| 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] | 64 | Fiat-Abarth | Paul Richards | Franklin Roosevelt | 16th |
| 19.4.1959 | SCCA National Marlboro [HM+HP] | 65 | Fiat-Abarth | Paul Richards | Team Roosevelt | 7th |
| 26.4.1959 | SCCA Regional Lime Rock [CM+DM+EM+FM+P7+P8] | 14 | BMW 507 | Paul Richards | | DNA |
| 26.4.1959 | SCCA Regional Lime Rock [UR+FIII] | 114 | Cooper 500 | Paul Richards | | DNA |
| 3.5.1959 | SCCA National Virginia [FP+GP+HP+IP+JP+HM] | 65 | Fiat-Abarth | Paul Richards | Team Roosevelt | 18th |
| 9.5.1959 | SCCA Regional Lime Rock [P6+UR+FIII] | 114 | Cooper 500 | Paul Richards | | DNA |
| 17.5.1959 | SCCA National Cumberland [HP+IP+JP] | 83 | Fiat-Abarth | Paul Richards | Team Roosevelt | 2nd |
| 30.5.1959 | SCCA National Bridgehampton [FP+HP+IP] | 83 | Fiat-Abarth Zagato | Paul Richards | | 6th |
| 30.5.1959 | Preliminary Bridgehampton [GT+FIII] | 83 | Fiat-Abarth Zagato | Paul Richards | | raced |
| 31.5.1959 | SCCA National Bridgehampton [GM+HM] | 81 | Fiat-Abarth Zagato | Paul Richards | | 11th |
| 21.6.1959 | SCCA National Road America [GM+HM] | 81 | Fiat-Abarth | Paul Richards | Franklin D. Roosevelt, Jr. | 19th |
| 21.6.1959 | SCCA National Road America [FP+GP+HP+IP+JP] | 83 | Fiat-Abarth | Paul Richards | Franklin D. Roosevelt, Jr. | 21st |
| 4.7.1959 | SCCA National Lime Rock [GM+HM] | 81 | Fiat-Abarth | Paul Richards | | 7th |
| 4.7.1959 | SCCA National Lime Rock [GP+HP+IP] | 83 | Fiat-Abarth | Paul Richards | Team Roosevelt | 13th |
| 12.7.1959 | SCCA National Buckley Field [FP+GP+HP+IP+HM] | 83 | Fiat-Abarth | Paul Richards | | 19th |
| 9.8.1959 | SCCA National Montgomery [GP+HP+IP] | 83 | Fiat-Abarth Zagato | Paul Richards | Team Roosevelt | 13th |
| 15.8.1959 | 8 h Lime Rock | 87 | Fiat-Abarth Zagato | Cuomo / Richards | Team Roosevelt | 2nd |
| 6.9.1959 | Preliminary Thompson [UR+GM+FIII] | 17 | Cooper 500 | Paul Richards | | 8th |
| 6.9.1959 | Preliminary Thompson [GP+HP+IP+HM] | 83 | Fiat-Abarth Zagato | Paul Richards | | 14th |
| 7.9.1959 | SCCA National Thompson [GM+HM+GP+HP+IP] | 83 | Fiat-Abarth Zagato | Paul Richards | | 16th |
| 12.9.1959 | SCCA National Road America [GP+HP+IP+JP+HM] | 83 | Fiat-Abarth | Paul Richards | | 19th |
| 25.9.1959 | SCCA National Watkins Glen [EP+IP+JP] | 89 | Fiat-Abarth Zagato | Paul Richards | F. D. Roosevelt, Jr. | 12th |
| 26.9.1959 | Preliminary Watkins Glen [UR+FIII+FJr.] | 17 | Cooper 500 | Paul Richards | Paul Richards | DNF |
| 17.10.1959 | Preliminary Lime Rock [GT+FIII] | 500 | Cooper 500 | Paul Richards | | raced |
| 15.11.1959 | SCCA National Daytona [FP+GP+HP+IP+HM] | 83 | Fiat-Abarth | Paul Richards | Team Roosevelt | 8th |
| 29.11.1959 | Nassau TT | 81 | Fiat-Abarth 750 Record Monza | Paul Richards | Team Roosevelt | 7th |
| 29.11.1959 | Preliminary Nassau TT [GT2.0] | 81 | Fiat-Abarth 750 Record Monza | Paul Richards | Team Roosevelt | 8th |
| 4.12.1959 | Governor's Trophy [S2.0] | 81 | Fiat-Abarth 750 Record Monza | Paul Richards | Team Roosevelt | 20th |
| 4.12.1959 | Preliminary Governor's Trophy [S2.0] | 81 | Fiat-Abarth 750 Record Monza | Paul Richards | Team Roosevelt | 27th |
| 6.12.1959 | Nassau Trophy | 81 | Fiat-Abarth 750 Record Monza | Paul Richards | Team Roosevelt | DNF |
| 6.12.1959 | Nassau Memorial Trophy | 81 | Fiat-Abarth 750 Record Monza | Paul Richards | Team Roosevelt | 8th |