Venus

1998 San Diego     SF Venus lt Mary Pierce 6-2 6-7(3) 0-4 ret. [1mp wasted]
1999 Roland Garros 4R Venus lt Barbara Schwartz 6-2 6-7(7) 6-3 [3mp wasted]
1999 Fed Cup        F Venus lt Elana Dementieva 6-1 3-6 6-7(5) [1mp wasted]
2004 Miami         QF Venus lt Elana Dementieva 3-6 7-5 6-7(3) [1mp wasted]
2007 San Diego     QF Venus lt Anna Chakvetadze 7-6(5) 6-7(3) 2-6 [1mp wasted]
2007 Tokyo          F Venus lt Virginie Razzano 6-4 6-7(7) 4-6 [3mp wasted]
2008 Bangalore     SF Venus lt Serena Williams 3-6 6-3 6-7(4) [1mp wasted]
2009 Australian O  2R Venus lt Carla Suarez Navarro 6-2 3-6 5-7 [1mp wasted]
2009 WTA Champ's   RR Venus lt Serena Williams 7-5 4-6 6-7(4) [1mp wasted]
2014 Doha          2R Venus lt Petra Kvitova 2-6 6-2 6-7(7) [1mp wasted]
2014 Wuhan         1R Venus lt Caroline Garcia 4-6 6-4 6-7(6) [1mp wasted]
2016 US Open       4R Venus lt Karolina Pliskova 6-4 4-6 6-7(3) [1mp wasted]
2017 Charleston    2R Venus lt Laura Siegemund 4-6 7-6(3) 5-7 [2mp wasted]
2019 Beijing       2R Venus lt Belinda Bencic 6-3 3-6 5-7 [2mp wasted]
2020 Acapulco      1R Venus lt Kaja Juvan 6-4 6-7(4) 2-6 [7mp wasted]

Serena

1998 Miami           QF Serena lt Martina Hingis 3-6 6-1 6-7(4) [2mp wasted]
1999 Australian Open 3R Serena lt Sandrine Testud 2-6 6-2 7-9 [2mp wasted]
2001 Los Angeles     QF Serena lt Monica Seles 2-6 6-3 6-7(2) [6mp wasted]
2002 Charleston      QF Serena lt Patty Schnyder 6-2 4-6 5-7 [1mp wasted]
2005 Amelia Island   QF Serena lt Silvia Farina Elia 7-5 6-7(7) r. [3mp wasted]
2010 Rome            SF Serena lt Jelena Jankovic 6-4 3-6 6-7(5) [1mp wasted]
2010 Roland Garros   QF Serena lt Samantha Stosur 2-6 7-6(2) 6-8 [1mp wasted]
2019 Australian Open QF Serena lt Karolina Pliskova 4-6 6-4 5-7 [4mp wasted]

Doubles

2001 Sydney 1R V/S lt Hingis/Seles 4-6 6-3 6-7(2) [4mp wasted]
2009 Roland Garros 3R V/S lt Petrova/Mattek-Sands 6-7(4) 7-5 6-7(6)[1mp wasted]

Mixed Doubles

1999 Australian Open F V/Gimelstob lt De Swardt/Adams 4-6 6-4 6-7(5) [1mp wast]