By surface
| Surface | Ray Ruffels | Jim Osborne |
|---|---|---|
| Hard | 2 | 1 |
All meetings (3)
| Date | Tour | Tournament | Round | Surface | Winner | Set 1 | Set 2 | Set 3 | Set 4 | Set 5 |
|---|---|---|---|---|---|---|---|---|---|---|
| 1971-09-27 | ATP | Berkeley | Round of 32 | Hard | Ray Ruffels | 5-7 | 6-4 | 7-6 | ||
| 1970-10-18 | ATP | Phoenix | Round of 16 | Hard | Jim Osborne | 2-6 | 3-6 | |||
| 1968-03-11 | ATP | Caracas | Round of 32 | Hard | Ray Ruffels | 3-6 | 7-5 | 6-2 |