| 1988 |
U.S. Hard Court 18-and-under singles |
| 1988 |
U.S. Clay Court 18-and-under singles |
| 1989 |
French Open junior singles title |
| 1989 |
U.S. Open junior singles title |
| 1989 |
U.S. Open junior doubles title with Meredith McGrath |
| 1989 |
Wimbledon junior doubles title with Meredith McGrath |
| 1989 |
Astrid Bowl junior singles title |
| 1989 |
Easter Bowl 16-and-under singles title |
| 1989 |
Named World Tennis and TENNIS magazine Junior Player of the Year |
| 1989 |
Named Athlete of the Year in the Sport of Tennis by the U.S. Olympic Committee |
| 1989 |
U.S. Wightman Cup Team |
| 1990 |
First singles title in San Juan, Puerto Rico |
| 1990 |
Received Sanex Women's Tennis Association Tour Most Impressive Newcomer Award |
| 1990 |
TENNIS magazine/Rolex Watch Female Rookie of the Year |
| 1990-91, 2000 |
U.S. Fed Cup Team |
| 1991 |
Two singles titles in San Diego, California and Toronto, Canada |
| 1991 |
Doubles title with Monica Seles at Italian Open |
| 1991 |
Named Most Improved Female Player by TENNIS magazine |
| 1992 |
Singles title in San Diego, California |
| 1992 |
Singles Gold Medal at the Olympic Games in Barcelona, Spain |
| 1993 |
Singles title in Sydney, Australia |
| 1996 |
Named Comeback Player of the Year by TENNIS magazine |
| 1999 |
Two singles titles in Strasbourg, Germany and Quebec, Canada |
| 2000 |
Singles title in Luxembourg |
| 2001 |
First Grand Slam singles title at Australian Open |
| 2001 |
Singles title at Charleston, South Carolina |
| 2001 |
Second Grand Slam singles title at French Open |
| 2001 |
Ranked number one women's player |
| 2001 |
Named Sports Woman of the Year by the U.S. Olympic Committee |
| 2001 |
Named Sports Illustrated Sports Woman of the Year |
| 2001 |
World Singles Champion, International Tennis Federation |
| 2001 |
Named Associated Press Female Athlete of the Year |
| 2001 |
Voted Sportswoman of the Year by Reuters |
| 2001 |
Received Laureus World Comeback of the Year Award |
| 2001 |
Named Women's Tennis Association Tour Player of the Month in January, April, and June |
| 2002 |
Third Grand Slam singles title at Australian Open |
| 2002 |
Received ESPY Award for Best Comeback Athlete |
| 2002 |
Received Laureus Sports Award for Female Athlete of the Year |
| 2002 |
Named January Player of the Month by the International Tennis Writer's Association |
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