OK I'm back. This was even more fun than before, and even HARDER. Took me many hours to figure out this puzzle, and my team probably still sucks.
1) P Al Schacht 1919-21
1920 Al Schacht (Senators)
1920 Walter Johnson (Senators)
2) Chicago Cubs @ Brooklyn Robins, 8/10/1922
1922 Jim Murray (Robins, LH RP)(AAA Eddie Guardado, 200K placeholder Dave Leiper)
1922 Cliff Heathcote (Cubs)
3) 2003 NLDS Game 5, Cubs @ Braves, 10/5/2003
2003 Kerry Wood (Cubs)
2003 Will Cunnane (Braves, RH RP)(AAA Jonathan Broxton, 200K placeholder Elmer Riddle)
4) Milwaukee Brewers @ Atlanta Braves, 9/23/2007
2007 Corky Miller (Braves, C right)(AAA Carlos Ruiz, 200K placeholder Koyie Hill)
2007 Royce Ring (Braves, LH RP)(AAA Brian Fuentes, 200K placeholder Jeremy Horst)
5) New York Mets @ Philadelphia Phillies, 4/17/2007
2007 Ryan Howard (Phillies)
2007 Damion Easley (Mets)
6) 1970 New York Yankees Roster
1970 Jack Aker (Yankees)
1970 Roy White (Yankees)
7) Pittsburgh Pirates @ Chicago Cubs, 9/12/1973
1973 Ron Santo (Cubs)
1973 Pete LaCock (Cubs, OF/1B left)(AAA Ron Fairly, 200K placeholder Brock Davis)
8) Boston Red Sox @ Baltimore Orioles, 9/23/1991
1991 Wayne Housie (Red Sox, OF switch) (AAA Carl Everett, 200K placeholder Jerry Mumphrey)
1991 Bob Zupcic (Red Sox, OF right) (AAA Alex Ochoa, 200K placeholder Mike Brown)
9) P Fred Talbot 1963-70
1964 Fred Talbot (White Sox)
1964 Gary Peters (White Sox)
10) Boston Red Sox @ Cleveland Indians, 7/21/1998, first game of doubleheader
1998 Pedro Martinez (Red Sox)
1998 Nomar Garciaparra (Red Sox)
11) Minnesota Twins @ Texas Rangers, 9/13/1997
1997 Javier Valentin (Twins, C/1B switch) (AAA Matt Wieters, 200K placeholder Danny Walton)
1997 Damian Miller (Twins)
12) Cleveland Indians @ Minnesota Twins, 6/5/1966
1966 Sonny Siebert (Indians)
1966 Dave Boswell (Twins)
Wild Card Negro Leaguer:
George "Tubby" Scales (2B but also other IF and OF postions, right)(AAA Luis A. Gonzalez, 200K placeholder Damaso Garcia)
http://coe.k-state.edu/annex/nlbemuseum/history/players/scales.html