RYAN

SEC source: 0001628280-24-051721 · wk-form4_1734474821.xml · nonDerivative · entry 8

CORTEZI NICHOLAS DOMINIC · CIK 0001869971 · Director

10b5-1 filing: Plan reported

Ownership: Indirect · By the Louise M. Cortezi Family Resource Trust dated January 1, 2018

Disclosed balance after: 55,300

F8 · price: The price reported is a weighted average price. These shares of Class A Common Stock of the Issuer were sold in multiple transactions ranging from $65.35 to $65.92, inclusive. The Reporting Person undertakes to provide to the Issuer, any security holder of the Issuer, or the staff of the Securities and Exchange Commission, upon request, full information regarding the number of shares of Class A Common Stock sold at each separate price in the ranges set forth in this footnote.

SEC source: 0001628280-24-051721 · wk-form4_1734474821.xml · nonDerivative · entry 7

CORTEZI NICHOLAS DOMINIC · CIK 0001869971 · Director

10b5-1 filing: Plan reported

Ownership: Indirect · By the Louise M. Cortezi Family Trust dated April 7, 2012

Disclosed balance after: 339,700

F7 · price: The price reported is a weighted average price. These shares of Class A Common Stock of the Issuer were sold in multiple transactions ranging from $65.19 to $65.90, inclusive. The Reporting Person undertakes to provide to the Issuer, any security holder of the Issuer, or the staff of the Securities and Exchange Commission, upon request, full information regarding the number of shares of Class A Common Stock sold at each separate price in the ranges set forth in this footnote.

SEC source: 0001628280-24-051693 · wk-form4_1734472422.xml · derivative · entry 8

KATZ MARK STEPHEN · CIK 0001869960 · EVP & General Counsel

10b5-1 filing: Plan reported

Ownership: Direct

Disclosed balance after: 41,117

Underlying: Class A Common Stock · 15,000 shares

Expires not disclosed

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F4 · derivative.exercise_price: Pursuant to the Amended and Restated Limited Liability Company Agreement of the LLC, as amended, the Reporting Person may exchange all or a portion of such person's Common Units of the LLC (together with the delivery of an equal number of shares of Class B Common Stock of the Issuer) for shares of Class A Common Stock of the Issuer on a one-for-one basis, subject to customary adjustments, or, at the option of the Issuer, cash (based on the then-market value of the Class A Common Stock). The Common Units do not expire.

F4 · derivative.exercise_date: Pursuant to the Amended and Restated Limited Liability Company Agreement of the LLC, as amended, the Reporting Person may exchange all or a portion of such person's Common Units of the LLC (together with the delivery of an equal number of shares of Class B Common Stock of the Issuer) for shares of Class A Common Stock of the Issuer on a one-for-one basis, subject to customary adjustments, or, at the option of the Issuer, cash (based on the then-market value of the Class A Common Stock). The Common Units do not expire.

F4 · derivative.expiration_date: Pursuant to the Amended and Restated Limited Liability Company Agreement of the LLC, as amended, the Reporting Person may exchange all or a portion of such person's Common Units of the LLC (together with the delivery of an equal number of shares of Class B Common Stock of the Issuer) for shares of Class A Common Stock of the Issuer on a one-for-one basis, subject to customary adjustments, or, at the option of the Issuer, cash (based on the then-market value of the Class A Common Stock). The Common Units do not expire.

SEC source: 0001628280-24-051693 · wk-form4_1734472422.xml · nonDerivative · entry 6

KATZ MARK STEPHEN · CIK 0001869960 · EVP & General Counsel

10b5-1 filing: Plan reported

Ownership: Direct

Disclosed balance after: 0

F3 · price: The price reported is a weighted average price. These shares of Class A Common Stock of the Issuer were sold in multiple transactions ranging from $66.29 to $67.15, inclusive. The Reporting Person undertakes to provide to the Issuer, any security holder of the Issuer, or the staff of the Securities and Exchange Commission, upon request, full information regarding the number of shares of Class A Common Stock sold at each separate price in the ranges set forth in this footnote.

SEC source: 0001628280-24-051693 · wk-form4_1734472422.xml · nonDerivative · entry 5

KATZ MARK STEPHEN · CIK 0001869960 · EVP & General Counsel

10b5-1 filing: Plan reported

Ownership: Direct

Disclosed balance after: 15,000

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

SEC source: 0001628280-24-051693 · wk-form4_1734472422.xml · nonDerivative · entry 4

KATZ MARK STEPHEN · CIK 0001869960 · EVP & General Counsel

10b5-1 filing: Plan reported

Ownership: Direct

Disclosed balance after: 41,117

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F1 · security: Shares of Class B Common Stock, par value $0.001 per share, ("Class B Common Stock") do not represent economic interests in Ryan Specialty Holdings, Inc. (the "Issuer"). Except as provided in the Issuer's certificate of incorporation or as required by applicable law, holders of Class B Common Stock will be initially entitled to 10 votes per share on all matters to be voted on by the Issuer's stockholders generally. Upon exchange of Common Units ("Common Units") of New Ryan Specialty, LLC (the "LLC"), that are held by the Reporting Person and reported in Table II hereof, for an equal number of shares of Class A Common Stock, par value $0.001 per share ("Class A Common Stock"), of the Issuer, an equal number of shares of the Issuer's Class B Common Stock will be cancelled for no consideration.

