Kapadia Sandip A, Head of Actuarial, sold Skyward Specialty Insurance Group ($SKWD) shares on the open market three times over the last year for a total of about $386 thousand. His most recent sale occurred on December 18, 2025. Among 11,678 individual insiders with open market sales, his activity ranks 7,023rd, well below the average of $8.6 million per person and 6.4 transactions. He made no open market purchases in this period.
| Transaction Date | Company | Ticker | Insider Name | Title | Transaction Type | Security | Shares | Price | Shares Owned Following | Total Shares Outstanding | % of Owned | % of Outstanding |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Feb. 25, 2026 | Skyward Specialty Insurance Group, Inc. | $SKWD | Kapadia Sandip A | Head of Actuarial | A | 2026 Bright Future - RSUs | 4326 | $0.00 | 4,326.0000 | 41,868,449 | 9999.99% | 0.01% |
| Feb. 25, 2026 | Skyward Specialty Insurance Group, Inc. | $SKWD | Kapadia Sandip A | Head of Actuarial | M | Common Stock | 2343 | $0.00 | 17,888.0000 | 41,868,449 | 15.07% | 0.01% |
| Feb. 26, 2026 | Skyward Specialty Insurance Group, Inc. | $SKWD | Kapadia Sandip A | Head of Actuarial | F | Common Stock | 847 | $45.89 | 17,041.0000 | 41,868,449 | 4.74% | 0.00% |
| Feb. 25, 2026 | Skyward Specialty Insurance Group, Inc. | $SKWD | Kapadia Sandip A | Head of Actuarial | M | 2023 LTIP - PSUs | 2020 | $0.00 | 0.0000 | 41,868,449 | 100.00% | 0.00% |
| Feb. 25, 2026 | Skyward Specialty Insurance Group, Inc. | $SKWD | Kapadia Sandip A | Head of Actuarial | A | 2026 LTIP - RSUs | 2884 | $0.00 | 2,884.0000 | 41,868,449 | 9999.99% | 0.01% |
| Feb. 25, 2026 | Skyward Specialty Insurance Group, Inc. | $SKWD | Kapadia Sandip A | Head of Actuarial | A | 2026 LTIP - PSUs | 2884 | $0.00 | 2,884.0000 | 41,868,449 | 9999.99% | 0.01% |
| Jan. 12, 2026 | Skyward Specialty Insurance Group, Inc. | $SKWD | Kapadia Sandip A | Head of Actuarial | M | Common Stock | 5000 | $0.00 | 14,338.0000 | 41,868,449 | 53.54% | 0.01% |
| Jan. 12, 2026 | Skyward Specialty Insurance Group, Inc. | $SKWD | Kapadia Sandip A | Head of Actuarial | M | 2023 IPO RSU Grant (3-Year) | 5000 | $0.00 | 0.0000 | 41,868,449 | 100.00% | 0.01% |
| Jan. 12, 2026 | Skyward Specialty Insurance Group, Inc. | $SKWD | Kapadia Sandip A | Head of Actuarial | M | 2023 IPO RSU Grant (4-Year) | 5000 | $0.00 | 5,000.0000 | 41,868,449 | 50.00% | 0.01% |
| Jan. 12, 2026 | Skyward Specialty Insurance Group, Inc. | $SKWD | Kapadia Sandip A | Head of Actuarial | F | Common Stock | 1808 | $46.10 | 15,545.0000 | 41,868,449 | 10.42% | 0.00% |
| Jan. 12, 2026 | Skyward Specialty Insurance Group, Inc. | $SKWD | Kapadia Sandip A | Head of Actuarial | M | Common Stock | 5000 | $0.00 | 17,353.0000 | 41,868,449 | 40.48% | 0.01% |
| Jan. 12, 2026 | Skyward Specialty Insurance Group, Inc. | $SKWD | Kapadia Sandip A | Head of Actuarial | F | Common Stock | 1985 | $46.10 | 12,353.0000 | 41,868,449 | 13.84% | 0.00% |
| Jan. 1, 2026 | Skyward Specialty Insurance Group, Inc. | $SKWD | Kapadia Sandip A | Head of Actuarial | M | 2023 LTIP - RSUs | 2020 | $0.00 | 0.0000 | 41,868,449 | 100.00% | 0.00% |
| Jan. 1, 2026 | Skyward Specialty Insurance Group, Inc. | $SKWD | Kapadia Sandip A | Head of Actuarial | M | Common Stock | 2020 | $0.00 | 10,079.0000 | 41,868,449 | 25.07% | 0.00% |
| Jan. 1, 2026 | Skyward Specialty Insurance Group, Inc. | $SKWD | Kapadia Sandip A | Head of Actuarial | F | Common Stock | 741 | $51.11 | 9,338.0000 | 41,868,449 | 7.35% | 0.00% |
| Dec. 18, 2025 | Skyward Specialty Insurance Group, Inc. | $SKWD | Kapadia Sandip A | Head of Actuarial | S | Common Stock | 5030 | $50.01 | 8,059.0000 | 41,868,449 | 38.43% | 0.01% |
| Dec. 12, 2025 | Skyward Specialty Insurance Group, Inc. | $SKWD | Kapadia Sandip A | Head of Actuarial | S | Common Stock | 1200 | $50.01 | 13,089.0000 | 41,868,449 | 8.40% | 0.00% |
