RYAN

SEC source: 0001145038-26-000002 · wk-form4_1771971338.xml · nonDerivative · entry 3

RYAN PATRICK G JR · CIK 0001145038 · Director

10b5-1 filing: No plan indicated

Ownership: Indirect · By Trusts

Disclosed balance after: 428,295

F2 · ownership.nature: Shares of Class A Common Stock of Ryan Specialty Holdings, Inc. are held in trusts, for which the reporting person is trustee, which trusts are for the benefit of the reporting person and/or his family members. The reporting person disclaims beneficial ownership except to the extent of his pecuniary interest therein.

SEC source: 0001145038-26-000002 · wk-form4_1771971338.xml · nonDerivative · entry 2

RYAN PATRICK G JR · CIK 0001145038 · Director

10b5-1 filing: No plan indicated

Ownership: Indirect · By Trusts

Disclosed balance after: 426,795

F1 · price: The price reported is a weighted average price. These shares of Class A Common Stock of the Issuer were purchased in multiple transactions ranging from $39.19 to $40.18, 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 purchased at each separate price in the ranges set forth in this footnote.

F2 · ownership.nature: Shares of Class A Common Stock of Ryan Specialty Holdings, Inc. are held in trusts, for which the reporting person is trustee, which trusts are for the benefit of the reporting person and/or his family members. The reporting person disclaims beneficial ownership except to the extent of his pecuniary interest therein.

SEC source: 0001145038-26-000002 · wk-form4_1771971338.xml · nonDerivative · entry 1

RYAN PATRICK G JR · CIK 0001145038 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 256,559.053

SEC source: 0001870059-25-000003 · wk-form4_1765802006.xml · nonDerivative · entry 2

TURNER TIMOTHY WILLIAM · CIK 0001870059 · Director · Chief Executive Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 12,553

F2 · kind: The shares were sold by the Reporting Person to satisfy a separation of assets obligation as required by the Reporting Person's divorce settlement.

F3 · price: The shares of Class A Common Stock were sold pursuant to a block trade transaction at a discount from the market price.

SEC source: 0001870059-25-000003 · wk-form4_1765802006.xml · derivative · entry 3

TURNER TIMOTHY WILLIAM · CIK 0001870059 · Director · Chief Executive Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 165,942

Underlying: Class A Common Stock · 129,964 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 $23.14. 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 seven distributions for a total amount of $0.36 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 Ryan Specialty Group, LLC. 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 Ryan Specialty Group, LLC. 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 Ryan Specialty Group, LLC. 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.

SEC source: 0001870059-25-000003 · wk-form4_1765802006.xml · nonDerivative · entry 1

TURNER TIMOTHY WILLIAM · CIK 0001870059 · Director · Chief Executive Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 142,123

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 · price: The Class C Common Incentive Units were exchanged, pursuant to the terms of the operating agreement of New Ryan Specialty, LLC (the "LLC"), 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: 0001145037-25-000005 · wk-form4_1765574240.xml · nonDerivative · entry 1

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

10b5-1 filing: No plan indicated

Ownership: Indirect · By Insider Living Trusts

Disclosed balance after: 13,697,859

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

F2 · ownership.nature: By reporting person and spouse, as co-trustees of the Patrick G. Ryan Living Trust dated July 10, 2001 and the Shirley W. Ryan Living Trust dated July 10, 2001, with the reported gift made 50% from each trust.

SEC source: 0001145038-25-000007 · wk-form4_1765574350.xml · nonDerivative · entry 1

RYAN PATRICK G JR · CIK 0001145038 · Director

10b5-1 filing: No plan indicated

Ownership: Indirect · By Trusts

Disclosed balance after: 402,795

F1 · ownership.nature: Shares of Class A Common Stock of Ryan Specialty Holdings, Inc. are held in trusts, for which the reporting person is trustee, which trusts are for the benefit of the reporting person and/or his family members. The reporting person disclaims beneficial ownership except to the extent of his pecuniary interest therein.

