RYAN

SEC source: 0001562180-24-006471 · 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: 83,762

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.

SEC source: 0001562180-24-006365 · primarydocument.xml · nonDerivative · entry 10

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: 19,251

F5 · 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 $65.12, 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 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: 0001562180-24-006365 · primarydocument.xml · nonDerivative · entry 9

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: 113,694

F5 · 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 $65.12, 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 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 3

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

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 9,000

F2 · 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 $64.31 to $64.87, 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: 0001562180-24-006321 · primarydocument.xml · nonDerivative · entry 4

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: 27,429

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

SEC source: 0001562180-24-006321 · primarydocument.xml · nonDerivative · entry 3

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: 24,476

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

SEC source: 0001562180-24-006365 · primarydocument.xml · nonDerivative · entry 8

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: 24,319

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 $64.76, 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: 0001562180-24-006365 · primarydocument.xml · nonDerivative · 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: 143,626

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 $64.76, 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 · derivative · entry 6

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

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 674,235

Underlying: Class A Common Stock · 44,317 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.

F5 · 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.

F5 · 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.

SEC source: 0001562180-24-006399 · primarydocument.xml · nonDerivative · entry 2

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

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 45,000

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: 0001562180-24-006399 · primarydocument.xml · nonDerivative · entry 1

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

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 674,235

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: 0001562180-24-006299 · primarydocument.xml · nonDerivative · entry 4

BICKHAM JEREMIAH RAWLINS · CIK 0001871157 · EVP & Chief Finical Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 1,078

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 $64.12 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.

SEC source: 0001562180-24-006365 · primarydocument.xml · derivative · entry 13

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: 696,232

Underlying: Class A Common Stock · 25,340 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.

F7 · 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.

F7 · 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: 0001562180-24-006365 · primarydocument.xml · derivative · entry 12

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: 4,112,039

Underlying: Class A Common Stock · 149,660 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.

F7 · 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.

F7 · 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: 0001562180-24-006365 · 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: 25,123

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 $65.00 to $65.09, 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: 0001562180-24-006365 · 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: 148,377

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 $65.00 to $65.09, 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: 0001562180-24-006365 · 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: 25,340

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: 0001562180-24-006365 · 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: 696,232

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: 0001562180-24-006365 · 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: 149,660

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: 0001562180-24-006365 · 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: 4,112,039

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: 0001562180-24-006299 · primarydocument.xml · nonDerivative · entry 3

BICKHAM JEREMIAH RAWLINS · CIK 0001871157 · EVP & Chief Finical Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 24,845

F2 · 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 $65.00 to $65.60, 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: 0001562180-24-006321 · primarydocument.xml · nonDerivative · entry 2

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: 27,567

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

SEC source: 0001562180-24-006321 · primarydocument.xml · nonDerivative · entry 1

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: 24,614

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

SEC source: 0001562180-24-006299 · primarydocument.xml · derivative · entry 5

BICKHAM JEREMIAH RAWLINS · CIK 0001871157 · EVP & Chief Finical Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 229,508

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.

F4 · 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.

F4 · 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.

F4 · 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: 0001562180-24-006299 · primarydocument.xml · nonDerivative · entry 2

BICKHAM JEREMIAH RAWLINS · CIK 0001871157 · EVP & Chief Finical Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 51,078

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: 0001562180-24-006299 · primarydocument.xml · nonDerivative · entry 1

BICKHAM JEREMIAH RAWLINS · CIK 0001871157 · EVP & Chief Finical Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 229,508

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: 0001562180-24-006132 · primarydocument.xml · derivative · entry 4

TURNER TIMOTHY WILLIAM · CIK 0001870059 · Director · President

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 2,156,186

Underlying: Class A Common Stock · 2,000,000 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: 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.

F4 · 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: 0001562180-24-006132 · primarydocument.xml · nonDerivative · entry 3

TURNER TIMOTHY WILLIAM · CIK 0001870059 · Director · President

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 8,095

F2 · kind: These shares were sold by the Reporting Person primarily in connection with a negotiation of separation of assets in anticipation of a potential 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: 0001562180-24-006132 · primarydocument.xml · nonDerivative · entry 2

TURNER TIMOTHY WILLIAM · CIK 0001870059 · Director · President

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 2,008,095

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: 0001562180-24-006132 · primarydocument.xml · nonDerivative · entry 1

TURNER TIMOTHY WILLIAM · CIK 0001870059 · Director · President

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 2,156,186

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: 0001562180-24-005164 · primarydocument.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: 28,671

SEC source: 0001562180-24-005164 · primarydocument.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: 25,718

SEC source: 0001562180-24-005164 · primarydocument.xml · nonDerivative · entry 1

Bienen Henry S · CIK 0001304250 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 0

SEC source: 0001145038-25-000004 · wk-form5_1756859370.xml · nonDerivative · entry 2

RYAN PATRICK G JR · CIK 0001145038 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 256,073.283

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: 0001562180-24-003720 · primarydocument.xml · nonDerivative · entry 1

COLLINS MICHELLE L · CIK 0001057687 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 11,139

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.

F2 · balance_after: Includes 8,139 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: 0001562180-24-003724 · primarydocument.xml · nonDerivative · entry 1

ROGERS JOHN W JR · CIK 0000938885 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 102,353

F1 · shares: The reported securities represent Restricted Stock Units that vested immediately upon grant

F2 · balance_after: Includes 7,190 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: 0001562180-24-003723 · primarydocument.xml · nonDerivative · entry 1

OHALLERAN MICHAEL D · CIK 0001023265 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 230,883

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.

