Jesse Levine defeated Chris Guccione 7-6 7-6 in the Newport round of 32 on grass. The upset overturned the form book — Chris Guccione came in leading the head-to-head 2–0. Jesse Levine claimed a first win over Chris Guccione in three meetings, narrowing the head-to-head to 2–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2008-08-25 | US Open | R128 | hard | Chris Guccione | 6-3 3-6 7-6(6) 7-6(6) |
| 2008-07-28 | Cincinnati Masters | R64 | hard | Chris Guccione | 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 (63 vs 28). ATP, WTA & Challenger.