Head to head
1
Hard
3
0
Grass
3
Jim Osborne's wins on the left · Arthur Ashe's on the right · bar lengths share one scale
Momentum
Running lead across all meetings, oldest to newest (walkovers excluded).
All meetings (7)
| 1970 | Kansas City | Hard | SF | Arthur Ashe | 6-4 6-4 |
| 1969 | Las Vegas | Hard | R16 | Arthur Ashe | 6-4 7-5 |
| 1969 | Los Angeles-2 | Hard | QF | Jim Osborne | 8-6 5-7 6-3 |
| 1969 | US Open | Grass | R32 | Arthur Ashe | 5-7 6-4 6-4 6-2 |
| 1969 | South Orange | Grass | QF | Arthur Ashe | 6-4 6-4 |
| 1968 | Bristol | Grass | QF | Arthur Ashe | 14-12 3-6 6-4 |
| 1968 | Sacramento | Hard | QF | Arthur Ashe | 6-3 6-4 |
Methodology
Head-to-head totals and surface splits exclude walkovers (no match was played), which follows ATP convention — walkover meetings still appear in the match list. The momentum chart plots the running lead across all counted meetings, oldest to newest.