Jelena Ostapenko is now working with Sascha Bajin. Bajin previously coached Naomi Osaka to two grand slam titles. He was a hitting partner to Serena Williams when she won many grand slam titles.

In 2017, Ostapenko became the first player from Latvia to win a grand slam when she won the French Open. As a junior, she won the Wimbledon singles title in 2014. She plays aggressive tennis which is both her most significant advantage and disadvantage. When things are going well, she can hit winner after winner. When things are not going well, she makes a lot of unforced errors.

In 2018, he was nominated the Coach of the Year for helping Osaka win grand slams and rise in the rankings. After splitting with Osaka, he worked with several female tennis stars including Kristina Mladenovic, Dayana Yastremska, and Karolina Pliskova. He briefly played on the ATP tour and reached a career-high ranking of 1149 in singles.