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Starting Rotation:
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01.) SP 2004 Pedro Martinez (96)
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02.) SP 1911 Eddie Plank (93)
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03.) SP 1997 Pedro Martinez (96)
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04.) SP 2002 Mike Mussina (94)
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04.) SP 1999 Mike Mussina (94)*
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05.) SP 2002 Roger Clemens (96)
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Note: I have 3 other starts in my Bullpen, 02 Pettitte (93), 04 Schilling (93) and 99 Mussina (94) if you want to consider those.
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06.) CL 1997 Robb Nen (90/92)
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07.) SU 1996 Robb Nen (89)
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08.) SR 1988 Tim Burke (83)
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09.) SR 1989 Jeff Reardon (83)
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10.) MR 1997 Tom Gordon (89) 
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11.) LR 1953 Warren Spahn (94)*
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11.) LR Whoever you want from your normal rotation.
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Infield/DH
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12.) 1B 2002 Jason Giambi (92)
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13.) 2B 1911 Nap Lajoie (95)
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14.) 3B 1995 Chipper Jones (95/99)
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15.) SS 2002 Derek Jeter (92/94)
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16.) DH 2004 Manny Ramirez (95/97)
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Note: I also have 1997 Vlad (93/98) but I figured Manny would be better.
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17.) 1B 2004 David Ortiz (94)
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18.) SS 2004 Nomar Garciaparra (92)
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Outfield/Catcher
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Note: Other possible backup infielders include 3B 2004 Bill Mueller (83), 2B 2002 Alfonso Soriano (93), and 3B 2002 Robin Ventura (87)
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19.) C 1887 King Kelly (93)*
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20.) LF 1915 Babe Ruth (100)
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21.) CF 1927 Earle Combs (93)
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19.) C 1915 Wally Schang (90/93)
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Backups
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23.) C 1915 Wally Schang (90/93)*
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24.) LF 1927 Bob Meusel (92) 
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25.) OF 1953 Andy Pafko (84)