SEC source: 0001628280-24-051721 · wk-form4_1734474821.xml · nonDerivative · entry 6

CORTEZI NICHOLAS DOMINIC · CIK 0001869971 · Director

10b5-1 filing: Plan reported

Ownership: Indirect · By the Louise M. Cortezi Family Resource Trust dated January 1, 2018

Disclosed balance after: 60,200

F6 · price: The price reported is a weighted average price. These shares of Class A Common Stock of the Issuer were sold in multiple transactions ranging from $67.41 to $67.51, inclusive. The Reporting Person undertakes to provide to the Issuer, any security holder of the Issuer, or the staff of the Securities and Exchange Commission, upon request, full information regarding the number of shares of Class A Common Stock sold at each separate price in the ranges set forth in this footnote.

SEC source: 0001628280-24-051721 · wk-form4_1734474821.xml · nonDerivative · entry 5

CORTEZI NICHOLAS DOMINIC · CIK 0001869971 · Director

10b5-1 filing: Plan reported

Ownership: Indirect · By the Louise M. Cortezi Family Resource Trust dated January 1, 2018

Disclosed balance after: 60,552

F5 · price: The price reported is a weighted average price. These shares of Class A Common Stock of the Issuer were sold in multiple transactions ranging from $66.39 to $67.21, inclusive. The Reporting Person undertakes to provide to the Issuer, any security holder of the Issuer, or the staff of the Securities and Exchange Commission, upon request, full information regarding the number of shares of Class A Common Stock sold at each separate price in the ranges set forth in this footnote.

SEC source: 0001628280-24-051721 · wk-form4_1734474821.xml · nonDerivative · entry 4

CORTEZI NICHOLAS DOMINIC · CIK 0001869971 · Director

10b5-1 filing: Plan reported

Ownership: Indirect · By the Louise M. Cortezi Family Trust dated April 7, 2012

Disclosed balance after: 369,800

F4 · price: The price reported is a weighted average price. These shares of Class A Common Stock of the Issuer were sold in multiple transactions ranging from $67.41 to $67.52, inclusive. The Reporting Person undertakes to provide to the Issuer, any security holder of the Issuer, or the staff of the Securities and Exchange Commission, upon request, full information regarding the number of shares of Class A Common Stock sold at each separate price in the ranges set forth in this footnote.

SEC source: 0001628280-24-051721 · wk-form4_1734474821.xml · nonDerivative · entry 3

CORTEZI NICHOLAS DOMINIC · CIK 0001869971 · Director

10b5-1 filing: Plan reported

Ownership: Indirect · By the Louise M. Cortezi Family Trust dated April 7, 2012

Disclosed balance after: 370,148

F3 · price: The price reported is a weighted average price. These shares of Class A Common Stock of the Issuer were sold in multiple transactions ranging from $66.41 to $67.03, inclusive. The Reporting Person undertakes to provide to the Issuer, any security holder of the Issuer, or the staff of the Securities and Exchange Commission, upon request, full information regarding the number of shares of Class A Common Stock sold at each separate price in the ranges set forth in this footnote.

SEC source: 0001628280-24-051693 · wk-form4_1734472422.xml · derivative · entry 7

KATZ MARK STEPHEN · CIK 0001869960 · EVP & General Counsel

10b5-1 filing: Plan reported

Ownership: Direct

Disclosed balance after: 56,117

Underlying: Class A Common Stock · 2,614 shares

Expires not disclosed

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F4 · derivative.exercise_price: Pursuant to the Amended and Restated Limited Liability Company Agreement of the LLC, as amended, the Reporting Person may exchange all or a portion of such person's Common Units of the LLC (together with the delivery of an equal number of shares of Class B Common Stock of the Issuer) for shares of Class A Common Stock of the Issuer on a one-for-one basis, subject to customary adjustments, or, at the option of the Issuer, cash (based on the then-market value of the Class A Common Stock). The Common Units do not expire.

F4 · derivative.exercise_date: Pursuant to the Amended and Restated Limited Liability Company Agreement of the LLC, as amended, the Reporting Person may exchange all or a portion of such person's Common Units of the LLC (together with the delivery of an equal number of shares of Class B Common Stock of the Issuer) for shares of Class A Common Stock of the Issuer on a one-for-one basis, subject to customary adjustments, or, at the option of the Issuer, cash (based on the then-market value of the Class A Common Stock). The Common Units do not expire.

F4 · derivative.expiration_date: Pursuant to the Amended and Restated Limited Liability Company Agreement of the LLC, as amended, the Reporting Person may exchange all or a portion of such person's Common Units of the LLC (together with the delivery of an equal number of shares of Class B Common Stock of the Issuer) for shares of Class A Common Stock of the Issuer on a one-for-one basis, subject to customary adjustments, or, at the option of the Issuer, cash (based on the then-market value of the Class A Common Stock). The Common Units do not expire.

SEC source: 0001628280-24-051693 · wk-form4_1734472422.xml · nonDerivative · entry 3

KATZ MARK STEPHEN · CIK 0001869960 · EVP & General Counsel

10b5-1 filing: Plan reported

Ownership: Direct

Disclosed balance after: 0

F2 · price: The price reported is a weighted average price. These shares of Class A Common Stock of the Issuer were sold in multiple transactions ranging from $66.78 to $67.71, inclusive. The Reporting Person undertakes to provide to the Issuer, any security holder of the Issuer, or the staff of the Securities and Exchange Commission, upon request, full information regarding the number of shares of Class A Common Stock sold at each separate price in the ranges set forth in this footnote.