SEC source: 0000895345-25-000390 · form4.xml · nonDerivative · entry 1

ONEX CORP · CIK 0000937226 · Director

Onex RSG GP Inc. · CIK 0001871725 · Director

Onex RSG Holdings LP · CIK 0001871656 · Director

Onex RSG LP · CIK 0001871724 · Director

SCHWARTZ GERALD W · CIK 0001275599 · Director

Joint disclosure: these amounts are not allocated separately to each reporting owner.

10b5-1 filing: No plan indicated

Ownership: Indirect · See footnotes

Disclosed balance after: 0

F1 · ownership.nature: Following the transaction reported above, no shares of the Issuer's Class A Common Stock are held by any of the Reporting Persons.

F2 · ownership.nature: Onex Corporation owns all of the equity of Onex RSG GP Inc., which is the general partner of Onex RSG LP and Onex RSG Holdings LP. Mr. Gerald W. Schwartz, the Chairman of Onex Corporation, indirectly owns shares representing a majority of the voting rights of the shares of Onex Corporation. Each of Onex RSG GP Inc., Onex Corporation and Mr. Schwartz disclaim beneficial ownership over the shares of Class A Common Stock held prior to the transaction reported herein by Onex RSG LP and Onex RSG Holdings LP except to the extent of their pecuniary interests therein.

SEC source: 0001145037-25-000003 · wk-form4_1757938659.xml · nonDerivative · entry 1

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

10b5-1 filing: No plan indicated

Ownership: Indirect · By Insider Living Trusts

Disclosed balance after: 13,699,959

F1 · price: The price reported is a weighted average price. These shares of Class A Common Stock of the Issuer were purchased in multiple transactions ranging from $51.39 to $52.12, 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 purchased at each separate price in the ranges set forth in this footnote. All shares were purchased in accordance with the daily volume and other limitations and requirements of Rule 10b-18.

F2 · ownership.nature: By reporting person and spouse, as co-trustees of the Patrick G. Ryan Living Trust dated July 10, 2001 and the Shirley W. Ryan Living Trust dated July 10, 2001, with the reported purchases made 50% in each trust.

SEC source: 0001145038-25-000005 · wk-form4_1756859440.xml · nonDerivative · entry 4

RYAN PATRICK G JR · CIK 0001145038 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 256,194.053

SEC source: 0001145038-25-000005 · wk-form4_1756859440.xml · nonDerivative · entry 3

RYAN PATRICK G JR · CIK 0001145038 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 256,094.053

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: 0001628280-25-035797 · wk-form4_1753310759.xml · derivative · entry 3

Hamilton Janice M · CIK 0002039801 · Chief Financial Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 46,568

Underlying: Class A Common Stock · 5,821 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.

F2 · derivative.exercise_price: Represents Restricted LLC Units of New Ryan Specialty, LLC granted on July 23, 2021 which vest 10% each year from July 22, 2024 to July 22, 2030 and 30% on July 22, 2031. Such grant was approved by the Board of the Issuer for purposes of Rule 16(b)(3). Each Restricted LLC Unit represents a contingent right to receive on vesting (i) one Common Unit of the LLC and one share of Class B common stock of the Issuer or (ii) at the option of the issuer, one share of Class A common stock of the Issuer. The Common Units are exchangeable on a one-for-one basis for Class A Common Stock of the Issuer.

F2 · derivative.exercise_date: Represents Restricted LLC Units of New Ryan Specialty, LLC granted on July 23, 2021 which vest 10% each year from July 22, 2024 to July 22, 2030 and 30% on July 22, 2031. Such grant was approved by the Board of the Issuer for purposes of Rule 16(b)(3). Each Restricted LLC Unit represents a contingent right to receive on vesting (i) one Common Unit of the LLC and one share of Class B common stock of the Issuer or (ii) at the option of the issuer, one share of Class A common stock of the Issuer. The Common Units are exchangeable on a one-for-one basis for Class A Common Stock of the Issuer.

