Entry into a Material Definitive Agreement . On August 4, 2026, Ryan Specialty Holdings, Inc. (the “Company”) and the Ryan Stock Option Trust (the “Trust”), a trust of which Patrick G. Ryan, the Company’s Executive Chairman, and Shirley W. Ryan, serve as trustees, entered into Amendment No.1 to Executive Chairman Option Settlement Agreement (the “Amendment”). The Amendment was entered into in connection with the Company’s simultaneous grant of compensatory stock options (the “Second Tranche E…

of this Current Report, including Exhibit 99.1, shall not be deemed to be filed for the purposes of Section 18 of the Securities Exchange Act of 1934, as amended, or otherwise subject to the liabilities of that section. The information in this current report shall not be incorporated by reference into any registration statement or other document pursuant to the Securities Act of 1933, as amended, except as shall be expressly set forth by specific reference in such filing.

Other Events. On July 30, 2026 , the Company's board of directors (the “Board”) declared a regular quarterly dividend of $0.13 per share on the outstanding Class A common stock. The regular quarterly dividend will be payable on August 25, 2026 , to stockholders of record as of the close of business on August 11, 2026 .

Regulation FD Disclosure. On May 26, 2026, Ryan Specialty Holdings, Inc. (the “Company”) issued a press release announcing that its Board of Directors has approved an increase to the Company's share repurchase program that authorizes the Company to repurchase up to an additional $300 million of its outstanding Class A common stock, bringing the total share repurchase program to $600 million. As of May 22, 2026, after accounting for the recent share repurchases during the second quarter of 202…

of this Current Report, including Exhibit 99.1, shall not be deemed to be filed for the purposes of Section 18 of the Securities Exchange Act of 1934, as amended, or otherwise subject to the liabilities of that section. The information in this current report shall not be incorporated by reference into any registration statement or other document pursuant to the Securities Act of 1933, as amended, except as shall be expressly set forth by specific reference in such filing.

Entry into a Material Definitive Agreement . On April 30, 2026, Ryan Specialty Holdings, Inc. (the “Company”) and the Ryan Stock Option Trust (the “Trust”), a trust of which Patrick G. Ryan, the Company’s Executive Chairman, and Shirley W. Ryan, serve as trustees, agreed to enter into an option settlement agreement (the “Option Settlement Agreement”) on May 5, 2026. Pursuant to the Terms of the Option Settlement Agreement, the Trust will have the obligation to sell to the Company up to an agg…

Other Events. On April 30, 2026, the Company's board of directors (the "Board") declared a regular quarterly dividend of $0.13 per share on the outstanding Class A common stock. The regular quarterly dividend will be payable on May 26, 2026, to stockholders of record as of the close of business on May 12, 2026.

Costs Associated with Exit or Disposal Activities. On February 10, 2026, the board of directors of the Company (the "Board") approved a three-year restructuring program (the “Empower Program”), which will commence in the first quarter of 2026. The Empower Program is designed to streamline the Company's brokerage, binding, and underwriting operations, optimize scale, accelerate data and technology strategies, and enhance efficiencies across all of the Company's specialties. The Empower Program…

of this Current Report, including Exhibit 99.1, shall not be deemed to be filed for the purposes of Section 18 of the Securities Exchange Act of 1934, as amended, or otherwise subject to the liabilities of that section. The information in this current report shall not be incorporated by reference into any registration statement or other document pursuant to the Securities Act of 1933, as amended, except as shall be expressly set forth by specific reference in such filing.

Other Events. On February 12, 2026, the Board declared a regular quarterly dividend of $0.13 per share on the outstanding Class A common stock. The regular quarterly dividend will be payable on March 10, 2026, to stockholders of record as of the close of business on February 24, 2026.