SEC source: 0001628280-24-051693 · wk-form4_1734472422.xml · nonDerivative · entry 2

KATZ MARK STEPHEN · CIK 0001869960 · EVP & General Counsel

10b5-1 filing: Plan reported

Ownership: Direct

Disclosed balance after: 15,000

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

SEC source: 0001628280-24-051693 · wk-form4_1734472422.xml · nonDerivative · entry 1

KATZ MARK STEPHEN · CIK 0001869960 · EVP & General Counsel

10b5-1 filing: Plan reported

Ownership: Direct

Disclosed balance after: 56,117

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F1 · security: Shares of Class B Common Stock, par value $0.001 per share, ("Class B Common Stock") do not represent economic interests in Ryan Specialty Holdings, Inc. (the "Issuer"). Except as provided in the Issuer's certificate of incorporation or as required by applicable law, holders of Class B Common Stock will be initially entitled to 10 votes per share on all matters to be voted on by the Issuer's stockholders generally. Upon exchange of Common Units ("Common Units") of New Ryan Specialty, LLC (the "LLC"), that are held by the Reporting Person and reported in Table II hereof, for an equal number of shares of Class A Common Stock, par value $0.001 per share ("Class A Common Stock"), of the Issuer, an equal number of shares of the Issuer's Class B Common Stock will be cancelled for no consideration.

SEC source: 0001628280-24-051721 · wk-form4_1734474821.xml · nonDerivative · entry 2

CORTEZI NICHOLAS DOMINIC · CIK 0001869971 · Director

10b5-1 filing: Plan reported

Ownership: Indirect · By the Louise M. Cortezi Family Resource Trust dated January 1, 2018

Disclosed balance after: 65,100

F2 · price: The price reported is a weighted average price. These shares of Class A Common Stock of the Issuer were sold in multiple transactions ranging from $67.17 to $67.62, inclusive. The Reporting Person undertakes to provide to the Issuer, any security holder of the Issuer, or the staff of the Securities and Exchange Commission, upon request, full information regarding the number of shares of Class A Common Stock sold at each separate price in the ranges set forth in this footnote.

SEC source: 0001628280-24-051721 · wk-form4_1734474821.xml · nonDerivative · entry 1

CORTEZI NICHOLAS DOMINIC · CIK 0001869971 · Director

10b5-1 filing: Plan reported

Ownership: Indirect · By the Louise M. Cortezi Family Trust dated April 7, 2012

Disclosed balance after: 399,900

F1 · price: The price reported is a weighted average price. These shares of Class A Common Stock of the Issuer were sold in multiple transactions ranging from $66.89 to $67.77, inclusive. The Reporting Person undertakes to provide to the Issuer, any security holder of the Issuer, or the staff of the Securities and Exchange Commission, upon request, full information regarding the number of shares of Class A Common Stock sold at each separate price in the ranges set forth in this footnote.

SEC source: 0001628280-24-051199 · wk-form4_1734124753.xml · nonDerivative · entry 2

RYAN PATRICK G · CIK 0001145037 · Director · Executive Chairman · 10% owner

10b5-1 filing: No plan indicated

Ownership: Indirect · See Footnote

Disclosed balance after: 55,475

F3 · kind: Transfer of assets from terminating trust at current value to insider's living trust.

F3 · price: Transfer of assets from terminating trust at current value to insider's living trust.

F2 · ownership.nature: Represents Class A Common Stock, par value $0.001, of the Issuer held in trusts and other entities for the benefit of the reporting person's family members.

SEC source: 0001628280-24-051199 · wk-form4_1734124753.xml · nonDerivative · entry 1

RYAN PATRICK G · CIK 0001145037 · Director · Executive Chairman · 10% owner

10b5-1 filing: No plan indicated

Ownership: Indirect · See Footnote

Disclosed balance after: 361,823

F1 · kind: Gift for estate planning purposes to the Patrick G. and Shirley W. Ryan Foundation.

F2 · ownership.nature: Represents Class A Common Stock, par value $0.001, of the Issuer held in trusts and other entities for the benefit of the reporting person's family members.

SEC source: 0001562180-24-008227 · primarydocument.xml · nonDerivative · entry 1

BOLGER DAVID P · CIK 0001220116 · Director

10b5-1 filing: No plan indicated

Ownership: Indirect · David P. Bolger Revocable Trust dated 10/30/1995

Disclosed balance after: 76,467

F1 · ownership.direct: The reporting person disclaims beneficial ownership except to the extent of his pecuniary interest therein.

SEC source: 0001145038-25-000004 · wk-form5_1756859370.xml · nonDerivative · entry 4

RYAN PATRICK G JR · CIK 0001145038 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 256,080.503

F1 · shares: Represents shares acquired by the reporting person's spouse pursuant to brokerage dividend reinvestments elected prior to the reporting person becoming an insider. The reported transactions originally qualified for deferred reporting pursuant to Rule 16a-6 of the Securities Exchange Act of 1934.

SEC source: 0001562180-24-008007 · primarydocument.xml · nonDerivative · entry 1

BOLGER DAVID P · CIK 0001220116 · Director

10b5-1 filing: No plan indicated

Ownership: Indirect · David P. Bolger Revocable Trust dated 10/30/1995

Disclosed balance after: 78,149

F1 · shares: The reported securities were exchanged on November 21, 2024, for ownership in a diversified fund.

F2 · ownership.direct: The reporting person disclaims beneficial ownership except to the extent of his pecuniary interest therein.

SEC source: 0001562180-24-007660 · primarydocument.xml · derivative · entry 6

KATZ MARK STEPHEN · CIK 0001869960 · EVP & General Counsel

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 58,731

Underlying: Class A Common Stock · 5,000 shares

Expires not disclosed

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F6 · derivative.exercise_price: Pursuant to the operating agreement of the LLC, as amended, the Reporting Person may exchange all or a portion of such person's Common Units of the LLC (together with the delivery of an equal number of shares of Class B Common Stock of the Issuer) for shares of Class A Common Stock of the Issuer on a one-for-one basis, subject to customary adjustments, or, at the option of the Issuer, cash (based on the then-market value of the Class A Common Stock). The Common Units do not expire.

