Dubrovsky was voted the 2020 Francis L. "Babe" Kraus '24 Memorial Award winner as Hobart's most outstanding senior athlete. Dubrovsky will graduate with his name in the record books as one of Hobart’s top tennis players. In the last match of the season, Dubrovsky took sole possession of second place on Hobart’s all-time list with his 76th career singles win, breaking a tie with Hobart Hall of Famer Adam Schapiro. Last season, he broke the single season record for singles wins at Hobart with 25. Dubrovsky has a 76-22 career singles record and a 66-30 mark in doubles play. He earned ITA Singles and Doubles All-American honors after winning the singles and doubles draw at the 2018 ITA Northeast Regional Championships. At the 2018 ITA Cup, Dubrovsky placed fourth in singles and eighth in doubles with Walker Anderson. He advanced to the singles semifinal round at the 2019 ITA Northeast Regional, and won the doubles semifinal with Anderson, qualifying for the 2019 ITA Cup in Rome, Ga. Dubrovsky finished the season ranked No. 15 in the Oracle/ITA Northeast Singles Rankings. Dubrovsky and Anderson were also ranked 11th in the Northeast doubles rankings.