secwatch / observer

Skyward Specialty Insurance Group, Inc. — fact timeline

Source-grounded facts extracted from Skyward Specialty Insurance Group, Inc.'s SEC 8-K filings across all families, newest first. Each cites a verbatim SEC excerpt.

SKWD Skyward Specialty Insurance Group, Inc. JSON
Shareholder Votes

Skyward Specialty Insurance Group, Inc. shareholders approved Ratification of Ernst & Young LLP as independent auditors for the fiscal year ending December 31, 2026 at the 2026-05-05 meeting.

“The appointment of Ernst & Young LLP as our independent auditors for the fiscal year ending December 31, 2026 was ratified by the vote set forth below: For Against Abstain Broker Non-Votes 37,739,694 289,410 22,346 ---”
Shareholder Votes

Skyward Specialty Insurance Group, Inc. shareholders approved Advisory vote on the compensation of named executive officers at the 2026-05-05 meeting.

“The compensation of our named executive officers as disclosed in the proxy statement was approved in an advisory vote, as set forth below: For Against Abstain Broker Non-Votes 33,368,427 2,308,030 15,465 2,359,528”
Shareholder Votes

Skyward Specialty Insurance Group, Inc. shareholders approved Election of Directors at the 2026-05-05 meeting.

“The following director nominees as disclosed in the proxy statement were elected by the vote set forth below: Nominee For Withheld Broker Non-Votes Peter C. Hearn 34,790,416 901,506 2,359,528 Gena Ashe 25,679,644 10,012,278 2,359,528”
Earnings Releases

Skyward Specialty Insurance Group, Inc. reported first quarter 2026 results: revenue $667.7 million, net income $49.7 million, EPS $1.09 per diluted share.

“$1.25 per diluted share, compared to $37.6 million, or $0.90 per diluted share, for the same 2025 period. Highlights for the first quarter included: • Gross written premiums of $667.7 million, an increase of 9.9% (2) compared to 2025; • Combined ratio of 89.5%; • Ex-Cat combined ratio of 87.7%; • Managed premiums of $967.7 million, an increase of 19.6% (2) compared to”
Material Agreements

Skyward Specialty Insurance Group, Inc. amended First Amendment with Barclays Bank PLC (effective 2025-12-30).

“On December 30, 2025, the Company entered into the First Amendment (the “Amendment”) to the Credit Agreement, dated November 13, 2025 (the “Existing Credit Agreement”), by and among the Company, the guarantors party thereto, the lenders party thereto and Barclays Bank PLC, as administrative agent.”
Material Agreements

Skyward Specialty Insurance Group, Inc. entered into Guaranty Agreement with subsidiary guarantors (effective 2025-12-30).

“In connection with the Credit Agreement, on December 30, 2025, the Company and the subsidiary guarantors party thereto, entered into a Guaranty Agreement (the “Guaranty Agreement”), pursuant to which the Company’s obligations under the Facility are guaranteed by the Company and its existing wholly-owned subsidiaries and subsequently acquired or organized subsidiaries”
Material Agreements

Skyward Specialty Insurance Group, Inc. entered into Term Loan Credit Agreement with Barclays Bank PLC, Truist Securities, Inc., Citizens Bank, N.A., Texas Capital Bank valued at $300.0 million (effective 2025-12-30).

“On December 30, 2025, the Company entered into a Term Loan Credit Agreement (the “Facility”) by and among the Company, as Borrower, the lenders from time to time parties thereto (each a “Lender” and collectively, the “Lenders”), Barclays Bank PLC, as Administrative Agent (the “Agent”), and the Agent, Truist Securities, Inc., Citizens Bank, N.A. and Texas Capital Bank as joint lead arrangers, joint book runners and co-syndication agents for the Tranche B Term Facility.”
Debt Financings

Skyward Specialty Insurance Group, Inc. incurred credit facility of unsecured senior delayed draw term loan facility in the aggregate principal amount of $150.0 million (the "Tranche A Ter with Barclays Bank PLC, as Administrative Agent at term SOFR plus a margin, which will range from 150 basis points to 190 basis poi maturing Tranche A Term Facility matures on January 1, 2028 and the Tranche B Term Facility matures on July 2, 2029.

“and co-syndication agents for the Tranche B Term Facility. The facility includes (a) an unsecured senior delayed draw term loan facility in the aggregate principal amount of $150.0 million (the “Tranche A Term Facility”) and (b) an additional unsecured senior delayed draw term loan facility in the aggregate principal of $150.0 million (the “Tranche B Term Facility””
M&A Transactions

Skyward Specialty Insurance Group, Inc. completed an acquisition involving Sellers (Majority Sellers and Minority Sellers of Apollo Group Holdings Limited) for $555.0 million (closed 2026-01-01).