F6 · derivative.exercise_date: Pursuant to the operating agreement of the LLC, as amended, the Reporting Person may exchange all or a portion of such person's Common Units of the LLC (together with the delivery of an equal number of shares of Class B Common Stock of the Issuer) for shares of Class A Common Stock of the Issuer on a one-for-one basis, subject to customary adjustments, or, at the option of the Issuer, cash (based on the then-market value of the Class A Common Stock). The Common Units do not expire.

F6 · derivative.expiration_date: Pursuant to the operating agreement of the LLC, as amended, the Reporting Person may exchange all or a portion of such person's Common Units of the LLC (together with the delivery of an equal number of shares of Class B Common Stock of the Issuer) for shares of Class A Common Stock of the Issuer on a one-for-one basis, subject to customary adjustments, or, at the option of the Issuer, cash (based on the then-market value of the Class A Common Stock). The Common Units do not expire.

SEC source: 0001562180-24-007660 · primarydocument.xml · derivative · entry 5

KATZ MARK STEPHEN · CIK 0001869960 · EVP & General Counsel

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 485,000

Underlying: Class A Common Stock · 9,790 shares

Expires not disclosed

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F4 · derivative.exercise_price: The Class C Common Incentive Units' Return Threshold is used to determine the value of such units and, by extension, the number of shares of Class A Common Stock into which such units may be converted. The current Return Threshold of such units is $23.38. The units had a Return Threshold of $23.50 when issued, which, pursuant to the terms of the operating agreement of the LLC, is reduced on a one-for-one basis for each distribution from the LLC with respect to its Common Units. The LLC has made three distributions for a total amount of $0.12 per unit with respect to its Common Units since the Reporting Person's Class C Common Incentive Units were issued.

F5 · price: Represents Class C Common Incentive Units of the LLC which vest 10% each year on the anniversary of the grant date from July 21, 2024 until July 21, 2030, and 30% on the tenth anniversary of the grant date. Such grant was approved by the Board of the Issuer for purposes of Rule 16(b)(3).The Class C Common Incentive Units may be exchangeable into a number of Common Units as described in the prior footnote, which will then be immediately redeemed on a one-for-one basis for Class A Common Stock of the Issuer based on the value of Common Units and the fair market value of the Class A Common Stock at the time of the applicable exchange.

F5 · derivative.exercise_date: Represents Class C Common Incentive Units of the LLC which vest 10% each year on the anniversary of the grant date from July 21, 2024 until July 21, 2030, and 30% on the tenth anniversary of the grant date. Such grant was approved by the Board of the Issuer for purposes of Rule 16(b)(3).The Class C Common Incentive Units may be exchangeable into a number of Common Units as described in the prior footnote, which will then be immediately redeemed on a one-for-one basis for Class A Common Stock of the Issuer based on the value of Common Units and the fair market value of the Class A Common Stock at the time of the applicable exchange.

F5 · derivative.expiration_date: Represents Class C Common Incentive Units of the LLC which vest 10% each year on the anniversary of the grant date from July 21, 2024 until July 21, 2030, and 30% on the tenth anniversary of the grant date. Such grant was approved by the Board of the Issuer for purposes of Rule 16(b)(3).The Class C Common Incentive Units may be exchangeable into a number of Common Units as described in the prior footnote, which will then be immediately redeemed on a one-for-one basis for Class A Common Stock of the Issuer based on the value of Common Units and the fair market value of the Class A Common Stock at the time of the applicable exchange.

F2 · derivative.underlying_shares: The Class C Common Incentive Units were exchanged, pursuant to the terms of the LLC's operating agreement, for a number of Common Units determined by reference to (1) the Class C Common Incentive Units' Return Threshold and (2) adjustments for certain prior tax distributions made with respect to such Class C Common Incentive Units. Such Common Units were then immediately redeemed on a one-for-one basis for shares of Class A Common Stock.

SEC source: 0001562180-24-007660 · primarydocument.xml · nonDerivative · entry 4

KATZ MARK STEPHEN · CIK 0001869960 · EVP & General Counsel

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 12,386

F3 · price: The price reported is a weighted average price. These shares of Class A Common Stock of the Issuer were sold in multiple transactions ranging from $71.30 to $71.57, inclusive. The Reporting Person undertakes to provide to the Issuer, any security holder of the Issuer, or the staff of the Securities and Exchange Commission, upon request, full information regarding the number of shares of Class A Common Stock sold at each separate price in the ranges set forth in this footnote.

SEC source: 0001562180-24-007660 · primarydocument.xml · nonDerivative · entry 3

KATZ MARK STEPHEN · CIK 0001869960 · EVP & General Counsel

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 27,176

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F2 · price: The Class C Common Incentive Units were exchanged, pursuant to the terms of the LLC's operating agreement, for a number of Common Units determined by reference to (1) the Class C Common Incentive Units' Return Threshold and (2) adjustments for certain prior tax distributions made with respect to such Class C Common Incentive Units. Such Common Units were then immediately redeemed on a one-for-one basis for shares of Class A Common Stock.

