Jeff Tarango defeated Andrei Cherkasov 6-3 6-4 in the Moscow q32 on hard. The upset overturned the form book — Andrei Cherkasov came in defending last year's round of 32. Jeff Tarango extended the head-to-head to 2–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1997-04-07 | Hong Kong | R32 | hard | Jeff Tarango | 3-6 7-6 6-0 |
| 1993-08-16 | Indianapolis | R32 | hard | Andrei Cherkasov | 6-4 6-0 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.