Michael J. Gilfeather, President and CEO of Orange County Bancorp, Inc. ($OBT), made two open market purchases of OBT stock in the last year, totaling $39,633. His latest buy occurred on October 31, 2025. These purchases rank 3,242nd among nearly 5,000 insiders, far below the average of $1.5 million across about 3.3 transactions. Gilfeather reported no open market sales.
| 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 | Gilfeather Michael J | President and CEO | A | Common Stock | 16853 | $0.00 | 142,600.0000 | 12,508,985 | 13.40% | 0.13% |
| March 19, 2026 | Orange County Bancorp, Inc. /DE/ | $OBT | Gilfeather Michael J | President and CEO | A | Common Stock | 9438 | $0.00 | 152,038.0000 | 12,508,985 | 6.62% | 0.08% |
| March 19, 2026 | Orange County Bancorp, Inc. /DE/ | $OBT | Gilfeather Michael J | President and CEO | F | Common Stock | 6189 | $31.15 | 145,849.0000 | 12,508,985 | 4.07% | 0.05% |
| March 19, 2026 | Orange County Bancorp, Inc. /DE/ | $OBT | Gilfeather Michael J | President and CEO | P | Common Stock | 200 | $31.25 | 145,849.0000 | 12,508,985 | 0.14% | 0.00% |
| March 16, 2026 | Orange County Bancorp, Inc. /DE/ | $OBT | Gilfeather Michael J | President and CEO | A | Phantom Stock | 151 | $31.29 | 26,460.0000 | 13,337,890 | 0.57% | 0.00% |
| March 10, 2026 | Orange County Bancorp, Inc. /DE/ | $OBT | Gilfeather Michael J | President and CEO | F | Common Stock | 1682 | $31.47 | 125,547.0000 | 13,337,890 | 1.32% | 0.01% |
| Feb. 19, 2026 | Orange County Bancorp, Inc. /DE/ | $OBT | Gilfeather Michael J | President and CEO | A | Phantom Stock | 4580 | $28.35 | 26,309.0000 | 13,337,890 | 21.08% | 0.03% |
| Feb. 19, 2026 | Orange County Bancorp, Inc. /DE/ | $OBT | Gilfeather Michael J | President and CEO | A | Common Stock | 4241 | $0.00 | 127,229.0000 | 13,337,890 | 3.45% | 0.03% |
| Jan. 2, 2026 | Orange County Bancorp, Inc. /DE/ | $OBT | Gilfeather Michael J | President and CEO | D | Phantom Stock | 326 | $28.35 | 21,729.0000 | 13,337,890 | 1.52% | 0.00% |
| Dec. 16, 2025 | Orange County Bancorp, Inc. /DE/ | $OBT | Gilfeather Michael J | President and CEO | A | Phantom Stock | 136 | $28.95 | 22,055.0000 | 13,337,890 | 0.62% | 0.00% |
| Oct. 31, 2025 | Orange County Bancorp, Inc. /DE/ | $OBT | Gilfeather Michael J | President and CEO | P | Common Stock | 1300 | $24.02 | 122,988.0000 | 13,337,890 | 1.07% | 0.01% |
| Oct. 31, 2025 | Orange County Bancorp, Inc. /DE/ | $OBT | Gilfeather Michael J | President and CEO | P | Common Stock | 350 | $24.02 | 122,988.0000 | 13,337,890 | 0.29% | 0.00% |
| Sept. 16, 2025 | Orange County Bancorp, Inc. /DE/ | $OBT | Gilfeather Michael J | President and CEO | A | Phantom Stock | 109 | $25.95 | 21,919.0000 | 11,994,815 | 0.50% | 0.00% |
| June 16, 2025 | Orange County Bancorp, Inc. /DE/ | $OBT | Gilfeather Michael J | President and CEO | A | Phantom Stock | 122 | $23.14 | 21,810.0000 | 11,331,884 | 0.56% | 0.00% |
