Skyward Specialty Insurance Group, Inc.
For the period ended Sep 30, 2025. Filed Nov 6, 2025.
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A company's report for each of its first three quarters. The financial statements are not audited. It shows how the business has moved since the last annual report, and what management says changed.
Sep 30, 2025 · Filed Nov 6, 2025
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Item 5. Other Information
On September 8, 2025, Sandip Kapadia entered into a new Rule 10b5-1 Trading Arrangement. On September 10, 2025, Tom Schmitt terminated an existing Rule 10b5-1 Trading Arrangement and entered into a new Rule 10b5-1 Trading Arrangement on September 11, 2025 replacing the previous plan. The material terms of the trading plans and the termination of Mr. Schmitt’s plan are set forth in the table below. All plans were entered into during an open insider trading window and are intended to satisfy the affirmative defense of Rule 10b5-1(c) under the Exchange Act and our policies regarding transactions in our securities.
| Disclosure Events | Name (Title) | Date of Adoption, Amendment, or Termination | Nature of Trading Arrangement | Duration of Trading Arrangement | Aggregate Number of Securities |
| 1 | Sandip Kapadia (President, Reinsurance & Head of Actuarial) | AdoptionSeptember 8, 2025 | Rule 10b5-1(c) Trading Arrangement | 12/8/2025 – 2/27/2026 | Up to 7,716 shares |
| 2 | Tom Schmitt (Chief People Officer) | Termination onSeptember 10, 2025 of plan entered into on May 9, 2025 | Rule 10b5-1(c) Trading Arrangement | 11/10/2025 – 6/9/2026 | Up to 8,485 shares |
| 3 | Tom Schmitt (Chief People Officer) | Adoption of new plan replacing aboveplan onSeptember 11, 2025 | Rule 10b5-1(c) Trading Arrangement | 12/11/2025 – 6/9/2026 | Up to 8,485 shares |
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