. |
| August 2009 | |||
| Zach Duke | Pirates | 8/26 | LHP |
| Adam Lind | Blue Jays | 8/24 | OF |
| Neal Huntington | Pirates | 8/18 | GM |
| Jim Abbott and Dave Righetti | Yankees | 8/15 | Pitchers |
| Marlon Byrd | Rangers | 8/14 | OF |
| Derrick Hall | D-backs | 8/13 | CEO |
| Frank Coonelly | Pirates | 8/5 | President |
| Randy Wolf | Dodgers | 8/4 | LHP |
| Bobby Seay | Tigers | 8/4 | LHP |
| Bob Miller | Reds | 8/3 | Assistant GM |
| July 2009 | |||
| Paul Molitor | Blue Jays | 7/29 | DH |
| Reggie Jackson | Yankees | 7/27 | OF |
| Tony Gwynn Jr. | Padres | 7/21 | OF |
| Chad Billingsley | Dodgers | 7/21 | RHP |
| Joe Carter | Blue Jays | 7/21 | OF |
| Andrew McCutchen | Pirates | 7/21 | OF |
| Omar Vizquel & Elvis Andrus | Rangers | 7/17 | SS/SS |
| Willie Horton | Tigers | 7/7 | Special Assistant |
| J.J. Picollo | Royals | 7/7 | Assistant GM |
| Roberto Alomar | Blue Jays | 7/2 | 2B |
| Derrick Hall | D-backs | 7/2 | CEO |
| Frank Coonelly | Pirates | 7/1 | President |
| Bob Miller | Reds | 7/1 | Assistant GM |
| June 2009 | |||
| Mark Teixeira | Yankees | 6/30 | 1B |
| Jack Zduriencik | Mariners | 6/24 | GM |
| Clayton Kershaw | Dodgers | 6/23 | LHP |
| Damon Oppenheimer | Yankees | 6/16 | Scouting director |
| Jonathan Mayo | MLB.com | 6/8 | Draft expert |
| Derrick Hall | D-backs | 6/4 | CEO |
| Heath Bell | Padres | 6/3 | RHP |
| Frank Coonelly | Pirates | 6/3 | President |
| Eric Hosmer | Royals | 6/2 | Prospect |
| May 2009 | |||
| Neal Huntington | Pirates | 5/29 | GM |
| Jonathan Mayo | MLB.com | 5/29 | Draft expert |
| Ian Kinsler | Rangers | 5/27 | 2B |
| Derrick Hall | D-backs | 5/14 | CEO |
| Frank Coonelly | Pirates | 5/6 | President |
| Coco Crisp | Royals | 5/5 | OF |
| April 2009 | |||
| Jeff Moorad | Padres | 4/29 | CEO |
| Michael Young | Rangers | 4/29 | 3B |
| Derrick Hall | D-backs | 4/2 | CEO |
| Frank Coonelly | Pirates | 4/1 | President |
| March 2009 | |||
| Derrick Hall | D-backs | 3/5 | CEO |
| Frank Coonelly | Pirates | 3/4 | President |
| February 2009 | |||
| John Russell | Pirates | 2/23 | Manager |
| Derrick Hall | D-backs | 2/5 | CEO |
| Bob Miller | Reds | 2/5 | Assistant GM |
| Frank Coonelly | Pirates | 2/4 | President |
| Mike Jacobs | Royals | 2/3 | INF |
| January 2009 | |||
| Mark Attanasio & Doug Melvin | Brewers | 1/22 | Owner and GM |
| Brad Ziegler | A's | 1/9 | RHP |
| Josh Byrnes | D-backs | 1/8 | GM |
| Frank Coonelly | Pirates | 1/7 | President |
| Mark Teahen | Royals | 1/6 | OF |
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