Sousa Gregory, EVP and Deputy CLO of Orange County Bancorp ($OBT), made five open market sales of company shares over the past year, totaling about $60,000. His most recent OBT insider sale occurred on May 2, 2025. These transactions rank 10,191st out of 11,678 individual insiders by sale value, well below the average of $8.6 million across 6.4 sales per insider. Gregory recorded no open market purchases in the period.
| Transaction Date | Company | Ticker | Insider Name | Title | Transaction Type | Security | Shares | Price | Shares Owned Following | Total Shares Outstanding | % of Owned | % of Outstanding |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| March 19, 2026 | Orange County Bancorp, Inc. /DE/ | $OBT | Sousa Gregory | EVP and Deputy CLO | F | Common Stock | 1307 | $31.15 | 20,684.0000 | 12,508,985 | 5.94% | 0.01% |
| March 19, 2026 | Orange County Bancorp, Inc. /DE/ | $OBT | Sousa Gregory | EVP and Deputy CLO | A | Common Stock | 5056 | $0.00 | 21,991.0000 | 12,508,985 | 29.86% | 0.04% |
| March 16, 2026 | Orange County Bancorp, Inc. /DE/ | $OBT | Sousa Gregory | EVP and Deputy CLO | A | Phantom Stock | 28 | $31.29 | 4,943.0000 | 13,337,890 | 0.57% | 0.00% |
| March 10, 2026 | Orange County Bancorp, Inc. /DE/ | $OBT | Sousa Gregory | EVP and Deputy CLO | F | Common Stock | 410 | $31.47 | 16,664.0000 | 13,337,890 | 2.40% | 0.00% |
| Feb. 19, 2026 | Orange County Bancorp, Inc. /DE/ | $OBT | Sousa Gregory | EVP and Deputy CLO | A | Phantom Stock | 1233 | $28.38 | 4,915.0000 | 13,337,890 | 33.49% | 0.01% |
| Dec. 16, 2025 | Orange County Bancorp, Inc. /DE/ | $OBT | Sousa Gregory | EVP and Deputy CLO | A | Phantom Stock | 23 | $28.95 | 3,682.0000 | 13,337,890 | 0.63% | 0.00% |
| Sept. 16, 2025 | Orange County Bancorp, Inc. /DE/ | $OBT | Sousa Gregory | EVP and Deputy CLO | A | Phantom Stock | 18 | $25.95 | 3,659.0000 | 11,994,815 | 0.49% | 0.00% |
| June 16, 2025 | Orange County Bancorp, Inc. /DE/ | $OBT | Sousa Gregory | EVP and Deputy CLO | A | Phantom Stock | 20 | $23.14 | 3,641.0000 | 11,331,884 | 0.55% | 0.00% |
| May 2, 2025 | Orange County Bancorp, Inc. /DE/ | $OBT | Sousa Gregory | EVP and Deputy CLO | S | Common Stock | 1813 | $24.60 | 15,543.0000 | 11,331,884 | 10.45% | 0.02% |
| May 2, 2025 | Orange County Bancorp, Inc. /DE/ | $OBT | Sousa Gregory | EVP and Deputy CLO | S | Common Stock | 50 | $25.00 | 17,933.0000 | 11,331,884 | 0.28% | 0.00% |
| May 2, 2025 | Orange County Bancorp, Inc. /DE/ | $OBT | Sousa Gregory | EVP and Deputy CLO | S | Common Stock | 300 | $24.61 | 17,356.0000 | 11,331,884 | 1.70% | 0.00% |
| May 2, 2025 | Orange County Bancorp, Inc. /DE/ | $OBT | Sousa Gregory | EVP and Deputy CLO | S | Common Stock | 177 | $24.65 | 17,756.0000 | 11,331,884 | 0.99% | 0.00% |
