Thomas Blake advanced when Alex Witt retired 6-3 3-1 in the USA F4 qualifying round. Thomas Blake extended the head-to-head to 2–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1999-06-28 | Canada F3 | R32 | hard | Alex Witt | 6-4 2-6 6-4 |
| 1999-01-23 | Central America Masters 4 | R16 | clay | Thomas Blake | 7-6 6-4 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.