Grigor Dimitrov (Bulgaria) 1 - 1 Aslan Karatsev (Russia)

Date	Tournament	Surface	Rd	Opp. Rank	Winner	Score
01 Oct 2021	San Diego Open San Diego, CA, USA ATP Tour 250	Hard	Q	24	Grigor Dimitrov (BUL)	6-1 1-6 6-2
16 Feb 2021	Australian Open Melbourne, Australia Grand Slam	Hard	Q	114	Aslan Karatsev (RUS)	6-2 4-6 1-6 2-6