Regulation FD Disclosure. The Company is announcing today that its Board has approved a share repurchase program that authorizes the Company to repurchase up to $300 million of its outstanding Class A common stock. Share repurchases may be made from time to time on the open market, in privately negotiated transactions, using Rule 10b5-1 trading plans, as accelerated share repurchases, or in any other manner that complies with the applicable securities law. The timing of purchases and number o…

Director — Robert Le Blanc: The filing discloses a planned, mutual retirement of a board director with no indication of disagreement or sudden loss of key executive management.

Other Events. On October 30, 2025, the Company's board of directors (the "Board") declared a regular quarterly dividend of $0.12 per share on the outstanding Class A common stock. The regular quarterly dividend will be payable on November 25, 2025, to stockholders of record as of the close of business on November 11, 2025.

of this Current Report, including Exhibit 99.1, shall not be deemed to be filed for the purposes of Section 18 of the Securities Exchange Act of 1934, as amended, or otherwise subject to the liabilities of that section. The information in this current report shall not be incorporated by reference into any registration statement or other document pursuant to the Securities Act of 1933, as amended, except as shall be expressly set forth by specific reference in such filing.

Co-President and Chief Operating Officer / Co-President and Chief Revenue Officer — Stephen P. Keogh and Brendan M. Mulshine: The appointment of Co-Presidents is a significant internal promotion and reorganization.

Director — Michael G. Bungert: The filing discloses the routine election of a new director to the board of directors, which is a standard governance event rather than an executive departure.

of this Current Report, including Exhibit 99.1, shall not be deemed to be filed for the purposes of Section 18 of the Securities Exchange Act of 1934, as amended, or otherwise subject to the liabilities of that section. The information in this current report shall not be incorporated by reference into any registration statement or other document pursuant to the Securities Act of 1933, as amended, except as shall be expressly set forth by specific reference in such filing.

Other Events. On July 31, 2025, the Company's board of directors (the "Board") declared a regular quarterly dividend of $0.12 per share on the outstanding Class A common stock. The regular quarterly dividend will be payable on August 26, 2025, to stockholders of record as of the close of business on August 12, 2025.

Material Modification to Rights of Security Holders. To the extent required by

Other Events. On May 1, 2025, the Company's board of directors (the "Board") declared a regular quarterly dividend of $0.12 per share on the outstanding Class A common stock. The regular quarterly dividend will be payable on May 27, 2025, to stockholders of record as of the close of business on May 13, 2025.

of this Current Report, including Exhibit 99.1, shall not be deemed to be filed for the purposes of Section 18 of the Securities Exchange Act of 1934, as amended, or otherwise subject to the liabilities of that section. The information in this current report shall not be incorporated by reference into any registration statement or other document pursuant to the Securities Act of 1933, as amended, except as shall be expressly set forth by specific reference in such filing.

COO — Stephen P. Keogh: The company appointed a highly experienced external candidate as Chief Operating Officer, which is a significant positive management addition rather than a departure.

of this Current Report, including Exhibit 99.1, shall not be deemed to be filed for the purposes of Section 18 of the Securities Exchange Act of 1934, as amended, or otherwise subject to the liabilities of that section. The information in this current report shall not be incorporated by reference into any registration statement or other document pursuant to the Securities Act of 1933, as amended, except as shall be expressly set forth by specific reference in such filing.

Other Events. On February 20, 2025, the Company's board of directors (the "Board") declared a regular quarterly dividend of $0.12 per share on the outstanding Class A common stock. The regular quarterly dividend will be payable on March 18, 2025, to stockholders of record as of the close of business on March 4, 2025.

Entry into a Material Definitive Agreement. Issuance of 5.875% Secured Notes due 2032 On December 9, 2024, Ryan Specialty, LLC (the “Company”), an indirect subsidiary of Ryan Specialty Holdings, Inc. (“Ryan Specialty”), completed the previously announced private offering of $600.0 million in aggregate principal amount of additional 5.875% Senior Secured Notes due 2032 (the “New 2032 Notes”) in a private placement to qualified institutional buyers under Rule 144A under the Securities Act of 19…