F2 · balance_after: Includes 12,250 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: 0001562180-24-003726 · primarydocument.xml · nonDerivative · entry 1

RYAN PATRICK G JR · CIK 0001145038 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 253,408

F1 · shares: The reported securities represent Restricted Stock Units that vested immediately upon grant

SEC source: 0001562180-24-003728 · primarydocument.xml · nonDerivative · entry 1

Kuczinski Anthony J · CIK 0001976607 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 1,692

F1 · shares: The reported securities represent Restricted Stock Units that vested immediately upon grant

SEC source: 0001562180-24-003722 · primarydocument.xml · nonDerivative · entry 1

CORTEZI NICHOLAS DOMINIC · CIK 0001869971 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 2,697

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.

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.

SEC source: 0001562180-24-003725 · primarydocument.xml · nonDerivative · entry 1

FINDLAY D CAMERON · CIK 0001246570 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 71,405

F1 · shares: The reported securities represent Restricted Stock Units that vested immediately upon grant

SEC source: 0001562180-24-003719 · primarydocument.xml · nonDerivative · entry 1

BOLGER DAVID P · CIK 0001220116 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 12,500

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.

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.

SEC source: 0001562180-24-003718 · primarydocument.xml · nonDerivative · entry 1

Bienen Henry S · CIK 0001304250 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 2,496

F1 · shares: The reported securities represent Restricted Stock Units that vested immediately upon grant

SEC source: 0001562180-24-003721 · primarydocument.xml · nonDerivative · entry 1

Cornelli Francesca · CIK 0001831818 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 2,297

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.

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.

SEC source: 0001562180-24-003179 · primarydocument.xml · derivative · entry 3

TURNER TIMOTHY WILLIAM · CIK 0001870059 · Director · President

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 6,978

Underlying: Class A Common Stock · 6,979 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: On March 18, 2022, the Reporting Person was granted 20,936 Restricted LLC Units which vest in three equal instalments on April 1, 2023, 2024, and 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 one Common Unit, or at the Issuer's option, one share of Class A Common Stock. The Common Units are exchangeable on a one-for-one basis for Class A Common Stock, subject to applicable adjustments.

F2 · derivative.exercise_date: On March 18, 2022, the Reporting Person was granted 20,936 Restricted LLC Units which vest in three equal instalments on April 1, 2023, 2024, and 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 one Common Unit, or at the Issuer's option, one share of Class A Common Stock. The Common Units are exchangeable on a one-for-one basis for Class A Common Stock, subject to applicable adjustments.

F2 · derivative.expiration_date: On March 18, 2022, the Reporting Person was granted 20,936 Restricted LLC Units which vest in three equal instalments on April 1, 2023, 2024, and 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 one Common Unit, or at the Issuer's option, one share of Class A Common Stock. The Common Units are exchangeable on a one-for-one basis for Class A Common Stock, subject to applicable adjustments.

SEC source: 0001562180-24-003179 · primarydocument.xml · nonDerivative · entry 2

TURNER TIMOTHY WILLIAM · CIK 0001870059 · Director · President

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 8,095

SEC source: 0001562180-24-003179 · primarydocument.xml · nonDerivative · entry 1

TURNER TIMOTHY WILLIAM · CIK 0001870059 · Director · President

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 11,037

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 vested and, at the option of the Issuer, settled into shares of Class A Common Stock.

SEC source: 0001562180-24-003182 · primarydocument.xml · derivative · entry 3

KATZ MARK STEPHEN · CIK 0001869960 · EVP & General Counsel

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 1,755

Underlying: Class A Common Stock · 1,755 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: On March 18, 2022, the Reporting Person was granted 5,266 Restricted LLC Units which vest in three equal installments on April 1, 2023, 2024, and 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 one Common Unit, or at the Issuer's option, one share of Class A Common Stock. The Common Units are exchangeable on a one-for-one basis for Class A Common Stock, subject to applicable adjustments.

F2 · derivative.exercise_date: On March 18, 2022, the Reporting Person was granted 5,266 Restricted LLC Units which vest in three equal installments on April 1, 2023, 2024, and 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 one Common Unit, or at the Issuer's option, one share of Class A Common Stock. The Common Units are exchangeable on a one-for-one basis for Class A Common Stock, subject to applicable adjustments.

F2 · derivative.expiration_date: On March 18, 2022, the Reporting Person was granted 5,266 Restricted LLC Units which vest in three equal installments on April 1, 2023, 2024, and 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 one Common Unit, or at the Issuer's option, one share of Class A Common Stock. The Common Units are exchangeable on a one-for-one basis for Class A Common Stock, subject to applicable adjustments.

SEC source: 0001562180-24-003182 · primarydocument.xml · nonDerivative · entry 2

KATZ MARK STEPHEN · CIK 0001869960 · EVP & General Counsel

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 12,386

SEC source: 0001562180-24-003182 · primarydocument.xml · nonDerivative · entry 1

KATZ MARK STEPHEN · CIK 0001869960 · EVP & General Counsel

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 13,255

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 vested and, at the option of the Issuer, settled into shares of Class A Common Stock.