“Sellers" and together with the Majority Sellers, the "Sellers"). The consideration for the entire issued share capital of Apollo (the "Apollo Shares") under the Apollo SPAs is $555.0 million. On January 1, 2026 (the “Closing Date”), the Company consummated the Acquisition and related transactions pursuant to the Apollo SPAs (the “Closing”). hares") under the Apollo”

Corey LaFlamme was appointed as President, Captives and Specialty Programs at Skyward Specialty Insurance Group, Inc..

“Corey LaFlamme has been recruited and will assume the role of President, Captives and Specialty Programs with oversight of operational matters for the divisions.”

Kirby Hill changed role as Chairman of Captives and Specialty Programs at Skyward Specialty Insurance Group, Inc..

“Kirby Hill, the Company’s Executive Vice President and President, Captives and Specialty Programs, will transition to the role of Chairman of Captives and Specialty Programs, focusing principally on key business development and strategic matters for the divisions.”
Shareholder Votes

Skyward Specialty Insurance Group, Inc. shareholders approved Ratification of Ernst & Young LLP as independent registered public accounting firm at the 2024-05-09 meeting.

“The ratification of the appointment of Ernst & Young LLP as the Company's independent registered public accounting firm for the fiscal year ending December 31, 2024 was approved by the following votes: FOR AGAINST ABSTAIN 34,516,408 4,965 408”
Shareholder Votes

Skyward Specialty Insurance Group, Inc. shareholders approved Election of Director Nominees at the 2024-05-09 meeting.

“The three director nominees named in the Company's proxy statement for the Annual Meeting were elected by the following votes:”
Material Agreements

Skyward Specialty Insurance Group, Inc. entered into Underwriting Agreement with Barclays Capital Inc., Keefe, Bruyette & Woods, Inc. and Jefferies LLC as representatives of the several underwriters valued at $36.50 per share (effective 2024-05-06).

“On May 6, 2024, Skyward Specialty Insurance Group, Inc., a Delaware corporation (the “Company”) and Westaim HIIG GP Inc. (the “Selling Stockholder”) entered in an underwriting agreement (the “Underwriting Agreement”) with Barclays Capital Inc., Keefe, Bruyette & Woods, Inc. and Jefferies LLC as representatives of the several underwriters named therein”
Earnings Releases

Skyward Specialty Insurance Group, Inc. reported first quarter 2024 results: net income $36.8 million, or $0.90 per diluted share.

“reported first quarter 2024 net income of $36.8 million, or $0.90 per diluted share”
Earnings Releases

Skyward Specialty Insurance Group, Inc. reported for the quarter and fiscal year ended December 31, 2023 results: net income Net income for the year ended 2023 was $86.0 million, EPS Net income for the year ended 2023 was $2.24 per diluted share.

“Skyward Specialty Insurance Group Reports Fourth Quarter 2023 Results Houston, TX – February 20, 2024 – Skyward Specialty Insurance Group, Inc. TM (Nasdaq: SKWD) (“Skyward Specialty” or the “Company”) today reported fourth quarter 2023 net income of $29.3 million, or $0.74 per diluted share, compared to $20.4 million, or $0.63 per diluted share, for the same 2022 period. Net income for the year ended 2023 was $86.0 million, or $2.24 per diluted share, compared to $39.4 million, or $1.21 per diluted share, for the same 2022 period.”

Mike Morrissey was appointed as Class II Director at Skyward Specialty Insurance Group, Inc..

“On December 14, 2023 , the board of directors (“Board”) of Skyward Specialty Insurance Group, Inc. , a Delaware corporation (the “Company,” “we,” or “our”), appointed Mike Morrissey, CFA to our Board, effective December 14, 2023.”

Anthony J. Kuczinski was appointed as Lead Independent Director at Skyward Specialty Insurance Group, Inc..

“and Anthony J. Kuczinski to serve as our independent Lead Director of the Board”

Andrew Robinson was appointed as Chair of the Board at Skyward Specialty Insurance Group, Inc..

“the Board appointed Andrew Robinson, the Company’s Chief Executive Officer, to serve as Chair of the Board”

Robert Kittel resigned as Director at Skyward Specialty Insurance Group, Inc..

“On November 29, 2023, Robert Kittel notified the Board of his intention to resign as a director of the Company.”

Cameron MacDonald resigned as Director at Skyward Specialty Insurance Group, Inc..