F2 · derivative.expiration_date: Represents Restricted LLC Units of New Ryan Specialty, LLC granted on July 23, 2021 which vest 10% each year from July 22, 2024 to July 22, 2030 and 30% on July 22, 2031. Such grant was approved by the Board of the Issuer for purposes of Rule 16(b)(3). Each Restricted LLC Unit represents a contingent right to receive on vesting (i) one Common Unit of the LLC and one share of Class B common stock of the Issuer or (ii) at the option of the issuer, one share of Class A common stock of the Issuer. The Common Units are exchangeable on a one-for-one basis for Class A Common Stock of the Issuer.

SEC source: 0001628280-25-035797 · wk-form4_1753310759.xml · nonDerivative · entry 2

Hamilton Janice M · CIK 0002039801 · Chief Financial Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 8,274

SEC source: 0001628280-25-035797 · wk-form4_1753310759.xml · nonDerivative · entry 1

Hamilton Janice M · CIK 0002039801 · Chief Financial Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 10,586

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 · price: The Restricted LLC Units of New Ryan Specialty, LLC (the "LLC") vested and, at the option of the Issuer, settled into shares of Class A common stock of the Issuer.

SEC source: 0001628280-25-031629 · wk-form4_1750107107.xml · nonDerivative · entry 4

Bienen Henry S · CIK 0001304250 · Director

10b5-1 filing: No plan indicated

Ownership: Indirect · In Henry S. Bienen 1997 Trust Dated November 10, 1997

Disclosed balance after: 24,738

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

SEC source: 0001628280-25-031912 · wk-form4_1750195011.xml · derivative · entry 4

KATZ MARK STEPHEN · CIK 0001869960 · EVP & General Counsel

10b5-1 filing: Plan reported

Ownership: Direct

Disclosed balance after: 89,397

Underlying: Class A Common Stock · 9,476 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.

F3 · 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 $23.24. 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 six distributions for a total amount of $0.26 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 Ryan Specialty Group, LLC which vest in equal amounts on the third, fourth and fifth 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 Common Units as described in footnote 1, 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 Ryan Specialty Group, LLC which vest in equal amounts on the third, fourth and fifth 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 Common Units as described in footnote 1, 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 Ryan Specialty Group, LLC which vest in equal amounts on the third, fourth and fifth 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 Common Units as described in footnote 1, 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.

F1 · 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. The transactions reported in this Form 4 occurred automatically pursuant to a Rule 10b5-1 trading plan adopted by the reporting person on March 14, 2025.

SEC source: 0001628280-25-031912 · wk-form4_1750195011.xml · derivative · entry 3

KATZ MARK STEPHEN · CIK 0001869960 · EVP & General Counsel

10b5-1 filing: Plan reported

Ownership: Direct

Disclosed balance after: 477,500

Underlying: Class A Common Stock · 4,901 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.

F3 · 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 $23.24. 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 six distributions for a total amount of $0.26 per unit with respect to its Common Units since the Reporting Person's Class C Common Incentive Units were issued.

F4 · price: Represents Class C Common Incentive Units of the LLC which vest 10% each year on the anniversary of the grant date from July 22, 2024 until July 22, 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 footnote 1, 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.

F4 · 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 22, 2024 until July 22, 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 footnote 1, 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.

F4 · 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 22, 2024 until July 22, 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 footnote 1, 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.

F1 · 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. The transactions reported in this Form 4 occurred automatically pursuant to a Rule 10b5-1 trading plan adopted by the reporting person on March 14, 2025.

SEC source: 0001628280-25-031912 · wk-form4_1750195011.xml · nonDerivative · entry 2

KATZ MARK STEPHEN · CIK 0001869960 · EVP & General Counsel

10b5-1 filing: Plan reported

Ownership: Direct

Disclosed balance after: 1,117

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 $65.64 to $66.14, 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: 0001628280-25-031912 · wk-form4_1750195011.xml · nonDerivative · entry 1

KATZ MARK STEPHEN · CIK 0001869960 · EVP & General Counsel

10b5-1 filing: Plan reported

Ownership: Direct

Disclosed balance after: 15,494

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 · 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. The transactions reported in this Form 4 occurred automatically pursuant to a Rule 10b5-1 trading plan adopted by the reporting person on March 14, 2025.

