Chris Bailey defeated Danny Sapsford 3-6 7-6 6-2 in the Italy 1 Masters 2 round of 16 on carpet. The upset overturned the form book — Danny Sapsford came in leading the head-to-head 1–0. Chris Bailey claimed a first win over Danny Sapsford in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1992-02-10 | Great Britain 1 Masters 1 | R32 | carpet | Danny Sapsford | 6-1 6-4 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.