SEC source: 0001562180-24-007660 · primarydocument.xml · nonDerivative · entry 2

KATZ MARK STEPHEN · CIK 0001869960 · EVP & General Counsel

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 17,386

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

SEC source: 0001562180-24-007660 · primarydocument.xml · nonDerivative · entry 1

KATZ MARK STEPHEN · CIK 0001869960 · EVP & General Counsel

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 58,731

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F1 · security: Shares of Class B Common Stock, par value $0.001 per share, ("Class B Common Stock") do not represent economic interests in Ryan Specialty Holdings, Inc. (the "Issuer"). Except as provided in the Issuer's certificate of incorporation or as required by applicable law, holders of Class B Common Stock will be initially entitled to 10 votes per share on all matters to be voted on by the Issuer's stockholders generally. Upon exchange of Common Units ("Common Units") of New Ryan Specialty, LLC (the "LLC"), that are held by the Reporting Person and reported in Table II hereof, for an equal number of shares of Class A Common Stock, par value $0.001 per share ("Class A Common Stock"), of the Issuer, an equal number of shares of the Issuer's Class B Common Stock will be cancelled for no consideration.

F1 · price: Shares of Class B Common Stock, par value $0.001 per share, ("Class B Common Stock") do not represent economic interests in Ryan Specialty Holdings, Inc. (the "Issuer"). Except as provided in the Issuer's certificate of incorporation or as required by applicable law, holders of Class B Common Stock will be initially entitled to 10 votes per share on all matters to be voted on by the Issuer's stockholders generally. Upon exchange of Common Units ("Common Units") of New Ryan Specialty, LLC (the "LLC"), that are held by the Reporting Person and reported in Table II hereof, for an equal number of shares of Class A Common Stock, par value $0.001 per share ("Class A Common Stock"), of the Issuer, an equal number of shares of the Issuer's Class B Common Stock will be cancelled for no consideration.

SEC source: 0001562180-24-007591 · primarydocument.xml · nonDerivative · entry 2

RYAN PATRICK G JR · CIK 0001145038 · Director

10b5-1 filing: No plan indicated

Ownership: Indirect · By Spouse

Disclosed balance after: 250

F1 · price: The price reported is a weighted average price. These shares of Class A Common Stock, par value $0.001, (the "Class A Common Stock") of Ryan Specialty Holdings, Inc. (the "Issuer") were purchased in multiple transactions ranging from $68.10 to $69.81, inclusive. The Reporting Person undertakes to provide to the Issuer, any security holder of the Issuer, or the staff of the Securities and Exchange Commission, upon request, full information regarding the number of shares of Class A Common Stock bought at each separate price in the ranges set forth in this footnote.

SEC source: 0001562180-24-007591 · primarydocument.xml · nonDerivative · entry 1

RYAN PATRICK G JR · CIK 0001145038 · Director

10b5-1 filing: No plan indicated

Ownership: Indirect · By Spouse

Disclosed balance after: 100

SEC source: 0001562180-24-006693 · primarydocument.xml · derivative · entry 7

CORTEZI NICHOLAS DOMINIC · CIK 0001869971 · Director

10b5-1 filing: No plan indicated

Ownership: Indirect · By the Louise M. Cortezi Family Trust dated April 7, 2012

Disclosed balance after: 3,682,039

Underlying: Class A Common Stock · 430,000 shares

Expires not disclosed

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F4 · derivative.exercise_date: Pursuant to the Amended and Restated Limited Liability Company Agreement of New Ryan Specialty, LLC, as amended, the reporting person may exchange all or a portion of such person's Common Units of the LLC (together with the delivery of an equal number of shares of Class B Common Stock of the Issuer) for shares of Class A Common Stock of the Issuer on a one-for-one basis, subject to customary adjustments, or, at the option of the Issuer, cash (based on the then-market value of the Class A Common Stock). The Common Units do not expire.

F4 · derivative.expiration_date: Pursuant to the Amended and Restated Limited Liability Company Agreement of New Ryan Specialty, LLC, as amended, the reporting person may exchange all or a portion of such person's Common Units of the LLC (together with the delivery of an equal number of shares of Class B Common Stock of the Issuer) for shares of Class A Common Stock of the Issuer on a one-for-one basis, subject to customary adjustments, or, at the option of the Issuer, cash (based on the then-market value of the Class A Common Stock). The Common Units do not expire.

F2 · ownership.direct: The reporting person disclaims beneficial ownership except to the extent of his pecuniary interest therein.

SEC source: 0001562180-24-006693 · primarydocument.xml · derivative · entry 6

CORTEZI NICHOLAS DOMINIC · CIK 0001869971 · Director

10b5-1 filing: No plan indicated

Ownership: Indirect · By the Louise M. Cortezi Family Resource Trust dated January 1, 2018

Disclosed balance after: 626,232

Underlying: Class A Common Stock · 70,000 shares

Expires not disclosed

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F4 · derivative.exercise_date: Pursuant to the Amended and Restated Limited Liability Company Agreement of New Ryan Specialty, LLC, as amended, the reporting person may exchange all or a portion of such person's Common Units of the LLC (together with the delivery of an equal number of shares of Class B Common Stock of the Issuer) for shares of Class A Common Stock of the Issuer on a one-for-one basis, subject to customary adjustments, or, at the option of the Issuer, cash (based on the then-market value of the Class A Common Stock). The Common Units do not expire.

F4 · derivative.expiration_date: Pursuant to the Amended and Restated Limited Liability Company Agreement of New Ryan Specialty, LLC, as amended, the reporting person may exchange all or a portion of such person's Common Units of the LLC (together with the delivery of an equal number of shares of Class B Common Stock of the Issuer) for shares of Class A Common Stock of the Issuer on a one-for-one basis, subject to customary adjustments, or, at the option of the Issuer, cash (based on the then-market value of the Class A Common Stock). The Common Units do not expire.

F2 · ownership.direct: The reporting person disclaims beneficial ownership except to the extent of his pecuniary interest therein.