| May 2, 2025 | Orange County Bancorp, Inc. /DE/ | $OBT | Sousa Gregory | EVP and Deputy CLO | S | Common Stock | 100 | $24.62 | 17,656.0000 | 11,331,884 | 0.56% | 0.00% |
| March 21, 2025 | Orange County Bancorp, Inc. /DE/ | $OBT | Sousa Gregory | EVP and Deputy CLO | F | Common Stock | 625 | $24.15 | 17,657.0000 | 11,303,118 | 3.42% | 0.01% |
| March 20, 2025 | Orange County Bancorp, Inc. /DE/ | $OBT | Sousa Gregory | EVP and Deputy CLO | A | Common Stock | 5676 | $0.00 | 18,282.0000 | 11,303,118 | 45.03% | 0.05% |
| March 17, 2025 | Orange County Bancorp, Inc. /DE/ | $OBT | Sousa Gregory | EVP and Deputy CLO | A | Phantom Stock | 19 | $24.18 | 3,621.0000 | 11,303,118 | 0.53% | 0.00% |
| March 10, 2025 | Orange County Bancorp, Inc. /DE/ | $OBT | Sousa Gregory | EVP and Deputy CLO | F | Common Stock | 410 | $23.95 | 12,324.0000 | 11,303,118 | 3.22% | 0.00% |
| Feb. 20, 2025 | Orange County Bancorp, Inc. /DE/ | $OBT | Sousa Gregory | EVP and Deputy CLO | A | Phantom Stock | 1223 | $26.99 | 3,601.0000 | 11,303,118 | 51.43% | 0.01% |
| Feb. 18, 2025 | Orange County Bancorp, Inc. /DE/ | $OBT | Sousa Gregory | EVP and Deputy CLO | F | Common Stock | 425 | $26.63 | 12,734.0000 | 11,303,118 | 3.23% | 0.00% |
| Dec. 16, 2024 | Orange County Bancorp, Inc. /DE/ | $OBT | Sousa Gregory | EVP and Deputy CLO | A | Phantom Stock | 5 | $59.24 | 1,189.0000 | 11,307,808 | 0.42% | 0.00% |
| Nov. 5, 2024 | Orange County Bancorp, Inc. /DE/ | $OBT | Sousa Gregory | EVP and Deputy CLO | S | Common Stock | 426 | $55.00 | 6,424.0000 | 11,307,808 | 6.22% | 0.00% |
| Sept. 23, 2024 | Orange County Bancorp, Inc. /DE/ | $OBT | Sousa Gregory | EVP and Deputy CLO | F | Common Stock | 240 | $58.50 | 6,850.0000 | 11,282,868 | 3.39% | 0.00% |
| Sept. 16, 2024 | Orange County Bancorp, Inc. /DE/ | $OBT | Sousa Gregory | EVP and Deputy CLO | A | Phantom Stock | 5 | $59.43 | 1,184.0000 | 11,282,868 | 0.42% | 0.00% |
| June 15, 2024 | Orange County Bancorp, Inc. /DE/ | $OBT | Sousa Gregory | EVP and Deputy CLO | A | Phantom Stock | 6 | $44.62 | 1,180.0000 | 11,269,874 | 0.51% | 0.00% |
| May 15, 2024 | Orange County Bancorp, Inc. /DE/ | $OBT | Sousa Gregory | EVP and Deputy CLO | S | Common Stock | 429 | $49.00 | 6,448.0000 | 11,269,874 | 6.24% | 0.00% |
| May 15, 2024 | Orange County Bancorp, Inc. /DE/ | $OBT | Sousa Gregory | EVP and Deputy CLO | S | Common Stock | 210 | $49.50 | 6,877.0000 | 11,269,874 | 2.96% | 0.00% |
| May 13, 2024 | Orange County Bancorp, Inc. /DE/ | $OBT | Sousa Gregory | EVP and Deputy CLO | S | Common Stock | 106 | $49.50 | 7,099.0000 | 11,269,874 | 1.47% | 0.00% |
| May 13, 2024 | Orange County Bancorp, Inc. /DE/ | $OBT | Sousa Gregory | EVP and Deputy CLO | S | Common Stock | 15 | $50.49 | 7,305.0000 | 11,269,874 | 0.20% | 0.00% |