SEC source: 0001628280-25-031629 · wk-form4_1750107107.xml · nonDerivative · entry 3

Bienen Henry S · CIK 0001304250 · Director

10b5-1 filing: No plan indicated

Ownership: Indirect · In Leigh Buchanan Bienen 1997 Trust Dated November 10, 1997

Disclosed balance after: 28,590

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

SEC source: 0001628280-25-031629 · wk-form4_1750107107.xml · nonDerivative · entry 2

Bienen Henry S · CIK 0001304250 · Director

10b5-1 filing: No plan indicated

Ownership: Indirect · In Henry S. Bienen 1997 Trust Dated November 10, 1997

Disclosed balance after: 25,638

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

SEC source: 0001628280-25-031629 · wk-form4_1750107107.xml · nonDerivative · entry 1

Bienen Henry S · CIK 0001304250 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 0

SEC source: 0001628280-25-029672 · wk-form4_1749155055.xml · nonDerivative · entry 2

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: 66,467

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

SEC source: 0001628280-25-029672 · wk-form4_1749155055.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: 71,467

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

SEC source: 0001628280-25-029065 · wk-form4_1748982243.xml · nonDerivative · entry 1

COLLINS MICHELLE L · CIK 0001057687 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 13,462

F1 · shares: The reported securities represent Restricted Stock Units that vested immediately upon grant for which the reporting person has elected to defer settlement until their separation from service on the board of directors. Such grant was approved by the Board of the Issuer for purposes of Rule 16(b)(3)

F2 · balance_after: Includes 10,462 Restricted Stock Units that vested immediately upon grant for which the reporting person has elected to defer settlement until their separation from service on the board of directors.

SEC source: 0001628280-25-029084 · wk-form4_1748982665.xml · nonDerivative · entry 1

ROGERS JOHN W JR · CIK 0000938885 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 104,676

F1 · shares: The reported securities represent Restricted Stock Units that vested immediately upon grant for which the reporting person has elected to defer settlement until their separation from service on the board of directors. Such grant was approved by the Board of the Issuer for purposes of Rule 16(b)(3)

F2 · balance_after: Includes 9,513 Restricted Stock Units that vested immediately upon grant for which the reporting person has elected to defer settlement until their separation from service on the board of directors.

SEC source: 0001628280-25-029082 · wk-form4_1748982568.xml · nonDerivative · entry 1

OHALLERAN MICHAEL D · CIK 0001023265 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 233,206

F1 · shares: The reported securities represent Restricted Stock Units that vested immediately upon grant for which the reporting person has elected to defer settlement until their separation from service on the board of directors. Such grant was approved by the Board of the Issuer for purposes of Rule 16(b)(3)

F2 · balance_after: Includes 14,823 Restricted Stock Units (RSUs) that vested immediately upon grant for which the reporting person has elected to defer settlement until their separation from service on the board of directors. Corrects a typographical error in Footnote 2 of the reporting person's Form 4 filed on 05/02/2024 which should have reported 12,500 RSUs that had a deferred election.

SEC source: 0001628280-25-029089 · wk-form4_1748982796.xml · nonDerivative · entry 1

RYAN PATRICK G JR · CIK 0001145038 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 256,056

F1 · shares: The reported securities represent Restricted Stock Units that vested immediately upon grant. Such grant was approved by the Board of the Issuer for purposes of Rule 16(b)(3)

SEC source: 0001628280-25-029080 · wk-form4_1748982508.xml · nonDerivative · entry 1

Kuczinski Anthony J · CIK 0001976607 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 4,315

F1 · shares: The reported securities represent Restricted Stock Units that vested immediately upon grant for which the reporting person has elected to defer settlement until their separation from service on the board of directors. Such grant was approved by the Board of the Issuer for purposes of Rule 16(b)(3)

F2 · balance_after: Includes 2,323 Restricted Stock Units that vested immediately upon grant for which the reporting person has elected to defer settlement until their separation from service on the board of directors.

