Santiago Giraldo defeated Pablo Cuevas 7-6 2-6 6-3 in the Santo Domingo CH round of 32 on clay. The upset overturned the form book — Pablo Cuevas came in leading the head-to-head 6–1. Santiago Giraldo narrowed the head-to-head to 6–2.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2016-02-08 | Buenos Aires | R16 | clay | Pablo Cuevas | 6-4 6-2 |
| 2015-03-06 | Davis Cup G1 R2: URU vs COL | RR | clay | Pablo Cuevas | 6-2 6-3 6-3 |
| 2015-02-09 | Sao Paulo | SF | clay | Pablo Cuevas | 6-4 6-3 |
| 2011-03-04 | Davis Cup G1 R1: URU vs COL | RR | clay | Pablo Cuevas | 6-2 6-3 6-4 |
| 2008-07-07 | Stuttgart | R32 | grass | Pablo Cuevas | 4-6 6-4 7-6(11) |
| 2008-02-08 | Davis Cup G1 R1: URU vs COL | RR | clay | Pablo Cuevas | 6-4 3-6 5-7 7-6(6) 6-4 |
| 2006-02-10 | Davis Cup G2 R1: COL vs URU | RR | clay | Santiago Giraldo | 6-4 7-6(4) 7-6(3) |
Each player's serve crossed against the other's return, converted to expected hold of serve. Recent completed matches, ATP, WTA & Challenger. About
Averages over each player's completed matches in the selected window (71 vs 200). ATP, WTA & Challenger.
Performance in the biggest moments — break points, deciding sets and tiebreaks (0–100, higher is better). About