| 21.3.1959 | 12 h Sebring | 64 | Fiat-Abarth 750 Record Monza | Rutan / Cuomo / Richards | Roosevelt Auto Co. Inc. | 28th |
| 5.4.1959 | SCCA National Pensacola [GP+HP+IP+HM] | 65 | Fiat-Abarth | Ray Cuomo | Franklin Roosevelt | 10th |
| 19.4.1959 | SCCA National Marlboro [HM+HP] | 61 | Fiat-Abarth 750 Record Monza | Ray Cuomo | Team Roosevelt | 1st |
| 3.5.1959 | SCCA National Virginia [FP+GP+HP+IP+JP+HM] | 62 | Fiat-Abarth | Ray Cuomo | Team Roosevelt | 12th |
| 17.5.1959 | SCCA National Cumberland [GM+HM] | 180 | Fiat-Abarth | Ray Cuomo | Team Roosevelt | DNF |
| 30.5.1959 | Preliminary Bridgehampton [GT+FIII] | 80 | Fiat-Abarth Zagato | Ray Cuomo | | 4th |
| 31.5.1959 | SCCA National Bridgehampton [GM+HM] | 80 | Fiat-Abarth Zagato | Ray Cuomo | Team Roosevelt | 8th |
| 21.6.1959 | SCCA National Road America [FP+GP+HP+IP+JP] | 84 | Fiat-Abarth | Ray Cuomo | Franklin D. Roosevelt, Jr. | DNF |
| 21.6.1959 | SCCA National Road America [GM+HM] | 86 | Fiat-Abarth | Ray Cuomo | Franklin D. Roosevelt, Jr. | 18th |
| 4.7.1959 | SCCA National Lime Rock [GM+HM] | 80 | Fiat-Abarth | Ray Cuomo | | 6th |
| 4.7.1959 | SCCA National Lime Rock [GP+HP+IP] | 84 | Fiat-Abarth | Ray Cuomo | Team Roosevelt | 20th |
| 12.7.1959 | SCCA National Buckley Field [FP+GP+HP+IP+HM] | 80 | Fiat-Abarth | Ray Cuomo | | 12th |
| 8.8.1959 | Preliminary Montgomery [GT+UR] | 80 | Fiat-Abarth Zagato | Ray Cuomo | | ?th |
| 9.8.1959 | SCCA National Montgomery [GM+HM] | 80 | Fiat-Abarth Zagato | Ray Cuomo | | 9th |
| 15.8.1959 | 8 h Lime Rock | 87 | Fiat-Abarth Zagato | Cuomo / Richards | Team Roosevelt | 2nd |
| 6.9.1959 | Preliminary Thompson [GP+HP+IP+HM] | 80 | Fiat-Abarth Record Monza | Ray Cuomo | | 6th |
| 7.9.1959 | SCCA National Thompson [GM+HM+GP+HP+IP] | 80 | Fiat-Abarth Record Monza | Ray Cuomo | | 8th |
| 12.9.1959 | SCCA National Road America [GP+HP+IP+JP+HM] | 82 | Fiat-Abarth | Ray Cuomo | | DNF |
| 26.9.1959 | SCCA National Watkins Glen [GM+HM] | 80 | Fiat-Abarth | Ray Cuomo | F. D. Roosevelt, Jr. | 17th |
| 15.11.1959 | SCCA National Daytona [FP+GP+HP+IP+HM] | 80 | Fiat-Abarth | Ray Cuomo | Team Roosevelt | 4th |
| 29.11.1959 | Nassau TT | 80 | Fiat-Abarth 750 Record Monza | Ray Cuomo | Team Roosevelt | DNF |
| 29.11.1959 | Preliminary Nassau TT [GT2.0] | 80 | Fiat-Abarth 750 Record Monza | Ray Cuomo | Team Roosevelt | 10th |
| 4.12.1959 | Governor's Trophy [S2.0] | 80 | Fiat-Abarth 750 Record Monza | Ray Cuomo | Team Roosevelt | 28th |
| 4.12.1959 | Preliminary Governor's Trophy [S2.0] | 80 | Fiat-Abarth 750 Record Monza | Ray Cuomo | Team Roosevelt | 30th |
| 6.12.1959 | Nassau Memorial Trophy | 80 | Fiat-Abarth 750 Record Monza | Ray Cuomo | Team Roosevelt | 10th |
| 6.12.1959 | Nassau Trophy | 80 | Fiat-Abarth 750 Record Monza | Ray Cuomo | Team Roosevelt | DNF |