| March 21, 2025 | Orange County Bancorp, Inc. /DE/ | $OBT | Gilfeather Michael J | President and CEO | F | Common Stock | 2806 | $24.15 | 121,338.0000 | 11,303,118 | 2.26% | 0.02% |
| March 20, 2025 | Orange County Bancorp, Inc. /DE/ | $OBT | Gilfeather Michael J | President and CEO | A | Common Stock | 19206 | $0.00 | 124,144.0000 | 11,303,118 | 18.30% | 0.17% |
| March 17, 2025 | Orange County Bancorp, Inc. /DE/ | $OBT | Gilfeather Michael J | President and CEO | A | Phantom Stock | 116 | $24.18 | 21,688.0000 | 11,303,118 | 0.54% | 0.00% |
| March 10, 2025 | Orange County Bancorp, Inc. /DE/ | $OBT | Gilfeather Michael J | President and CEO | F | Common Stock | 1616 | $23.95 | 104,938.0000 | 11,303,118 | 1.52% | 0.01% |
| Feb. 20, 2025 | Orange County Bancorp, Inc. /DE/ | $OBT | Gilfeather Michael J | President and CEO | A | Phantom Stock | 4817 | $26.99 | 21.5720 | 11,303,118 | 0.00% | 0.04% |
| Feb. 18, 2025 | Orange County Bancorp, Inc. /DE/ | $OBT | Gilfeather Michael J | President and CEO | F | Common Stock | 1133 | $26.63 | 106,554.0000 | 11,303,118 | 1.05% | 0.01% |
| Feb. 14, 2025 | Orange County Bancorp, Inc. /DE/ | $OBT | Gilfeather Michael J | President and CEO | A | Common Stock | 5247 | $0.00 | 107,687.0000 | 11,303,118 | 5.12% | 0.05% |
| Jan. 2, 2025 | Orange County Bancorp, Inc. /DE/ | $OBT | Gilfeather Michael J | President and CEO | A | Phantom Stock | 223 | $53.98 | 8,378.0000 | 11,303,118 | 2.73% | 0.00% |
| Dec. 16, 2024 | Orange County Bancorp, Inc. /DE/ | $OBT | Gilfeather Michael J | President and CEO | A | Phantom Stock | 34 | $59.24 | 8,154.0000 | 11,307,808 | 0.42% | 0.00% |
| Nov. 1, 2024 | Orange County Bancorp, Inc. /DE/ | $OBT | Gilfeather Michael J | President and CEO | P | Common Stock | 125 | $55.67 | 51,220.0000 | 11,307,808 | 0.24% | 0.00% |
| Nov. 1, 2024 | Orange County Bancorp, Inc. /DE/ | $OBT | Gilfeather Michael J | President and CEO | P | Common Stock | 400 | $55.67 | 51,220.0000 | 11,307,808 | 0.79% | 0.00% |
| Sept. 23, 2024 | Orange County Bancorp, Inc. /DE/ | $OBT | Gilfeather Michael J | President and CEO | F | Common Stock | 960 | $58.50 | 50,695.0000 | 11,282,868 | 1.86% | 0.01% |
| Sept. 16, 2024 | Orange County Bancorp, Inc. /DE/ | $OBT | Gilfeather Michael J | President and CEO | A | Phantom Stock | 31 | $59.43 | 8,120.0000 | 11,282,868 | 0.38% | 0.00% |
| June 15, 2024 | Orange County Bancorp, Inc. /DE/ | $OBT | Gilfeather Michael J | President and CEO | A | Phantom Stock | 41 | $44.62 | 8,089.0000 | 11,269,874 | 0.51% | 0.00% |
| March 21, 2024 | Orange County Bancorp, Inc. /DE/ | $OBT | Gilfeather Michael J | President and CEO | A | Common Stock | 8583 | $0.00 | 51,655.0000 | 11,258,300 | 19.93% | 0.08% |
| March 15, 2024 | Orange County Bancorp, Inc. /DE/ | $OBT | Gilfeather Michael J | President and CEO | A | Phantom Stock | 39 | $47.10 | 8,047.0000 | 11,258,300 | 0.49% | 0.00% |
| March 11, 2024 | Orange County Bancorp, Inc. /DE/ | $OBT | Gilfeather Michael J | President and CEO | F | Common Stock | 594 | $45.20 | 43,072.0000 | 11,258,300 | 1.36% | 0.01% |