SEC source: 0001562180-24-006693 · primarydocument.xml · nonDerivative · entry 4

CORTEZI NICHOLAS DOMINIC · CIK 0001869971 · Director

10b5-1 filing: No plan indicated

Ownership: Indirect · By the Louise M. Cortezi Family Resource Trust dated January 1, 2018

Disclosed balance after: 70,000

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F2 · ownership.direct: The reporting person disclaims beneficial ownership except to the extent of his pecuniary interest therein.

SEC source: 0001562180-24-006693 · primarydocument.xml · nonDerivative · entry 3

CORTEZI NICHOLAS DOMINIC · CIK 0001869971 · Director

10b5-1 filing: No plan indicated

Ownership: Indirect · By the Louise M. Cortezi Family Resource Trust dated January 1, 2018

Disclosed balance after: 626,232

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F1 · security: Shares of Class B Common Stock, par value $0.001 per share, ("Class B Common Stock") do not represent economic interests in the Issuer. Except as provided in the Issuer's certificate of incorporation or as required by applicable law, holders of Class B Common Stock will be initially entitled to 10 votes per share on all matters to be voted on by the Issuer's stockholders generally. Upon exchange of Common Units ("Common Units") of New Ryan Specialty, LLC that are held by the Reporting Person and reported in Table II hereof, for an equal number of shares of Class A Common Stock, par value $0.001 per share, ("Class A Common Stock") of the Issuer, an equal number of shares of the Issuer's Class B Common Stock will be cancelled for no consideration.

F2 · ownership.direct: The reporting person disclaims beneficial ownership except to the extent of his pecuniary interest therein.

SEC source: 0001562180-24-006693 · primarydocument.xml · nonDerivative · entry 2

CORTEZI NICHOLAS DOMINIC · CIK 0001869971 · Director

10b5-1 filing: No plan indicated

Ownership: Indirect · By the Louise M. Cortezi Family Trust dated April 7, 2012

Disclosed balance after: 430,000

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

SEC source: 0001562180-24-006693 · primarydocument.xml · nonDerivative · entry 1

CORTEZI NICHOLAS DOMINIC · CIK 0001869971 · Director

10b5-1 filing: No plan indicated

Ownership: Indirect · By the Louise M. Cortezi Family Trust dated April 7, 2012

Disclosed balance after: 3,682,039

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F1 · security: Shares of Class B Common Stock, par value $0.001 per share, ("Class B Common Stock") do not represent economic interests in the Issuer. Except as provided in the Issuer's certificate of incorporation or as required by applicable law, holders of Class B Common Stock will be initially entitled to 10 votes per share on all matters to be voted on by the Issuer's stockholders generally. Upon exchange of Common Units ("Common Units") of New Ryan Specialty, LLC that are held by the Reporting Person and reported in Table II hereof, for an equal number of shares of Class A Common Stock, par value $0.001 per share, ("Class A Common Stock") of the Issuer, an equal number of shares of the Issuer's Class B Common Stock will be cancelled for no consideration.

F2 · ownership.direct: The reporting person disclaims beneficial ownership except to the extent of his pecuniary interest therein.

SEC source: 0001562180-24-006568 · primarydocument.xml · nonDerivative · entry 4

CORTEZI NICHOLAS DOMINIC · CIK 0001869971 · Director

10b5-1 filing: No plan indicated

Ownership: Indirect · By the Louise M. Cortezi Family Resource Trust dated January 1, 2018

Disclosed balance after: 0

F3 · price: The price reported is a weighted average price. These shares of Class A Common Stock, par value $0.001, (the "Class A Common Stock") of Ryan Specialty Holdings, Inc. (the "Issuer") were sold in multiple transactions ranging from $64.37 to $64.9899, inclusive. The Reporting Person undertakes to provide to the Issuer, any security holder of the Issuer, or the staff of the Securities and Exchange Commission, upon request, full information regarding the number of shares of Class A Common Stock sold at each separate price in the ranges set forth in this footnote.

F2 · ownership.direct: The reporting person disclaims beneficial ownership except to the extent of his pecuniary interest therein.

SEC source: 0001562180-24-006568 · primarydocument.xml · nonDerivative · entry 3

CORTEZI NICHOLAS DOMINIC · CIK 0001869971 · Director

10b5-1 filing: No plan indicated

Ownership: Indirect · By the Louise M. Cortezi Family Trust dated April 7, 2012

Disclosed balance after: 0

F3 · price: The price reported is a weighted average price. These shares of Class A Common Stock, par value $0.001, (the "Class A Common Stock") of Ryan Specialty Holdings, Inc. (the "Issuer") were sold in multiple transactions ranging from $64.37 to $64.9899, inclusive. The Reporting Person undertakes to provide to the Issuer, any security holder of the Issuer, or the staff of the Securities and Exchange Commission, upon request, full information regarding the number of shares of Class A Common Stock sold at each separate price in the ranges set forth in this footnote.

F2 · ownership.direct: The reporting person disclaims beneficial ownership except to the extent of his pecuniary interest therein.

SEC source: 0001562180-24-006568 · primarydocument.xml · nonDerivative · entry 2

CORTEZI NICHOLAS DOMINIC · CIK 0001869971 · Director

10b5-1 filing: No plan indicated

Ownership: Indirect · By the Louise M. Cortezi Family Resource Trust dated January 1, 2018

Disclosed balance after: 2,685

F1 · price: The price reported is a weighted average price. These shares of Class A Common Stock, par value $0.001, (the "Class A Common Stock") of Ryan Specialty Holdings, Inc. (the "Issuer") were sold in multiple transactions ranging from $64.50 to $65.01, inclusive. The Reporting Person undertakes to provide to the Issuer, any security holder of the Issuer, or the staff of the Securities and Exchange Commission, upon request, full information regarding the number of shares of Class A Common Stock sold at each separate price in the ranges set forth in this footnote.