SEC source: 0001628280-25-029072 · wk-form4_1748982380.xml · nonDerivative · entry 1

CORTEZI NICHOLAS DOMINIC · CIK 0001869971 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 5,020

F1 · shares: The reported securities represent Restricted Stock Units that vested immediately upon grant for which the reporting person has elected to defer settlement until their separation from service on the board of directors. Such grant was approved by the Board of the Issuer for purposes of Rule 16(b)(3)

F1 · balance_after: The reported securities represent Restricted Stock Units that vested immediately upon grant for which the reporting person has elected to defer settlement until their separation from service on the board of directors. Such grant was approved by the Board of the Issuer for purposes of Rule 16(b)(3)

SEC source: 0001628280-25-029076 · wk-form4_1748982449.xml · nonDerivative · entry 1

FINDLAY D CAMERON · CIK 0001246570 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 73,728

F1 · shares: The reported securities represent Restricted Stock Units that vested immediately upon grant . Such grant was approved by the Board of the Issuer for purposes of Rule 16(b)(3)

SEC source: 0001628280-25-029061 · wk-form4_1748982155.xml · nonDerivative · entry 1

BOLGER DAVID P · CIK 0001220116 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 14,823

F1 · shares: The reported securities represent Restricted Stock Units that vested immediately upon grant for which the reporting person has elected to defer settlement until their separation from service on the board of directors. Such grant was approved by the Board of the Issuer for purposes of Rule 16(b)(3)

F1 · balance_after: The reported securities represent Restricted Stock Units that vested immediately upon grant for which the reporting person has elected to defer settlement until their separation from service on the board of directors. Such grant was approved by the Board of the Issuer for purposes of Rule 16(b)(3)

SEC source: 0001628280-25-029058 · wk-form4_1748982038.xml · nonDerivative · entry 1

Bienen Henry S · CIK 0001304250 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 2,323

F1 · shares: The reported securities represent Restricted Stock Units that vested immediately upon grant. Such grant was approved by the Board of the Issuer for purposes of Rule 16(b)(3)

SEC source: 0001628280-25-029069 · wk-form4_1748982312.xml · nonDerivative · entry 1

Cornelli Francesca · CIK 0001831818 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 4,620

F1 · shares: The reported securities represent Restricted Stock Units that vested immediately upon grant for which the reporting person has elected to defer settlement until their separation from service on the board of directors. Such grant was approved by the Board of the Issuer for purposes of Rule 16(b)(3)

F1 · balance_after: The reported securities represent Restricted Stock Units that vested immediately upon grant for which the reporting person has elected to defer settlement until their separation from service on the board of directors. Such grant was approved by the Board of the Issuer for purposes of Rule 16(b)(3)

SEC source: 0001145038-25-000005 · wk-form4_1756859440.xml · nonDerivative · entry 2

RYAN PATRICK G JR · CIK 0001145038 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 256,088.894

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: 0001628280-25-026525 · wk-form4_1747686158.xml · nonDerivative · entry 1

BICKHAM JEREMIAH RAWLINS · CIK 0001871157 · President

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 2,159

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 $70.00 to $70.32, 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: 0001628280-25-026078 · wk-form4_1747346426.xml · derivative · entry 3

BICKHAM JEREMIAH RAWLINS · CIK 0001871157 · President

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 179,508

Underlying: Class A Common Stock · 50,000 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.

F2 · derivative.exercise_price: Each Common Unit, together with a share of Class B Common Stock, may be converted by the holder into one share of Class A Common Stock at any time. The LLC Common Units do not expire.

F1 · price: 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 · derivative.exercise_date: Each Common Unit, together with a share of Class B Common Stock, may be converted by the holder into one share of Class A Common Stock at any time. The LLC Common Units do not expire.