| Feb. 15, 2024 | Orange County Bancorp, Inc. /DE/ | $OBT | Gilfeather Michael J | President and CEO | F | Common Stock | 815 | $46.80 | 43,666.0000 | 11,258,300 | 1.83% | 0.01% |
| Jan. 23, 2024 | Orange County Bancorp, Inc. /DE/ | $OBT | Gilfeather Michael J | President and CEO | A | Common Stock | 2582 | $0.00 | 44,481.0000 | 11,258,300 | 6.16% | 0.02% |
| Jan. 2, 2024 | Orange County Bancorp, Inc. /DE/ | $OBT | Gilfeather Michael J | President and CEO | A | Phantom Stock | 2008 | $58.75 | 8,008.0000 | 11,258,300 | 33.47% | 0.02% |
| Dec. 15, 2023 | Orange County Bancorp, Inc. /DE/ | $OBT | Gilfeather Michael J | President and CEO | A | Phantom Stock | 24 | $58.00 | 6,000.0000 | 5,629,642 | 0.40% | 0.00% |
| March 15, 2023 | Orange County Bancorp, Inc. /DE/ | $OBT | Gilfeather Michael J | President and CEO | A | Phantom Stock | 10 | $49.63 | 5,949.0000 | 5,621,630 | 0.17% | 0.00% |
| June 15, 2023 | Orange County Bancorp, Inc. /DE/ | $OBT | Gilfeather Michael J | President and CEO | A | Phantom Stock | 16 | $32.87 | 5,965.0000 | 5,625,660 | 0.27% | 0.00% |
| Sept. 15, 2023 | Orange County Bancorp, Inc. /DE/ | $OBT | Gilfeather Michael J | President and CEO | A | Phantom Stock | 11 | $47.04 | 5,976.0000 | 5,629,030 | 0.18% | 0.00% |
| Jan. 3, 2023 | Orange County Bancorp, Inc. /DE/ | $OBT | Gilfeather Michael J | President and CEO | A | Phantom Stock | 2269 | $46.85 | 5,939.0000 | 5,621,630 | 61.83% | 0.04% |
| Sept. 21, 2023 | Orange County Bancorp, Inc. /DE/ | $OBT | Gilfeather Michael J | President and CEO | F | Common Stock | 420 | $44.25 | 41,899.0000 | 5,629,030 | 0.99% | 0.01% |
| Sept. 18, 2023 | Orange County Bancorp, Inc. /DE/ | $OBT | Gilfeather Michael J | President and CEO | P | Common Stock | 350 | $46.84 | 42,319.0000 | 5,629,030 | 0.83% | 0.01% |
| Sept. 18, 2023 | Orange County Bancorp, Inc. /DE/ | $OBT | Gilfeather Michael J | President and CEO | P | Common Stock | 100 | $46.88 | 42,319.0000 | 5,629,030 | 0.24% | 0.00% |
| Sept. 15, 2023 | Orange County Bancorp, Inc. /DE/ | $OBT | Gilfeather Michael J | President and CEO | A | Phantom Stock | 18 | $47.04 | 3,670.0000 | 5,629,030 | 0.49% | 0.00% |
| June 15, 2023 | Orange County Bancorp, Inc. /DE/ | $OBT | Gilfeather Michael J | President and CEO | A | Phantom Stock | 25 | $32.87 | 3,652.0000 | 5,625,660 | 0.69% | 0.00% |
| March 15, 2023 | Orange County Bancorp, Inc. /DE/ | $OBT | Gilfeather Michael J | President and CEO | A | Phantom Stock | 17 | $49.63 | 3,626.0000 | 5,621,630 | 0.47% | 0.00% |
| March 10, 2023 | Orange County Bancorp, Inc. /DE/ | $OBT | Gilfeather Michael J | President and CEO | A | Common Stock | 4944 | $0.00 | 41,869.0000 | 5,621,630 | 13.39% | 0.09% |
| Feb. 15, 2023 | Orange County Bancorp, Inc. /DE/ | $OBT | Gilfeather Michael J | President and CEO | F | Common Stock | 1256 | $53.40 | 36,925.0000 | 5,621,630 | 3.29% | 0.02% |