March 1990 — At 13, makes WTA Tour debut at Boca Raton, Fla., and loses to Gabriela Sabatini in final.
May 1990 — At 14 becomes youngest semifinalist in French Open history, losing to Monica Seles.
June 1991 — Wins quarterfinal for Martina Navratilova's earliest Wimbledon exit in 14 years.
August 1991 — Reaches U.S. Open semifinals.
April 1992 — Dismisses coach Pavel Slozil after disagreements about practice habits.
August 1992 — Wins 1992 Olympic gold medal.
September 1993 — Leaves court in tears after first-round loss at U.S. Open. Later drops off tour with reported elbow injury and does not play for 14 months.
December 1993 — Arrested for shoplifting from jewelry store, but not prosecuted.
May 1994 — Arrested for alleged drug violations but never charged. Voluntarily enters Miami drug rehab center.
September 1994 — New age limits for WTA Tour, dubbed "The Capriati Rules."
November 1994 — Returns to tour and loses in first round. Drops off tour for 15 months.
April 1996 — Re-enters WTA singles rankings at 103rd.
March 1998 — Loses sixth consecutive first-round match and ranking drops to 267th.
September 1999 — Asks media at U.S. Open to forget her past.
January 2000 — Ranked in Top 20 for first time since 1994.
January 2001 — Wins first Grand Slam title, beating Martina Hingis in Australian Open final. Ranking improves to No. 5.
June 2001 — Wins second straight major, defeating Kim Clijsters in French Open final.