Donald J. Umpleby III, Executive Chairman of Caterpillar Inc. ($CAT), sold shares on the open market three times in the last year for a total of $23.7 million. His most recent CAT stock sale occurred on October 10, 2025. These insider sales rank 591st among 11,678 individuals in the database, surpassing the average of $8.6 million and 6.4 transactions per insider. Umpleby made no open market purchases during this period.
| Transaction Date | Company | Ticker | Insider Name | Title | Transaction Type | Security | Shares | Price | Shares Owned Following | Total Shares Outstanding | % of Owned | % of Outstanding |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| March 4, 2026 | CATERPILLAR INC | $CAT | Umpleby III Donald J | Executive Chairman | F | Common Stock | 1546 | $738.42 | 560,268.0000 | 472,300,000 | 0.28% | 0.00% |
| March 3, 2026 | CATERPILLAR INC | $CAT | Umpleby III Donald J | Executive Chairman | F | Common Stock | 1591 | $719.13 | 561,814.0000 | 472,300,000 | 0.28% | 0.00% |
| Feb. 10, 2026 | CATERPILLAR INC | $CAT | Umpleby III Donald J | Executive Chairman | A | Common Stock | 34986 | $0.00 | 576,956.0000 | 472,300,000 | 6.46% | 0.01% |
| Feb. 10, 2026 | CATERPILLAR INC | $CAT | Umpleby III Donald J | Executive Chairman | F | Common Stock | 13571 | $744.83 | 563,385.0000 | 472,300,000 | 2.35% | 0.00% |
| Nov. 28, 2025 | CATERPILLAR INC | $CAT | Umpleby III Donald J | Executive Chairman | G | Common Stock | 2350 | $0.00 | 541,949.0000 | 473,400,000 | 0.43% | 0.00% |
| Oct. 10, 2025 | CATERPILLAR INC | $CAT | Umpleby III Donald J | Executive Chairman | S | Common Stock | 17166 | $505.29 | 544,242.0000 | 473,400,000 | 3.06% | 0.00% |
| Sept. 22, 2025 | CATERPILLAR INC | $CAT | Umpleby III Donald J | Executive Chairman | S | Common Stock | 17166 | $462.65 | 561,409.0000 | 489,400,000 | 2.97% | 0.00% |
| Sept. 2, 2025 | CATERPILLAR INC | $CAT | Umpleby III Donald J | Executive Chairman | S | Common Stock | 17168 | $412.87 | 578,573.0000 | 489,400,000 | 2.88% | 0.00% |
| July 18, 2025 | CHEVRON CORP | $CVX | Umpleby III Donald J | Director | A | Common Stock | 3 | $0.00 | 15,476.0000 | 1,760,598,537 | 0.02% | 0.00% |
| July 18, 2025 | CHEVRON CORP | $CVX | Umpleby III Donald J | Director | A | Common Stock | 6 | $0.00 | 15,476.0000 | 1,760,598,537 | 0.04% | 0.00% |
| May 28, 2025 | CHEVRON CORP | $CVX | Umpleby III Donald J | Director | A | Common Stock | 1704 | $0.00 | 15,450.0000 | 1,760,598,537 | 12.40% | 0.00% |
| March 3, 2025 | CATERPILLAR INC | $CAT | Umpleby III Donald J | Chief Executive Officer | A | Employee Stock Options | 39915 | $0.00 | 39,915.0000 | 489,400,000 | 9999.99% | 0.01% |
| March 4, 2025 | CATERPILLAR INC | $CAT | Umpleby III Donald J | Chief Executive Officer | F | Common Stock | 1528 | $325.30 | 595,577.0000 | 489,400,000 | 0.26% | 0.00% |
| March 3, 2025 | CATERPILLAR INC | $CAT | Umpleby III Donald J | Chief Executive Officer | A | Common Stock | 12733 | $0.00 | 597,105.0000 | 489,400,000 | 2.18% | 0.00% |
| Feb. 11, 2025 | CATERPILLAR INC | $CAT | Umpleby III Donald J | Chairman & CEO | F | Common Stock | 14163 | $362.70 | 584,323.0000 | 489,400,000 | 2.37% | 0.00% |
| Feb. 11, 2025 | CATERPILLAR INC | $CAT | Umpleby III Donald J | Chairman & CEO | A | Common Stock | 36126 | $0.00 | 598,486.0000 | 489,400,000 | 6.42% | 0.01% |
| Nov. 7, 2024 | CATERPILLAR INC | $CAT | Umpleby III Donald J | Chairman & CEO | G | Common Stock | 2400 | $0.00 | 535,109.0000 | 491,700,000 | 0.45% | 0.00% |
| Nov. 7, 2024 | CATERPILLAR INC | $CAT | Umpleby III Donald J | Chairman & CEO | M | Common Stock | 87053 | $196.70 | 622,162.0000 | 491,700,000 | 16.27% | 0.02% |
| Nov. 7, 2024 | CATERPILLAR INC | $CAT | Umpleby III Donald J | Chairman & CEO | F | Common Stock | 59851 | $413.02 | 562,311.0000 | 491,700,000 | 9.62% | 0.01% |
