Form 4: Skyward Specialty Insurance Group Executive Reports Stock Transactions Following RSU Vesting

Chase M. Clark, Chief Underwriting Officer of Skyward Specialty Insurance Group, reports the acquisition and disposal of common stock related to the vesting and settlement of Restricted Stock Units (RSUs).

Summary

• On March 6, 2025, Chase M. Clark, Chief Underwriting Officer of Skyward Specialty Insurance Group, reported transactions involving the company's common stock.
• These transactions are related to the vesting and settlement of previously granted Restricted Stock Units (RSUs).
• Clark acquired 1,880 shares of common stock upon the vesting of 2022 LTIP RSUs and 2,500 shares upon the vesting of 2023 IPO RSU Grant.
• Simultaneously, Clark disposed of 473 shares at a weighted average price of $50.2399 to cover taxes and fees associated with the RSU vesting.
• An additional 628 shares were sold at the same weighted average price for the same purpose.
• Following these transactions, Clark directly owns 3,279 shares of Skyward Specialty Insurance Group common stock and 2,500 derivative securities.

Sentiment

Score: 5

Explanation: The document is a routine regulatory filing detailing stock transactions related to RSU vesting. It doesn't convey any particularly positive or negative sentiment about the company's performance or future prospects.

Future Outlook

The remaining 2,500 RSUs from the 2023 IPO RSU Grant will fully vest on January 12, 2026, subject to the Reporting Person's continuous service through the vesting date.

Industry Context

Executive stock transactions are a common occurrence in publicly traded companies, often related to equity compensation plans. These transactions are closely monitored by investors for insights into management's perspective on the company's performance and future prospects.

Comparison to Industry Standards

• Executive compensation packages often include RSUs as a way to align management's interests with those of shareholders.
• Vesting schedules and subsequent stock sales to cover taxes are standard practices.
• Similar transactions are regularly reported by executives at comparable insurance companies such as Progressive Corp and Allstate Corp.

Stakeholder Impact

• The transactions have a minimal direct impact on stakeholders.
• Shareholders may be interested in the executive's stock ownership as an indicator of alignment with their interests.

Key Dates