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person · Reporting owner

Slaughter James Richard

Disclosed activity across 1 company

Tapewire entity
64228
SEC CIK
0002102458

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Reported relationships

Latest disclosed role at each company.

CompanyLast reported asReport datePublished
Skyward Specialty Insurance Group, Inc.SKWD · Entity 4400CUO - Apollo · Division of Skyward GroupFebruary 25, 2026February 27, 2026

Disclosed balances

About these balances

Latest available filing per company, not a reconstructed current portfolio. Matching sequences show the last reported balance with all source rows expandable; grouping alone does not establish account ownership. Do not add unresolved positions together. Filings may omit unchanged positions, and amendments may correct only part of an older disclosure. Jointly reported shares are not necessarily this owner's personal holdings.

Skyward Specialty Insurance Group, Inc.

Report date February 25, 2026 · Filed February 27, 2026

Security / awardOwnership accountDisclosed shares / unitsDisclosure context
2026 MIP - RSUsSEC Table II · derivative / convertible securityDirect108,154 Reported balance After 2026-02-25 transaction · row 3 Instrument identity requires review; Table II rows are not merged.
1 source row

Row 3 · 2026-02-25 · Grant · Acquired 108,154 · Balance 108,154

F2: Each Restricted Stock Unit ("RSU") represents the right to receive one share of the Issuer's Common Stock upon settlement.

F3: On February 25, 2026, the Reporting Person was granted an RSU Award in the amount of 108,154 RSUs. Subject to the terms of the RSU Agreement and the Reporting Person's continuous service through the vesting dates, 50% of the RSUs shall vest on January 1, 2029 and the remaining 50% of the RSUs will vest on January 1, 2030.

Common StockSEC Table I · non-derivativeDirect55,475 Reported balance Holding disclosure · report date 2026-02-25 · row 1 Holding and transaction disclosures are not merged.
1 source row

Row 1 · Balance 55,475

Common StockSEC Table I · non-derivativeIndirectHillside Family Trust 202512,724 Reported balance Holding disclosure · report date 2026-02-25 · row 2 Holding and transaction disclosures are not merged.
1 source row

Row 2 · Balance 12,724

F1: The Reporting Person is Trustee of the entity.

Filing footnotes · ownership attribution and instrument terms

F1: The Reporting Person is Trustee of the entity.

F2: Each Restricted Stock Unit ("RSU") represents the right to receive one share of the Issuer's Common Stock upon settlement.

F3: On February 25, 2026, the Reporting Person was granted an RSU Award in the amount of 108,154 RSUs. Subject to the terms of the RSU Agreement and the Reporting Person's continuous service through the vesting dates, 50% of the RSUs shall vest on January 1, 2029 and the remaining 50% of the RSUs will vest on January 1, 2030.

Transaction history

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Purchases/sales include open-market and private transactions. Plan disclosure applies to the filing; individual rows may differ. “Not disclosed” is not “unplanned.”

The cutoff filters transaction history only. Company summaries and owner relationships show the latest available disclosures. Parser corrections can improve historical records.

Transaction dateCompanyActivity / securityShares / unitsReported priceReported valueDetails
February 25, 2026 Filed Feb 27, 2026 21:05 UTC Skyward Specialty Insurance Group, Inc. SKWD · Entity 4400 Grant2026 MIP - RSUs · Derivative 108,154 $0.00 $0.00
Disclosure

SEC source: 0002102458-26-000005 · form4-02272026_040227.xml · derivative · entry 3

Slaughter James Richard · CIK 0002102458 · CUO - Apollo · Division of Skyward Group

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 108,154

Underlying: Common Stock · 108,154 shares

Expires not disclosed

F2 · derivative.exercise_price: Each Restricted Stock Unit ("RSU") represents the right to receive one share of the Issuer's Common Stock upon settlement.

F3 · derivative.exercise_date: On February 25, 2026, the Reporting Person was granted an RSU Award in the amount of 108,154 RSUs. Subject to the terms of the RSU Agreement and the Reporting Person's continuous service through the vesting dates, 50% of the RSUs shall vest on January 1, 2029 and the remaining 50% of the RSUs will vest on January 1, 2030.

F3 · derivative.expiration_date: On February 25, 2026, the Reporting Person was granted an RSU Award in the amount of 108,154 RSUs. Subject to the terms of the RSU Agreement and the Reporting Person's continuous service through the vesting dates, 50% of the RSUs shall vest on January 1, 2029 and the remaining 50% of the RSUs will vest on January 1, 2030.

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January 01, 2026 Filed Jan 5, 2026 21:29 UTC Skyward Specialty Insurance Group, Inc. SKWD · Entity 4400 GrantCommon Stock 12,724 $50.00 $636,200.00
Disclosure

SEC source: 0002102458-26-000003 · form4-01052026_090156.xml · nonDerivative · entry 2

Slaughter James Richard · CIK 0002102458 · CUO - Apollo · Division of Skyward Group

10b5-1 filing: No plan indicated

Ownership: Indirect · Hillside Family Trust 2025

Disclosed balance after: 12,724

F1 · kind: On January 1, 2026, the Issuer completed the acquisition of the entire issued share capital of Apollo Group Holdings Limited ("Apollo"). Pursuant to the terms of the Apollo Share Purchase Agreements, the consideration for the acquisition of Apollo was satisfied by the issuance of shares of Common Stock by the Issuer to the "Minority Sellers" and together with the "Majority Sellers", the "Sellers" with the remainder paid by the Issuer to the Sellers in cash.

F3 · shares: The Reporting Person is Trustee of Seller in the transaction and as such acquired 12,724 shares of Common Stock of the Issuer at a purchase price of $50.00 per share, in conjunction with the completion of the transaction.

F4 · ownership.nature: The Reporting Person is Trustee of the entity.

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January 01, 2026 Filed Jan 5, 2026 21:29 UTC Skyward Specialty Insurance Group, Inc. SKWD · Entity 4400 GrantCommon Stock 55,475 $50.00 $2,773,750.00
Disclosure

SEC source: 0002102458-26-000003 · form4-01052026_090156.xml · nonDerivative · entry 1

Slaughter James Richard · CIK 0002102458 · CUO - Apollo · Division of Skyward Group

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 55,475

F1 · kind: On January 1, 2026, the Issuer completed the acquisition of the entire issued share capital of Apollo Group Holdings Limited ("Apollo"). Pursuant to the terms of the Apollo Share Purchase Agreements, the consideration for the acquisition of Apollo was satisfied by the issuance of shares of Common Stock by the Issuer to the "Minority Sellers" and together with the "Majority Sellers", the "Sellers" with the remainder paid by the Issuer to the Sellers in cash.

F2 · shares: The Reporting Person was a Seller in the transaction and as such acquired 55,475 shares of Common Stock of the Issuer at a purchase price of $50.00 per share, in conjunction with the completion of the transaction.

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Value uses the disclosed total when available, otherwise shares × reported transaction price. It is not an estimate of exercise cash cost or investment performance.