Christopher Eubanks defeated Ernesto Escobedo 5-7 6-3 7-5 in the New York qualifying round on hard. The upset overturned the form book — Ernesto Escobedo came in defending last year's round of 16. Christopher Eubanks extended the head-to-head to 2–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2022-09-18 | San Diego | QF | hard | Christopher Eubanks | 7-6(5) 7-6(7) |
| 2018-02-12 | New York | QF | hard | Ernesto Escobedo | 5-7 6-4 6-4 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.