F2 · ownership.direct: The reporting person disclaims beneficial ownership except to the extent of his pecuniary interest therein.

SEC source: 0001562180-24-006568 · primarydocument.xml · nonDerivative · entry 1

CORTEZI NICHOLAS DOMINIC · CIK 0001869971 · Director

10b5-1 filing: No plan indicated

Ownership: Indirect · By the Louise M. Cortezi Family Trust dated April 7, 2012

Disclosed balance after: 15,857

F1 · price: The price reported is a weighted average price. These shares of Class A Common Stock, par value $0.001, (the "Class A Common Stock") of Ryan Specialty Holdings, Inc. (the "Issuer") were sold in multiple transactions ranging from $64.50 to $65.01, inclusive. The Reporting Person undertakes to provide to the Issuer, any security holder of the Issuer, or the staff of the Securities and Exchange Commission, upon request, full information regarding the number of shares of Class A Common Stock sold at each separate price in the ranges set forth in this footnote.

F2 · ownership.direct: The reporting person disclaims beneficial ownership except to the extent of his pecuniary interest therein.

SEC source: 0001145038-25-000004 · wk-form5_1756859370.xml · nonDerivative · entry 3

RYAN PATRICK G JR · CIK 0001145038 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 256,076.96

F1 · shares: Represents shares acquired by the reporting person's spouse pursuant to brokerage dividend reinvestments elected prior to the reporting person becoming an insider. The reported transactions originally qualified for deferred reporting pursuant to Rule 16a-6 of the Securities Exchange Act of 1934.

SEC source: 0001562180-24-006534 · primarydocument.xml · nonDerivative · entry 4

CORTEZI NICHOLAS DOMINIC · CIK 0001869971 · Director

10b5-1 filing: No plan indicated

Ownership: Indirect · By the Louise M. Cortezi Family Resource Trust dated January 1, 2018

Disclosed balance after: 3,463

F3 · price: The price reported is a weighted average price. These shares of Class A Common Stock, par value $0.001, (the "Class A Common Stock") of Ryan Specialty Holdings, Inc. (the "Issuer") were sold in multiple transactions ranging from $64.50 to $64.69, inclusive. The Reporting Person undertakes to provide to the Issuer, any security holder of the Issuer, or the staff of the Securities and Exchange Commission, upon request, full information regarding the number of shares of Class A Common Stock sold at each separate price in the ranges set forth in this footnote.

F2 · ownership.direct: The reporting person disclaims beneficial ownership except to the extent of his pecuniary interest therein.

SEC source: 0001562180-24-006534 · primarydocument.xml · nonDerivative · entry 3

CORTEZI NICHOLAS DOMINIC · CIK 0001869971 · Director

10b5-1 filing: No plan indicated

Ownership: Indirect · By the Louise M. Cortezi Family Trust dated April 7, 2012

Disclosed balance after: 20,454

F3 · price: The price reported is a weighted average price. These shares of Class A Common Stock, par value $0.001, (the "Class A Common Stock") of Ryan Specialty Holdings, Inc. (the "Issuer") were sold in multiple transactions ranging from $64.50 to $64.69, inclusive. The Reporting Person undertakes to provide to the Issuer, any security holder of the Issuer, or the staff of the Securities and Exchange Commission, upon request, full information regarding the number of shares of Class A Common Stock sold at each separate price in the ranges set forth in this footnote.

F2 · ownership.direct: The reporting person disclaims beneficial ownership except to the extent of his pecuniary interest therein.

SEC source: 0001562180-24-006534 · primarydocument.xml · nonDerivative · entry 2

CORTEZI NICHOLAS DOMINIC · CIK 0001869971 · Director

10b5-1 filing: No plan indicated

Ownership: Indirect · By the Louise M. Cortezi Family Resource Trust dated January 1, 2018

Disclosed balance after: 3,800

F1 · price: The price reported is a weighted average price. These shares of Class A Common Stock, par value $0.001, (the "Class A Common Stock") of Ryan Specialty Holdings, Inc. (the "Issuer") were sold in multiple transactions ranging from $64.50 to $64.85, inclusive. The Reporting Person undertakes to provide to the Issuer, any security holder of the Issuer, or the staff of the Securities and Exchange Commission, upon request, full information regarding the number of shares of Class A Common Stock sold at each separate price in the ranges set forth in this footnote.

F2 · ownership.direct: The reporting person disclaims beneficial ownership except to the extent of his pecuniary interest therein.

SEC source: 0001562180-24-006534 · primarydocument.xml · nonDerivative · entry 1

CORTEZI NICHOLAS DOMINIC · CIK 0001869971 · Director

10b5-1 filing: No plan indicated

Ownership: Indirect · By the Louise M. Cortezi Family Trust dated April 7, 2012

Disclosed balance after: 22,442

F1 · price: The price reported is a weighted average price. These shares of Class A Common Stock, par value $0.001, (the "Class A Common Stock") of Ryan Specialty Holdings, Inc. (the "Issuer") were sold in multiple transactions ranging from $64.50 to $64.85, inclusive. The Reporting Person undertakes to provide to the Issuer, any security holder of the Issuer, or the staff of the Securities and Exchange Commission, upon request, full information regarding the number of shares of Class A Common Stock sold at each separate price in the ranges set forth in this footnote.

