Janko Tipsarevic defeated Mikhail Youzhny 3-6 6-0 6-3 in the Miami Masters round of 16 on hard. The upset overturned the form book — Mikhail Youzhny came in leading the head-to-head 5–2, defending last year's round of 32. Janko Tipsarevic narrowed the head-to-head to 5–3.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2016-09-19 | St. Petersburg | R32 | carpet | Mikhail Youzhny | 6-3 7-5 |
| 2013-05-27 | Roland Garros | R32 | clay | Mikhail Youzhny | 6-4 6-4 6-3 |
| 2012-08-06 | Canada Masters | R32 | hard | Janko Tipsarevic | 7-6(2) 6-4 |
| 2012-06-25 | Wimbledon | R32 | grass | Mikhail Youzhny | 6-3 6-4 3-6 6-3 |
| 2010-02-22 | Dubai | QF | hard | Mikhail Youzhny | 6-3 6-4 |
| 2009-10-19 | Moscow | F | hard | Mikhail Youzhny | 6-7(5) 6-0 6-4 |
| 2008-02-18 | Rotterdam | R32 | hard | Janko Tipsarevic | 7-6(3) 6-4 |
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 (200 vs 200). ATP, WTA & Challenger.
Performance in the biggest moments — break points, deciding sets and tiebreaks (0–100, higher is better). About