| May 13, 2024 | Orange County Bancorp, Inc. /DE/ | $OBT | Sousa Gregory | EVP and Deputy CLO | S | Common Stock | 100 | $50.02 | 7,205.0000 | 11,269,874 | 1.37% | 0.00% |
| May 14, 2024 | Orange County Bancorp, Inc. /DE/ | $OBT | Sousa Gregory | EVP and Deputy CLO | S | Common Stock | 12 | $49.50 | 7,087.0000 | 11,269,874 | 0.17% | 0.00% |
| March 21, 2024 | Orange County Bancorp, Inc. /DE/ | $OBT | Sousa Gregory | EVP and CCBO | A | Common Stock | 2600 | $0.00 | 7,320.0000 | 11,258,300 | 55.08% | 0.02% |
| March 15, 2024 | Orange County Bancorp, Inc. /DE/ | $OBT | Sousa Gregory | EVP and CCBO | A | Phantom Stock | 6 | $47.10 | 1,174.0000 | 11,258,300 | 0.51% | 0.00% |
| March 11, 2024 | Orange County Bancorp, Inc. /DE/ | $OBT | Sousa Gregory | EVP and CCBO | F | Common Stock | 205 | $45.20 | 4,720.0000 | 11,258,300 | 4.16% | 0.00% |
| Feb. 15, 2024 | Orange County Bancorp, Inc. /DE/ | $OBT | Sousa Gregory | EVP and CCBO | F | Common Stock | 357 | $46.80 | 4,925.0000 | 11,258,300 | 6.76% | 0.00% |
| Jan. 2, 2024 | Orange County Bancorp, Inc. /DE/ | $OBT | Sousa Gregory | EVP and CCBO | A | Phantom Stock | 536 | $58.75 | 1,168.0000 | 11,258,300 | 84.81% | 0.00% |
| Dec. 15, 2023 | Orange County Bancorp, Inc. /DE/ | $OBT | Sousa Gregory | EVP and CCBO | A | Phantom Stock | 2 | $58.00 | 632.0000 | 5,629,642 | 0.32% | 0.00% |
| Nov. 2, 2023 | Orange County Bancorp, Inc. /DE/ | $OBT | Sousa Gregory | EVP and CCBO | S | Common Stock | 925 | $44.00 | 5,070.0000 | 5,629,642 | 15.43% | 0.02% |
| Nov. 2, 2023 | Orange County Bancorp, Inc. /DE/ | $OBT | Sousa Gregory | EVP and CCBO | S | Common Stock | 200 | $44.16 | 5,995.0000 | 5,629,642 | 3.23% | 0.00% |
| Nov. 2, 2023 | Orange County Bancorp, Inc. /DE/ | $OBT | Sousa Gregory | EVP and CCBO | S | Common Stock | 10 | $44.26 | 6,195.0000 | 5,629,642 | 0.16% | 0.00% |
| Sept. 21, 2023 | Orange County Bancorp, Inc. /DE/ | $OBT | Sousa Gregory | EVP and CCBO | F | Common Stock | 240 | $44.25 | 6,060.0000 | 5,629,030 | 3.81% | 0.00% |
| Sept. 15, 2023 | Orange County Bancorp, Inc. /DE/ | $OBT | Sousa Gregory | EVP and CCBO | A | Phantom Stock | 3 | $47.04 | 629.0000 | 5,629,030 | 0.48% | 0.00% |
| June 15, 2023 | Orange County Bancorp, Inc. /DE/ | $OBT | Sousa Gregory | EVP and CCBO | A | Phantom Stock | 4 | $32.87 | 625.0000 | 5,625,660 | 0.64% | 0.00% |
| March 15, 2023 | Orange County Bancorp, Inc. /DE/ | $OBT | Sousa Gregory | EVP and CCBO | A | Phantom Stock | 3 | $0.00 | 620.0000 | 5,621,630 | 0.49% | 0.00% |
| March 10, 2023 | Orange County Bancorp, Inc. /DE/ | $OBT | Sousa Gregory | EVP and CCBO | A | Common Stock | 1707 | $0.00 | 5,997.0000 | 5,621,630 | 39.79% | 0.03% |
| Feb. 15, 2023 | Orange County Bancorp, Inc. /DE/ | $OBT | Sousa Gregory | EVP and CCBO | F | Common Stock | 497 | $53.40 | 4,290.0000 | 5,621,630 | 10.38% | 0.01% |