F2 · ownership.direct: The reporting person disclaims beneficial ownership except to the extent of his pecuniary interest therein.

SEC source: 0001562180-24-006471 · primarydocument.xml · nonDerivative · entry 6

CORTEZI NICHOLAS DOMINIC · CIK 0001869971 · Director

10b5-1 filing: No plan indicated

Ownership: Indirect · By the Louise M. Cortezi Family Resource Trust dated January 1, 2018

Disclosed balance after: 4,047

F4 · price: The price reported is a weighted average price. These shares of Class A Common Stock, par value $0.001, (the "Class A Common Stock") of Ryan Specialty Holdings, Inc. (the "Issuer") were sold in multiple transactions ranging from $64.50 to $65.38, inclusive. The Reporting Person undertakes to provide to the Issuer, any security holder of the Issuer, or the staff of the Securities and Exchange Commission, upon request, full information regarding the number of shares of Class A Common Stock sold at each separate price in the ranges set forth in this footnote.

F2 · ownership.direct: The reporting person disclaims beneficial ownership except to the extent of his pecuniary interest therein.

SEC source: 0001562180-24-006471 · primarydocument.xml · nonDerivative · entry 5

CORTEZI NICHOLAS DOMINIC · CIK 0001869971 · Director

10b5-1 filing: No plan indicated

Ownership: Indirect · By the Louise M. Cortezi Family Trust dated April 7, 2012

Disclosed balance after: 23,898

F4 · price: The price reported is a weighted average price. These shares of Class A Common Stock, par value $0.001, (the "Class A Common Stock") of Ryan Specialty Holdings, Inc. (the "Issuer") were sold in multiple transactions ranging from $64.50 to $65.38, inclusive. The Reporting Person undertakes to provide to the Issuer, any security holder of the Issuer, or the staff of the Securities and Exchange Commission, upon request, full information regarding the number of shares of Class A Common Stock sold at each separate price in the ranges set forth in this footnote.

F2 · ownership.direct: The reporting person disclaims beneficial ownership except to the extent of his pecuniary interest therein.

SEC source: 0001562180-24-006471 · primarydocument.xml · nonDerivative · entry 4

CORTEZI NICHOLAS DOMINIC · CIK 0001869971 · Director

10b5-1 filing: No plan indicated

Ownership: Indirect · By the Louise M. Cortezi Family Resource Trust dated January 1, 2018

Disclosed balance after: 9,115

F3 · price: The price reported is a weighted average price. These shares of Class A Common Stock, par value $0.001, (the "Class A Common Stock") of Ryan Specialty Holdings, Inc. (the "Issuer") were sold in multiple transactions ranging from $64.70 to $65.47, inclusive. The Reporting Person undertakes to provide to the Issuer, any security holder of the Issuer, or the staff of the Securities and Exchange Commission, upon request, full information regarding the number of shares of Class A Common Stock sold at each separate price in the ranges set forth in this footnote.

F2 · ownership.direct: The reporting person disclaims beneficial ownership except to the extent of his pecuniary interest therein.

SEC source: 0001562180-24-006471 · primarydocument.xml · nonDerivative · entry 3

CORTEZI NICHOLAS DOMINIC · CIK 0001869971 · Director

10b5-1 filing: No plan indicated

Ownership: Indirect · By the Louise M. Cortezi Family Trust dated April 7, 2012

Disclosed balance after: 53,830

F3 · price: The price reported is a weighted average price. These shares of Class A Common Stock, par value $0.001, (the "Class A Common Stock") of Ryan Specialty Holdings, Inc. (the "Issuer") were sold in multiple transactions ranging from $64.70 to $65.47, inclusive. The Reporting Person undertakes to provide to the Issuer, any security holder of the Issuer, or the staff of the Securities and Exchange Commission, upon request, full information regarding the number of shares of Class A Common Stock sold at each separate price in the ranges set forth in this footnote.

F2 · ownership.direct: The reporting person disclaims beneficial ownership except to the extent of his pecuniary interest therein.

SEC source: 0001562180-24-006399 · primarydocument.xml · nonDerivative · entry 4

MULSHINE BRENDAN MARTIN · CIK 0001869959 · EVP & Chief Revenue Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 0

F3 · price: The price reported is a weighted average price. These shares of Class A Common Stock, par value $0.001, (the "Class A Common Stock") of Ryan Specialty Holdings, Inc. (the "Issuer") were sold in multiple transactions ranging from $64.22 to $64.65, inclusive. The Reporting Person undertakes to provide to the Issuer, any security holder of the Issuer, or the staff of the Securities and Exchange Commission, upon request, full information regarding the number of shares of Class A Common Stock sold at each separate price in the ranges set forth in this footnote.

SEC source: 0001562180-24-006471 · primarydocument.xml · nonDerivative · entry 2

CORTEZI NICHOLAS DOMINIC · CIK 0001869971 · Director

10b5-1 filing: No plan indicated

Ownership: Indirect · By the Louise M. Cortezi Family Resource Trust dated January 1, 2018

Disclosed balance after: 14,183

F1 · price: The price reported is a weighted average price. These shares of Class A Common Stock, par value $0.001, (the "Class A Common Stock") of Ryan Specialty Holdings, Inc. (the "Issuer") were sold in multiple transactions ranging from $64.50 to $65.22, inclusive. The Reporting Person undertakes to provide to the Issuer, any security holder of the Issuer, or the staff of the Securities and Exchange Commission, upon request, full information regarding the number of shares of Class A Common Stock sold at each separate price in the ranges set forth in this footnote.

F2 · ownership.direct: The reporting person disclaims beneficial ownership except to the extent of his pecuniary interest therein.