Hill Kirby, Chairman of Captives & Programs at Skyward Specialty Insurance Group ($SKWD), made one open market sale of common shares in the last year, totaling about $502,000. His most recent SKWD insider sale occurred on May 14, 2025. Among 11,678 insiders with sales, his amount ranks 6,427th, well below the average of $8.6 million per person across roughly 6.4 transactions. Hill Kirby recorded no open market purchases.
| Transaction Date | Company | Ticker | Insider Name | Title | Transaction Type | Security | Shares | Price | Shares Owned Following | Total Shares Outstanding | % of Owned | % of Outstanding |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| May 14, 2025 | Skyward Specialty Insurance Group, Inc. | $SKWD | Hill Kirby | Chairman, Captives & Programs | S | Common Stock | 8249 | $60.87 | 8,249.0000 | 41,377,460 | 50.00% | 0.02% |
| March 6, 2025 | Skyward Specialty Insurance Group, Inc. | $SKWD | Hill Kirby | PRESIDENT - INDUSTRY SOLUTIONS | M | Common Stock | 6316 | $0.00 | 15,102.0000 | 41,377,460 | 71.89% | 0.02% |
| March 6, 2025 | Skyward Specialty Insurance Group, Inc. | $SKWD | Hill Kirby | PRESIDENT - INDUSTRY SOLUTIONS | S | Common Stock | 2562 | $50.24 | 12,540.0000 | 41,377,460 | 16.96% | 0.01% |
| March 6, 2025 | Skyward Specialty Insurance Group, Inc. | $SKWD | Hill Kirby | PRESIDENT - INDUSTRY SOLUTIONS | M | Common Stock | 6665 | $0.00 | 19,205.0000 | 41,377,460 | 53.15% | 0.02% |
| March 6, 2025 | Skyward Specialty Insurance Group, Inc. | $SKWD | Hill Kirby | PRESIDENT - INDUSTRY SOLUTIONS | S | Common Stock | 2707 | $50.24 | 16,498.0000 | 41,377,460 | 14.10% | 0.01% |
| March 6, 2025 | Skyward Specialty Insurance Group, Inc. | $SKWD | Hill Kirby | PRESIDENT - INDUSTRY SOLUTIONS | M | 2022 LTIP - PSUs | 6316 | $0.00 | 0.0000 | 41,377,460 | 100.00% | 0.02% |
| March 6, 2025 | Skyward Specialty Insurance Group, Inc. | $SKWD | Hill Kirby | PRESIDENT - INDUSTRY SOLUTIONS | M | 2023 IPO RSU Grant (3-Year) | 6665 | $0.00 | 6,665.0000 | 41,377,460 | 50.00% | 0.02% |
| Jan. 2, 2025 | Skyward Specialty Insurance Group, Inc. | $SKWD | Hill Kirby | PRESIDENT - INDUSTRY SOLUTIONS | S | Common Stock | 1560 | $49.00 | 8,786.0000 | 41,377,460 | 15.08% | 0.00% |
| Nov. 4, 2024 | Skyward Specialty Insurance Group, Inc. | $SKWD | Hill Kirby | PRESIDENT - INDUSTRY SOLUTIONS | S | Common Stock | 3600 | $43.07 | 10,346.0000 | 41,428,557 | 25.81% | 0.01% |
| May 10, 2024 | Skyward Specialty Insurance Group, Inc. | $SKWD | Hill Kirby | PRESIDENT - INDUSTRY SOLUTIONS | S | Common Stock | 8500 | $37.02 | 13,946.0000 | 38,317,534 | 37.87% | 0.02% |
| Feb. 29, 2024 | Skyward Specialty Insurance Group, Inc. | $SKWD | Hill Kirby | PRESIDENT - INDUSTRY SOLUTIONS | M | Common Stock | 6115 | $0.00 | 24,730.0000 | 38,317,534 | 32.85% | 0.02% |
| Feb. 29, 2024 | Skyward Specialty Insurance Group, Inc. | $SKWD | Hill Kirby | PRESIDENT - INDUSTRY SOLUTIONS | F | Common Stock | 2284 | $36.47 | 22,446.0000 | 38,317,534 | 9.24% | 0.01% |
| Feb. 27, 2024 | Skyward Specialty Insurance Group, Inc. | $SKWD | Hill Kirby | PRESIDENT - INDUSTRY SOLUTIONS | A | 2024 LTIP - Common Stock | 2144 | $0.00 | 2,144.0000 | 38,317,534 | 9999.99% | 0.01% |
| Feb. 27, 2024 | Skyward Specialty Insurance Group, Inc. | $SKWD | Hill Kirby | PRESIDENT - INDUSTRY SOLUTIONS | A | 2024 LTIP - Performance Share Units | 2144 | $0.00 | 2,144.0000 | 38,317,534 | 9999.99% | 0.01% |
| Feb. 29, 2024 | Skyward Specialty Insurance Group, Inc. | $SKWD | Hill Kirby | PRESIDENT - INDUSTRY SOLUTIONS | M | 2021 LTIP - Performance Share Units | 6115 | $0.00 | 0.0000 | 38,317,534 | 100.00% | 0.02% |
| Jan. 1, 2024 | Skyward Specialty Insurance Group, Inc. | $SKWD | Hill Kirby | PRESIDENT - INDUSTRY SOLUTIONS | M | Common Stock | 6055 | $0.00 | 21,132.0000 | 38,317,534 | 40.16% | 0.02% |
| Jan. 1, 2024 | Skyward Specialty Insurance Group, Inc. | $SKWD | Hill Kirby | PRESIDENT - INDUSTRY SOLUTIONS | F | Common Stock | 2517 | $33.88 | 18,615.0000 | 38,317,534 | 11.91% | 0.01% |
| Jan. 1, 2024 | Skyward Specialty Insurance Group, Inc. | $SKWD | Hill Kirby | PRESIDENT - INDUSTRY SOLUTIONS | M | Restricted Stock Unit | 6055 | $0.00 | 0.0000 | 38,317,534 | 100.00% | 0.02% |