Predicted Winners in BOLD in a Big First Day of Action
— SI Tennis (@SI_Tennis) August 27, 2015
Dominika Cibulkova (SVK) vs. Ana Ivanovic (SRB)  – I am going to open things up by picking an upset. Ivanovic played quite well in Cincy so this is a risky pick, but I like Cibulkova to make some early noise.
Monica Puig (PUR) vs. Venus Williams (USA)  – I like Puig a lot and Venus is
Serena Williams (USA)  vs. Vitalia Diatchenko (RUS) – Serena is likely to get to her 29th consecutive Grand Slam match win. Bigger challenges await.
Coco Vandeweghe (USA) vs. Sloane Stephens (USA)  – Coco’s serve gives her a chance, but i think Sloane if overall the more steady player. This could be close though.
Maria Sharapova (RUS)  vs. Daria Gavrilova (AUS) – Maria has not owned New York recently. I think she wins this match though. Gavrilova will probably face a lucky loser as Maria Sharapova pulled out of the US Open with an injury after doing a week of promotional work.
Anna Tatishvili (USA) vs. Karolina Pliskova (CZE)  – Whatever the Czech Republic has done in its junior program, other countries need to copy it.
Madison Keys (USA)  vs. Klara Koukalova (CZE) – Having said that, I like Keys to beat a Czech.
Lauren Davis (USA) vs. Heather Watson (GBR) – Watson should advance.
Eugenie Bouchard (CAN)  vs. Alison Riske (USA) – Riske is a tricky opponent, but I think the Jimmy Connors’ pep talk has to be worth something.
Oceane Dodin (FRA) vs. Jelena Jankovic (SRB)  – JJ never seems to go away despite not being in the top 10 any longer.
Vania King (USA) vs. Roberta Vinci (ITA) – This could go either way.
Katerina Siniakova (CZE) vs. Agnieszka Radwanska (POL)  – We are two wins away from a Radwanska vs. Radwanska second round match.
Irina Falconi (USA) vs. Samantha Crawford (USA) – ‘Merica
Saisai Zheng (CHN) vs. Madison Brengle (USA) – Can Brengle bring good vibes from World Team Tennis to New York?
Magda Linette (POL) vs. Urszula Radwanska (POL) – A Polish battle with the winner likely getting Aga Radwanska. I think Urszula will want this one badly.
Kateryna Kozlova (UKR) vs. Bethanie Mattek-Sands (USA) – Mattek-Sands is a little crazy, and I think that fact will help her to make a dent in this draw. Of course, she could get clobbered.
Belinda Bencic (SUI)  vs. Sesil Karatantcheva (BUL) – The Swiss Miss FTW.
Sofia Kenin (USA) vs. Mariana Duque-Marino (COL) – A home court edge could help?
Carla Suarez Navarro (ESP)  vs. Denisa Allertova (CZE) – Czech mate?
Jessica Pegula (USA) vs. Alison Van Uytvanck (BEL)
Kristina Mladenovic (FRA) vs. Svetlana Kuznetsova (RUS)  – Kuzy won this title in 2004 and was runner-up here in 2007. I think this is enough to carry her through at leastt one match.
Anna-Lena Friedsam (GER) vs. Kaia Kanepi (EST) – Kanepi is always a tough out.
Ana Konjuh (CRO) vs. Tatjana Maria (GER)
Anett Kontaveit (EST) vs. Casey Dellacqua (AUS)
Daniela Hantuchova (SVK) vs. Misaki Doi (JPN) – Can the cagey veteran win? We shall see.
Teliana Pereira (BRA) vs. Ekaterina Makarova (RUS)  – Makarova is a fighter.
Kiki Bertens (NED) vs. Mirjana Lucic-Baroni (CRO) – Lucic-Baroni will likely set up a second round match that would have been huge in 1999 versus Serena Williams.
Elina Svitolina (UKR)  vs. Elizaveta Kulichkova (RUS) – Svitolina is a talent.
Polona Hercog (SLO) vs. Zarina Diyas (KAZ)
Anastasia Pavlyuchenkova (RUS)  vs. Magdalena Rybarikova (SVK) – The last Romanov advances.
Tereza Smitkova (CZE) vs. Andreea Mitu (ROU)
Lara Arruabarrena (ESP) vs. Bojana Jovanovski (SRB) – Ajde!