[8-K] Skyward Specialty Insurance Group, Inc. Reports Material Event

Rhea-AI Filing Summary

Orrstown Financial Services (ORRF) President & CEO Thomas R. Quinn Jr. has filed a Form 4 for a 28 Jul 2025 transaction. A Code F line shows 6,598 restricted shares disposed at $34.55 (≈ $228 k) to cover withholding taxes triggered by vesting; this is not an open-market sale.

Post-transaction, Quinn still holds 8,918 time-vested restricted shares, 30,116 performance-based RSUs, and 86,453 common shares (62,621 jointly with his spouse)—roughly 125 k shares in total. No derivative securities were traded or granted. The event is routine and does not materially alter insider alignment with shareholders.

Positive

• CEO retains roughly 125 k shares, continuing a meaningful ownership stake that aligns management interests with shareholders

Negative

• 6,598 shares were surrendered at $34.55, reducing direct holdings, though transaction was tax-related and not discretionary

Insights

Securities Analyst

TL;DR: Routine tax-withholding disposal; CEO retains sizeable stake, neutral for valuation.

The Code F classification indicates the shares were surrendered solely to satisfy payroll-tax obligations on vested awards. At ≈ $228 k, the disposal is <1 % of the CEO’s total holdings and is not an open-market signal. No options were exercised, and aggregate insider ownership remains robust, supporting continued alignment. Market impact should be negligible unless compounded by further sales.

Corporate Governance Expert

TL;DR: Governance-neutral filing; maintains strong insider ownership posture.

Quinn’s ownership after the event still exceeds 2 % of outstanding shares (estimate), well above typical alignment thresholds. Code F disposals are viewed as administrative rather than discretionary, so no governance red flags arise. Investors should monitor future Form 4s for pattern changes, but this single filing is procedurally routine.

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UNITED STATES

SECURITIES AND EXCHANGE COMMISSION

Washington, D.C. 20549

___________________________________

FORM 8-K

___________________________________

CURRENT REPORT

Pursuant to Section 13 or 15(d)

of The Securities Exchange Act of 1934

Date of Report (date of earliest event reported): July 30, 2025

___________________________________

Skyward Specialty Insurance Group, Inc.

(Exact name of registrant as specified in its charter)

___________________________________

Delaware (State or other jurisdiction of incorporation or organization)			001-41591 (Commission File Number)			14-1957288 (I.R.S. Employer Identification Number)
800 Gessner Road, Suite 600 Houston, Texas						77024-4284
(Address of principal executive offices and zip code)						(Zip Code)
(713) 935-4800
(Registrant's telephone number, including area code)

___________________________________

Check the appropriate box below if the Form 8-K filing is intended to simultaneously satisfy the filing obligation of the registrant under any of the following provisions:

☐			Written communications pursuant to Rule 425 under the Securities Act (17 CFR 230.425)
☐			Soliciting material pursuant to Rule 14a-12 under the Exchange Act (17 CFR 240.14a-12)
☐			Pre-commencement communications pursuant to Rule 14d-2(b) under the Exchange Act (17 CFR 240.14d-2(b))
☐			Pre-commencement communications pursuant to Rule 13e-4(c) under the Exchange Act (17 CFR 240.13e-4(c))

Securities registered pursuant to Section 12(b) of the Act:
Title of each class			Trading Symbol			Name of each exchange on which registered
Common stock, par value $0.01			SKWD			The Nasdaq Stock Market LLC

Indicate by check mark whether the registrant is an emerging growth company as defined in Rule 12b-2 of the Exchange Act.

Emerging growth company ☐

If an emerging growth company, indicate by check mark if the registrant has elected not to use the extended transition period for complying with any new or revised financial accounting standards provided pursuant to Section 13(a) of the Exchange Act. o

Item 2.02. Results of Operations and Financial Condition

On July 30, 2025, Skyward Specialty Insurance Group, Inc. (the “Company”) issued a press release announcing the results of the Company’s operations for the quarter and fiscal period ended June 30, 2025. The press release is furnished as Exhibit 99.1 to this Report and is hereby incorporated by reference in this Item 2.02.

As provided in General Instruction B.2 of Form 8-K, the information and exhibits contained in this Form 8-K shall not be deemed to be “filed” for purposes of Section 18 of the Securities Exchange Act of 1934, as amended, nor shall they be deemed to be incorporated by reference in any filing under the Securities Act of 1933, as amended, except as shall be expressly set forth by specific reference in such a filing.

Forward-Looking Statements

Statements made in this Current Report on Form 8-K, other than those concerning historical information, should be considered forward-looking statements pursuant to the safe harbor provisions of the Securities Exchange Act of 1934 and the Private Securities Litigation Act of 1995. These forward-looking statements involve risks and uncertainties and are based on the beliefs and assumptions of management and on the information available to management at the time that this report was prepared. These statements can be identified by the use of words like “expect,” “anticipate,” “estimate,” and “believe,” variations of these words and other similar expressions. Readers should not place undue reliance on forward-looking statements as a number of important factors could cause actual results to differ materially from those in the forward-looking statements. Factors that might cause such a difference include, but are not limited to, changes in interest rate environment, management’s business strategy, national, regional, and local market conditions and legislative and regulatory conditions.

Item 9.01.						Financial Statements and Exhibits
(d)						Exhibits

Exhibit No.						Description
99.1						Press Release dated July 30, 2025
104.1						Cover Page Interactive Data File (embedded within the Inline XBRL document)

SIGNATURE

Pursuant to the requirements of the Securities Exchange Act of 1934, as amended, the Registrant has duly caused this report to be signed on its behalf by the undersigned hereunto duly authorized.

									SKYWARD SPECIALTY INSURANCE GROUP, INC.
Date:						July 30, 2025			/s/ Mark Haushill
									Mark Haushill
									Chief Financial Officer

FAQ

How many ORRF shares did CEO Thomas R. Quinn Jr. dispose of?

He surrendered 6,598 restricted shares on 28 Jul 2025.

What does Code F mean on a Form 4 filing?

Code F signifies shares withheld or delivered solely to pay taxes owed on vested equity, not an open-market sale.

How many Orrstown Financial shares does the CEO own after the transaction?

Quinn still owns about 125 k shares in total: 8,918 restricted, 30,116 RSUs, and 86,453 common shares.

Was any derivative security activity reported?

No; the filing shows no options, warrants, or other derivative transactions.

Is this Form 4 likely to impact ORRF stock price?

Given the routine, tax-related nature and small size relative to holdings, material price impact is unlikely.