“On November 27, 2023, Cameron MacDonald notified the board of directors (“Board”) of Skyward Specialty Insurance Group, Inc. , a Delaware corporation (the “Company,” “we,” or “our”), of his intention to resign as a director of the Company.”
Earnings Releases

Skyward Specialty Insurance Group, Inc. reported third quarter 2023 results: net income $21.7 million, EPS $0.57 per diluted share.

“Skyward Specialty Insurance Group, Inc. (Nasdaq: SKWD) (“Skyward Specialty” or the “Company”) today reported third quarter 2023 net income of $21.7 million, or $0.57 per diluted share”

Gena L. Ashe was appointed as Director at Skyward Specialty Insurance Group, Inc..

“the board of directors (“Board”) of Skyward Specialty Insurance Group, Inc., a Delaware corporation (the “Company,” “we,” or “our”), appointed Gena L. Ashe to our Board, effective August 14, 2023.”
Earnings Releases

Skyward Specialty Insurance Group, Inc. reported first half of 2023 results: net income $35.0 million, EPS $0.93 per diluted share.

“Net income for the first half of 2023 was $35.0 million, or $0.93 per diluted share”
Earnings Releases

Skyward Specialty Insurance Group, Inc. reported second quarter 2023 results: net income $19.5 million, EPS $0.51 per diluted share.

“today reported second quarter 2023 net income of $19.5 million, or $0.51 per diluted share”
Shareholder Votes

Skyward Specialty Insurance Group, Inc. shareholders approved Ratification of the appointment of Ernst & Young LLP as the Company's independent registered public accounting firm for the fiscal year ending December 31, 2023 at the 2023-05-25 meeting.

“The ratification of the appointment of Ernst & Young LLP as the Company's independent registered public accounting firm for the fiscal year ending December 31, 2023 was approved by the following votes: FOR AGAINST ABSTAIN 27,321,744 406 4,329”
Shareholder Votes

Skyward Specialty Insurance Group, Inc. shareholders approved Election of Directors at the 2023-05-25 meeting.

“The two director nominees named in the Company's proxy statement for the Annual Meeting were elected by the following votes: DIRECTOR NOMINEE FOR WITHHELD BROKER NON-VOTES James Hays 26,104,635 915,394 306,450 Robert Creager 23,250,887 3,769,142 306,450”

Anthony J. Kuczinski was appointed as Class III director at Skyward Specialty Insurance Group, Inc..

“appointed Anthony J. Kuczinski to our Board, effective August 1, 2023.”
Earnings Releases

Skyward Specialty Insurance Group, Inc. reported the quarter and fiscal period ended March 31, 2023 results: net income $15.6 million, EPS $0.42 per diluted share.

“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 March 31, 2023.”
Debt Financings

Skyward Specialty Insurance Group, Inc. incurred credit facility of $150.0 million with Truist Bank at term SOFR plus a margin, which will range from 150 basis points to 190 basis poi maturing March 29, 2028.

“parties thereto (each a “Lender” and collectively, the “Lenders”), Truist Bank as Administrative Agent (the “Agent”). The initial maximum principal amount of the Facility is $150.0 million. The Facility provides that the Company may utilize a portion of the maximum principal amount, not to exceed $30.0 million, for the issuance of one or more letters of credit.”
Material Agreements

Skyward Specialty Insurance Group, Inc. terminated Credit Agreement with Prosperity Bank (effective 2023-03-29).

“the Company terminated its Credit Agreement dated as of December 11, 2019, between the Company and Prosperity Bank (the “Prior Agreement”).”
Material Agreements

Skyward Specialty Insurance Group, Inc. entered into Credit Agreement with Truist Bank valued at $150.0 million (effective 2023-03-29).

“On March 29, 2023, Skyward Specialty Insurance Group, Inc. (the "Company"), a Delaware corporation, entered into a Credit Agreement (the “Facility”) by and among the Company as Borrower, the lenders from time to time parties thereto (each a “Lender” and collectively, the “Lenders”), Truist Bank as Administrative Agent (the “Agent”). The initial maximum principal amount of the Facility is $150.0 million.”
Earnings Releases

Skyward Specialty Insurance Group, Inc. reported the quarter ended December 31, 2022 results: net income $20.4 million, EPS $0.63 per diluted share.

“Skyward Specialty Insurance Group, Inc. (Nasdaq: SKWD) (“Skyward Specialty” or the “Company”) today reported fourth quarter 2022 net income of $20.4 million, or $0.63 per diluted share, compared to $1.3 million, or $0.04 per diluted share, for the same 2021 period.”

Facts are extracted by an LLM and gated to those whose source quote is present verbatim in the filing text. Coverage is best-effort while backfill and monitoring mature; this is not yet a full-market index. See methodology.