F2 · derivative.expiration_date: Each Common Unit, together with a share of Class B Common Stock, may be converted by the holder into one share of Class A Common Stock at any time. The LLC Common Units do not expire.

SEC source: 0001628280-25-026078 · wk-form4_1747346426.xml · nonDerivative · entry 2

BICKHAM JEREMIAH RAWLINS · CIK 0001871157 · President

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 52,159

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: 0001628280-25-026078 · wk-form4_1747346426.xml · nonDerivative · entry 1

BICKHAM JEREMIAH RAWLINS · CIK 0001871157 · President

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 179,508

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.

SEC source: 0001628280-25-025117 · wk-form4_1747168501.xml · nonDerivative · entry 1

Kuczinski Anthony J · CIK 0001976607 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 1,992

SEC source: 0001628280-25-025106 · wk-form4_1747168296.xml · nonDerivative · entry 1

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

10b5-1 filing: No plan indicated

Ownership: Indirect · By Insider Living Trusts

Disclosed balance after: 13,423,325

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

F2 · ownership.nature: By reporting person and spouse, as co-trustees of the Patrick G. Ryan Living Trust dated July 10, 2001 and the Shirley W. Ryan Living Trust dated July 10, 2001, with the reported gift made 50% from each trust.

SEC source: 0001628280-25-016339 · wk-form4_1743635236.xml · derivative · entry 3

Wuller Benjamin MIles · CIK 0002043751 · CEO RSUM

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 0

Underlying: Class A Common Stock · 2,726 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.

F2 · derivative.exercise_price: Represents Restricted LLC Units of the LLC granted on March 18, 2022 which vested on April 1, 2025. Such grant was approved by the Board of the Issuer for purposes of Rule 16(b)(3). Each Restricted LLC Unit represents a contingent right to receive on vesting (i) one Common Unit of the LLC and one share of Class B common stock of the Issuer or (ii) at the option of the issuer, one share of Class A common stock of the Issuer. The Common Units are exchangeable on a one-for-one basis for Class A common stock.

F2 · derivative.exercise_date: Represents Restricted LLC Units of the LLC granted on March 18, 2022 which vested on April 1, 2025. Such grant was approved by the Board of the Issuer for purposes of Rule 16(b)(3). Each Restricted LLC Unit represents a contingent right to receive on vesting (i) one Common Unit of the LLC and one share of Class B common stock of the Issuer or (ii) at the option of the issuer, one share of Class A common stock of the Issuer. The Common Units are exchangeable on a one-for-one basis for Class A common stock.

F2 · derivative.expiration_date: Represents Restricted LLC Units of the LLC granted on March 18, 2022 which vested on April 1, 2025. Such grant was approved by the Board of the Issuer for purposes of Rule 16(b)(3). Each Restricted LLC Unit represents a contingent right to receive on vesting (i) one Common Unit of the LLC and one share of Class B common stock of the Issuer or (ii) at the option of the issuer, one share of Class A common stock of the Issuer. The Common Units are exchangeable on a one-for-one basis for Class A common stock.

SEC source: 0001628280-25-016339 · wk-form4_1743635236.xml · nonDerivative · entry 2

Wuller Benjamin MIles · CIK 0002043751 · CEO RSUM

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 94,095

SEC source: 0001628280-25-016339 · wk-form4_1743635236.xml · nonDerivative · entry 1

Wuller Benjamin MIles · CIK 0002043751 · CEO RSUM

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 95,303

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 · price: The Restricted LLC Units of New Ryan Specialty, LLC (the "LLC") vested and, at the option of the Issuer, settled into shares of Class A common stock of the Issuer.

SEC source: 0001628280-25-016333 · wk-form4_1743635084.xml · derivative · entry 3

Hamilton Janice M · CIK 0002039801 · Chief Financial Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 0

Underlying: Class A Common Stock · 458 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.

