Head to head
1
Hard
0
0
Grass
2
1
Carpet
0
Cliff Richey's wins on the left · Jim Osborne's on the right · bar lengths share one scale
All meetings (4)
| 1971 | US Open | Grass | R32 | Jim Osborne | 6-7 6-4 6-4 6-4 |
| 1970 | Salisbury | Hard | QF | Cliff Richey | 6-2 6-2 |
| 1969 | New Orleans | Carpet | F | Cliff Richey | 6-4 6-4 6-2 |
| 1968 | South Orange | Grass | QF | Jim Osborne | 6-1 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.