| Dec. 12, 2025 | Skyward Specialty Insurance Group, Inc. | $SKWD | Kapadia Sandip A | Head of Actuarial | S | Common Stock | 1486 | $50.03 | 14,289.0000 | 41,868,449 | 9.42% | 0.00% |
| March 6, 2025 | Skyward Specialty Insurance Group, Inc. | $SKWD | Kapadia Sandip A | EVP, CHIEF ACTUARY | M | Common Stock | 2937 | $0.00 | 13,308.0000 | 41,377,460 | 28.32% | 0.01% |
| March 6, 2025 | Skyward Specialty Insurance Group, Inc. | $SKWD | Kapadia Sandip A | EVP, CHIEF ACTUARY | S | Common Stock | 1095 | $50.24 | 12,213.0000 | 41,377,460 | 8.23% | 0.00% |
| March 6, 2025 | Skyward Specialty Insurance Group, Inc. | $SKWD | Kapadia Sandip A | EVP, CHIEF ACTUARY | M | Common Stock | 5000 | $0.00 | 17,213.0000 | 41,377,460 | 40.94% | 0.01% |
| March 6, 2025 | Skyward Specialty Insurance Group, Inc. | $SKWD | Kapadia Sandip A | EVP, CHIEF ACTUARY | S | Common Stock | 1866 | $50.24 | 15,347.0000 | 41,377,460 | 10.84% | 0.00% |
| March 6, 2025 | Skyward Specialty Insurance Group, Inc. | $SKWD | Kapadia Sandip A | EVP, CHIEF ACTUARY | M | 2022 LTIP - PSUs | 2937 | $0.00 | 0.0000 | 41,377,460 | 100.00% | 0.01% |
| March 6, 2025 | Skyward Specialty Insurance Group, Inc. | $SKWD | Kapadia Sandip A | EVP, CHIEF ACTUARY | M | 2023 IPO RSU Grant (3-Year) | 5000 | $0.00 | 5,000.0000 | 41,377,460 | 50.00% | 0.01% |
| Feb. 25, 2025 | Skyward Specialty Insurance Group, Inc. | $SKWD | Kapadia Sandip A | EVP, CHIEF ACTUARY | A | 2025 LTIP - PSUs | 1520 | $0.00 | 1,520.0000 | 41,377,460 | 9999.99% | 0.00% |
| Feb. 25, 2025 | Skyward Specialty Insurance Group, Inc. | $SKWD | Kapadia Sandip A | EVP, CHIEF ACTUARY | A | 2025 LTIP - RSUs | 1520 | $0.00 | 1,520.0000 | 41,377,460 | 9999.99% | 0.00% |
| Feb. 25, 2025 | Skyward Specialty Insurance Group, Inc. | $SKWD | Kapadia Sandip A | EVP, CHIEF ACTUARY | A | 2025 LTIP - PSUs | 1520 | $0.00 | 1,520.0000 | 41,377,460 | 9999.99% | 0.00% |
| Jan. 6, 2025 | Skyward Specialty Insurance Group, Inc. | $SKWD | Kapadia Sandip A | EVP, CHIEF ACTUARY | S | Common Stock | 444 | $46.99 | 10,835.0000 | 41,377,460 | 3.94% | 0.00% |
| Jan. 6, 2025 | Skyward Specialty Insurance Group, Inc. | $SKWD | Kapadia Sandip A | EVP, CHIEF ACTUARY | S | Common Stock | 464 | $46.97 | 10,371.0000 | 41,377,460 | 4.28% | 0.00% |
| Jan. 3, 2025 | Skyward Specialty Insurance Group, Inc. | $SKWD | Kapadia Sandip A | EVP, CHIEF ACTUARY | S | Common Stock | 678 | $47.65 | 11,279.0000 | 41,377,460 | 5.67% | 0.00% |
| Jan. 3, 2025 | Skyward Specialty Insurance Group, Inc. | $SKWD | Kapadia Sandip A | EVP, CHIEF ACTUARY | S | Common Stock | 551 | $47.82 | 11,957.0000 | 41,377,460 | 4.41% | 0.00% |
| Jan. 2, 2025 | Skyward Specialty Insurance Group, Inc. | $SKWD | Kapadia Sandip A | EVP, CHIEF ACTUARY | S | Common Stock | 4347 | $49.51 | 12,508.0000 | 41,377,460 | 25.79% | 0.01% |
| Feb. 27, 2024 | Skyward Specialty Insurance Group, Inc. | $SKWD | Kapadia Sandip A | EVP, CHIEF ACTUARY | A | 2024 LTIP - Performance Share Units | 1745 | $0.00 | 1,745.0000 | 38,317,534 | 9999.99% | 0.00% |
| Feb. 27, 2024 | Skyward Specialty Insurance Group, Inc. | $SKWD | Kapadia Sandip A | EVP, CHIEF ACTUARY | A | 2024 LTIP - Common Stock | 1745 | $0.00 | 1,745.0000 | 38,317,534 | 9999.99% | 0.00% |
| Jan. 1, 2024 | Skyward Specialty Insurance Group, Inc. | $SKWD | Kapadia Sandip A | EVP, CHIEF ACTUARY | M | Common Stock | 1394 | $0.00 | 12,172.0000 | 38,317,534 | 12.93% | 0.00% |
| Jan. 1, 2024 | Skyward Specialty Insurance Group, Inc. | $SKWD | Kapadia Sandip A | EVP, CHIEF ACTUARY | M | Common Stock | 3968 | $0.00 | 16,140.0000 | 38,317,534 | 32.60% | 0.01% |
| Jan. 1, 2024 | Skyward Specialty Insurance Group, Inc. | $SKWD | Kapadia Sandip A | EVP, CHIEF ACTUARY | M | Restricted Stock Unit | 1394 | $0.00 | 0.0000 | 38,317,534 | 100.00% | 0.00% |
| Jan. 1, 2024 | Skyward Specialty Insurance Group, Inc. | $SKWD | Kapadia Sandip A | EVP, CHIEF ACTUARY | M | Restricted Stock Unit | 3968 | $0.00 | 0.0000 | 38,317,534 | 100.00% | 0.01% |