| Player History |
| 07/10/1988 | Was selected to the 1988 Major League Baseball All-Star Game. |
| 08/29/1988 | Wins the MLB NL Player of the Week Award. |
| 09/01/1988 | Wins the MLB NL Batter of the Month Award. |
| 10/25/1988 | Signed a 1-year contract extension worth a total of $760,000 with the Pittsburgh Pirates organization. |
| 11/02/1988 | Wins the 1988 MLB NL Gold Glove Award at LF. |
| 01/01/1989 | OSA scouting updated ratings (potential): Contact: 8 (8); Power: 9 (9); Eye: 7 (8). |
| 05/01/1989 | Wins the MLB NL Player of the Week Award. |
| 05/01/1989 | Wins the MLB NL Batter of the Month Award. |
| 07/09/1989 | Was selected to the 1989 Major League Baseball All-Star Game. |
| 07/31/1989 | Wins the MLB NL Player of the Week Award. |
| 08/20/1989 | Injured (strained hamstring), out for 3 weeks. |
| 08/21/1989 | Wins the MLB NL Player of the Week Award. |
| 10/22/1989 | Won the 1989 Major League Baseball World Series with the Pittsburgh Pirates! |
| 10/26/1989 | Signed a 1-year contract extension worth a total of $1,720,000 with the Pittsburgh Pirates organization. |
| 11/01/1989 | Wins the 1989 MLB NL Gold Glove Award at LF. |
| 01/01/1990 | OSA scouting updated ratings (potential): Contact: 7 (7); Power: 9 (9); Eye: 9 (9). |
| 04/11/1990 | Signed a 1-year contract extension worth a total of $1,720,000 with the Pittsburgh Pirates organization. |
| 06/11/1990 | Wins the MLB NL Player of the Week Award. |
| 07/08/1990 | Was selected to the 1990 Major League Baseball All-Star Game. |
| 10/18/1990 | Won the 1990 Major League Baseball World Series with the Pittsburgh Pirates! |
| 10/29/1990 | Wins the 1990 MLB NL Gold Glove Award at LF. |
| 11/02/1990 | Wins the 1990 MLB NL Most Valuble Player Award. |
| 01/01/1991 | OSA scouting updated ratings (potential): Contact: 7 (7); Power: 9 (9); Eye: 9 (9). |
| 05/08/1991 | Signed a 1-year contract extension worth a total of $1,900,143 with the Pittsburgh Pirates organization. |
| 07/07/1991 | Was selected to the 1991 Major League Baseball All-Star Game. |
| 08/01/1991 | Wins the MLB NL Batter of the Month Award. |
| 08/05/1991 | Wins the MLB NL Player of the Week Award. |
| 11/08/1991 | Wins the 1991 MLB NL Most Valuble Player Award. |
| 01/01/1992 | OSA scouting updated ratings (potential): Contact: 7 (7); Power: 9 (9); Eye: 8 (9). |
| 05/11/1992 | Wins the MLB NL Player of the Week Award. |
| 07/01/1992 | Wins the MLB NL Batter of the Month Award. |
| 07/12/1992 | Was selected to the 1992 Major League Baseball All-Star Game. |
| 07/20/1992 | Wins the MLB NL Player of the Week Award. |
| 10/29/1992 | Wins the 1992 MLB NL Most Valuble Player Award. |
| 11/19/1992 | Became a free agent. |
| 01/01/1993 | OSA scouting updated ratings (potential): Contact: 8 (8); Power: 9 (9); Eye: 8 (9). |
| 02/13/1993 | Signed a 5-year contract worth a total of $21,550,000 with the New York Yankees organization. |
| 05/10/1993 | Wins the MLB AL Player of the Week Award. |
| 06/01/1993 | Wins the MLB AL Batter of the Month Award. |
| 06/10/1993 | Suspended 2 games after ejection following arguing a strike call. |
| 06/13/1993 | Hits three home runs against the Milwaukee Brewers, going 3-5 with 4 RBI and 3 runs scored! |
| 06/21/1993 | Wins the MLB AL Player of the Week Award. |
| 07/01/1993 | Wins the MLB AL Batter of the Month Award. |
| 07/11/1993 | Was selected to the 1993 Major League Baseball All-Star Game. |
| 09/01/1993 | Wins the MLB AL Batter of the Month Award. |
| 01/01/1994 | OSA scouting updated ratings (potential): Contact: 7 (7); Power: 9 (9); Eye: 8 (9). |
| 06/06/1994 | Wins the MLB AL Player of the Week Award. |
| 07/10/1994 | Was selected to the 1994 Major League Baseball All-Star Game. |
| 07/18/1994 | Wins the MLB AL Player of the Week Award. |
| 09/07/1994 | Hits his 300th career Major League Baseball home run! |
| 09/26/1994 | Wins the MLB AL Player of the Week Award. |
| 11/12/1994 | Wins the 1994 MLB AL Most Valuble Player Award. |
| 01/01/1995 | OSA scouting updated ratings (potential): Contact: 7 (7); Power: 9 (9); Eye: 8 (9). |
| 04/14/1995 | Scores his 1000th career Major League Baseball run! |
| 07/09/1995 | Was selected to the 1995 Major League Baseball All-Star Game. |
| 07/21/1995 | Collects his 1000th career Major League Baseball RBI! |
| 01/01/1996 | OSA scouting updated ratings (potential): Contact: 7 (7); Power: 9 (9); Eye: 8 (9). |
| 05/20/1996 | Wins the MLB AL Player of the Week Award. |
| 05/27/1996 | Injured (strained oblique), out for 4 weeks. |
| 07/26/1996 | Suspended 2 games after ejection following a brawl. |
| 08/03/1996 | Injured (wrist soreness), out for 1-2 weeks. |
| 08/26/1996 | Wins the MLB AL Player of the Week Award. |
| 01/01/1997 | OSA scouting updated ratings (potential): Contact: 7 (7); Power: 9 (9); Eye: 9 (9). |
| 03/11/1997 | Suspended 5 games after ejection following a brawl. |
| 06/14/1997 | Hits his 400th career Major League Baseball home run! |
| 07/11/1997 | Signed a 4-year contract extension worth a total of $22,915,000 with the New York Yankees organization. |
| 01/01/1998 | OSA scouting updated ratings (potential): Contact: 7 (7); Power: 9 (9); Eye: 9 (9). |
| 04/13/1998 | Wins the MLB AL Player of the Week Award. |
| 06/11/1998 | Collects his 2000th career Major League Baseball hit! |
| 06/24/1998 | Was selected to the 1998 Major League Baseball All-Star Game. |
| 09/07/1998 | Injured (flu), day-to-day for 2 days. |
| 10/28/1998 | Won the 1998 Major League Baseball Round 3 with the New York Yankees! |