| Nov. 7, 2024 | CATERPILLAR INC | $CAT | Umpleby III Donald J | Chairman & CEO | M | Employee Stock Options | 87053 | $196.70 | 43,526.0000 | 491,700,000 | 66.67% | 0.02% |
| May 29, 2024 | CHEVRON CORP | $CVX | Umpleby III Donald J | Director | A | Common Stock | 1477 | $0.00 | 13,681.0000 | 0 | 12.10% | 0.00% |
| March 4, 2024 | CATERPILLAR INC | $CAT | Umpleby III Donald J | Chief Executive Officer | A | Common Stock | 12181 | $0.00 | 537,404.0000 | 513,600,000 | 2.32% | 0.00% |
| March 4, 2024 | CATERPILLAR INC | $CAT | Umpleby III Donald J | Chief Executive Officer | A | Employee Stock Options | 39561 | $0.00 | 39,561.0000 | 513,600,000 | 9999.99% | 0.01% |
| Feb. 26, 2024 | CATERPILLAR INC | $CAT | Umpleby III Donald J | Chief Executive Officer | G | Common Stock | 8081 | $0.00 | 525,225.0000 | 513,600,000 | 1.52% | 0.00% |
| Feb. 26, 2024 | CATERPILLAR INC | $CAT | Umpleby III Donald J | Chief Executive Officer | G | Common Stock | 8081 | $0.00 | 525,225.0000 | 513,600,000 | 1.56% | 0.00% |
| Feb. 13, 2024 | CATERPILLAR INC | $CAT | Umpleby III Donald J | Chief Executive Officer | F | Common Stock | 16835 | $313.40 | 525,225.0000 | 513,600,000 | 3.11% | 0.00% |
| Feb. 13, 2024 | CATERPILLAR INC | $CAT | Umpleby III Donald J | Chief Executive Officer | A | Common Stock | 42136 | $0.00 | 542,060.0000 | 513,600,000 | 8.43% | 0.01% |
| Dec. 18, 2023 | CATERPILLAR INC | $CAT | Umpleby III Donald J | Chairman and CEO | F | Common Stock | 51615 | $286.72 | 499,921.0000 | 530,400,000 | 9.36% | 0.01% |
| Dec. 18, 2023 | CATERPILLAR INC | $CAT | Umpleby III Donald J | Chairman and CEO | M | Employee Stock Options | 182944 | $151.12 | 0.0000 | 530,400,000 | 0.00% | 0.03% |
| Dec. 18, 2023 | CATERPILLAR INC | $CAT | Umpleby III Donald J | Chairman and CEO | M | Employee Stock Options | 163615 | $138.35 | 0.0000 | 530,400,000 | 0.00% | 0.03% |
| Dec. 18, 2023 | CATERPILLAR INC | $CAT | Umpleby III Donald J | Chairman and CEO | M | Employee Stock Options | 75701 | $127.60 | 0.0000 | 530,400,000 | 0.00% | 0.01% |
| Dec. 18, 2023 | CATERPILLAR INC | $CAT | Umpleby III Donald J | Chairman and CEO | F | Common Stock | 133467 | $286.72 | 427,586.0000 | 530,400,000 | 23.79% | 0.03% |
| Dec. 18, 2023 | CATERPILLAR INC | $CAT | Umpleby III Donald J | Chairman and CEO | M | Common Stock | 163615 | $138.35 | 591,201.0000 | 530,400,000 | 38.26% | 0.03% |
| Dec. 18, 2023 | CATERPILLAR INC | $CAT | Umpleby III Donald J | Chairman and CEO | F | Common Stock | 115366 | $286.72 | 475,835.0000 | 530,400,000 | 19.51% | 0.02% |
| Dec. 18, 2023 | CATERPILLAR INC | $CAT | Umpleby III Donald J | Chairman and CEO | M | Common Stock | 75701 | $127.60 | 551,536.0000 | 530,400,000 | 15.91% | 0.01% |
| Dec. 18, 2023 | CATERPILLAR INC | $CAT | Umpleby III Donald J | Chairman and CEO | M | Common Stock | 182944 | $151.12 | 561,053.0000 | 530,400,000 | 48.38% | 0.03% |
| Aug. 4, 2023 | CATERPILLAR INC | $CAT | Umpleby III Donald J | Chief Executive Officer | G | Common Stock | 5114 | $0.00 | 378,103.0000 | 530,400,000 | 1.37% | 0.00% |
| Aug. 4, 2023 | CATERPILLAR INC | $CAT | Umpleby III Donald J | Chief Executive Officer | G | Common Stock | 2501 | $0.00 | 378,103.0000 | 530,400,000 | 0.66% | 0.00% |
| Aug. 4, 2023 | CATERPILLAR INC | $CAT | Umpleby III Donald J | Chief Executive Officer | G | Common Stock | 2613 | $0.00 | 378,103.0000 | 530,400,000 | 0.69% | 0.00% |
| March 6, 2023 | CATERPILLAR INC | $CAT | Umpleby III Donald J | Chief Executive Officer | A | Employee Stock Options | 112156 | $0.00 | 112,156.0000 | 530,400,000 | 9999.99% | 0.02% |
| Feb. 7, 2023 | CATERPILLAR INC | $CAT | Umpleby III Donald J | Chief Executive Officer | F | Common Stock | 20978 | $248.68 | 378,092.0000 | 530,400,000 | 5.26% | 0.00% |
| Feb. 7, 2023 | CATERPILLAR INC | $CAT | Umpleby III Donald J | Chief Executive Officer | A | Common Stock | 49260 | $0.00 | 399,070.0000 | 530,400,000 | 14.08% | 0.01% |