F2 · derivative.exercise_price: Represents Restricted LLC Units of the LLC granted on March 18, 2022 which vested on April 1, 2025. Such grant was approved by the Board of the Issuer for purposes of Rule 16(b)(3). Each Restricted LLC Unit represents a contingent right to receive on vesting (i) one Common Unit of the LLC and one share of Class B common stock of the Issuer or (ii) at the option of the issuer, one share of Class A common stock of the Issuer. The Common Units are exchangeable on a one-for-one basis for Class A common stock.

F2 · derivative.exercise_date: Represents Restricted LLC Units of the LLC granted on March 18, 2022 which vested on April 1, 2025. Such grant was approved by the Board of the Issuer for purposes of Rule 16(b)(3). Each Restricted LLC Unit represents a contingent right to receive on vesting (i) one Common Unit of the LLC and one share of Class B common stock of the Issuer or (ii) at the option of the issuer, one share of Class A common stock of the Issuer. The Common Units are exchangeable on a one-for-one basis for Class A common stock.

F2 · derivative.expiration_date: Represents Restricted LLC Units of the LLC granted on March 18, 2022 which vested on April 1, 2025. Such grant was approved by the Board of the Issuer for purposes of Rule 16(b)(3). Each Restricted LLC Unit represents a contingent right to receive on vesting (i) one Common Unit of the LLC and one share of Class B common stock of the Issuer or (ii) at the option of the issuer, one share of Class A common stock of the Issuer. The Common Units are exchangeable on a one-for-one basis for Class A common stock.

SEC source: 0001628280-25-016333 · wk-form4_1743635084.xml · nonDerivative · entry 2

Hamilton Janice M · CIK 0002039801 · Chief Financial Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 4,765

SEC source: 0001628280-25-016333 · wk-form4_1743635084.xml · nonDerivative · entry 1

Hamilton Janice M · CIK 0002039801 · Chief Financial Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 4,900

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 · price: The Restricted LLC Units of New Ryan Specialty, LLC (the "LLC") vested and, at the option of the Issuer, settled into shares of Class A common stock of the Issuer.

SEC source: 0001628280-25-016342 · wk-form4_1743635294.xml · derivative · entry 3

TURNER TIMOTHY WILLIAM · CIK 0001870059 · Director · Chief Executive Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 0

Underlying: Class A Common Stock · 6,978 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.

F2 · derivative.exercise_price: Represents Restricted LLC Units of the LLC granted on March 18, 2022 which vested on April 1, 2025. Such grant was approved by the Board of the Issuer for purposes of Rule 16(b)(3). Each Restricted LLC Unit represents a contingent right to receive on vesting (i) one Common Unit of the LLC and one share of Class B common stock of the Issuer or (ii) at the option of the issuer, one share of Class A common stock of the Issuer. The Common Units are exchangeable on a one-for-one basis for Class A common stock.

F2 · derivative.exercise_date: Represents Restricted LLC Units of the LLC granted on March 18, 2022 which vested on April 1, 2025. Such grant was approved by the Board of the Issuer for purposes of Rule 16(b)(3). Each Restricted LLC Unit represents a contingent right to receive on vesting (i) one Common Unit of the LLC and one share of Class B common stock of the Issuer or (ii) at the option of the issuer, one share of Class A common stock of the Issuer. The Common Units are exchangeable on a one-for-one basis for Class A common stock.

F2 · derivative.expiration_date: Represents Restricted LLC Units of the LLC granted on March 18, 2022 which vested on April 1, 2025. Such grant was approved by the Board of the Issuer for purposes of Rule 16(b)(3). Each Restricted LLC Unit represents a contingent right to receive on vesting (i) one Common Unit of the LLC and one share of Class B common stock of the Issuer or (ii) at the option of the issuer, one share of Class A common stock of the Issuer. The Common Units are exchangeable on a one-for-one basis for Class A common stock.

SEC source: 0001628280-25-016342 · wk-form4_1743635294.xml · nonDerivative · entry 2

TURNER TIMOTHY WILLIAM · CIK 0001870059 · Director · Chief Executive Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 12,159