Vasek Pospisil defeated Andreas Seppi 6-3 7-6 in the Sydney round of 32 on hard. The upset overturned the form book — Andreas Seppi came in leading the head-to-head 3–2, defending last year's round of 16. Vasek Pospisil narrowed the head-to-head to 3–3.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2019-09-30 | Beijing | Q1 | hard | Vasek Pospisil | 6-3 6-4 |
| 2016-05-09 | Rome Masters | R64 | clay | Andreas Seppi | 7-6(5) 7-6(2) |
| 2013-04-05 | Davis Cup WG QF: CAN vs ITA | RR | hard | Andreas Seppi | 5-7 4-6 6-4 6-3 6-3 |
| 2012-08-06 | Canada Masters | R64 | hard | Vasek Pospisil | 4-6 6-4 7-6(6) |
| 2011-10-24 | St. Petersburg | R32 | carpet | Andreas Seppi | 7-5 7-6(4) |
Averages from each player's recent completed matches (20 vs 20). ATP, WTA & Challenger.