RYAN

SEC source: 0001209191-23-024210 · doc4.xml · derivative · entry 9

CORTEZI NICHOLAS DOMINIC · CIK 0001869971 · Director · See Remarks

10b5-1 filing: No plan indicated

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

Disclosed balance after: 5,403,828

Underlying: Class A Common Stock · 1,700 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 (together with the delivery of an equal number of shares of Class B Common Stock) 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 (together with the delivery of an equal number of shares of Class B Common Stock) 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 their pecuniary interest therein.

SEC source: 0001209191-23-024210 · doc4.xml · nonDerivative · entry 6

CORTEZI NICHOLAS DOMINIC · CIK 0001869971 · Director · See Remarks

10b5-1 filing: No plan indicated

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

Disclosed balance after: 0

F4 · price: The price reported is a weighted average price. These shares of Class A Common Stock were sold in multiple transactions ranging from $42.00 to $42.08, 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. The securities were sold pursuant to a 10b5-1 plan entered into on December 14, 2022.

F2 · ownership.direct: The Reporting Person disclaims beneficial ownership except to the extent of their pecuniary interest therein.

SEC source: 0001209191-23-024210 · doc4.xml · nonDerivative · entry 5

CORTEZI NICHOLAS DOMINIC · CIK 0001869971 · Director · See Remarks

10b5-1 filing: No plan indicated

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

Disclosed balance after: 1,700

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 their pecuniary interest therein.

SEC source: 0001209191-23-024210 · doc4.xml · nonDerivative · entry 4

CORTEZI NICHOLAS DOMINIC · CIK 0001869971 · Director · See Remarks

10b5-1 filing: No plan indicated

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

Disclosed balance after: 5,403,828

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 that are held by the Reporting Person and reported in Table II hereof, for an equal number of shares of 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 their pecuniary interest therein.

SEC source: 0001209191-23-024210 · doc4.xml · derivative · entry 8

CORTEZI NICHOLAS DOMINIC · CIK 0001869971 · Director · See Remarks

10b5-1 filing: No plan indicated

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

Disclosed balance after: 5,405,528

Underlying: Class A Common Stock · 6,171 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 (together with the delivery of an equal number of shares of Class B Common Stock) 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 (together with the delivery of an equal number of shares of Class B Common Stock) 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 their pecuniary interest therein.

SEC source: 0001209191-23-024210 · doc4.xml · nonDerivative · entry 3

CORTEZI NICHOLAS DOMINIC · CIK 0001869971 · Director · See Remarks

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 per share, ("Class A Common Stock") were sold in multiple transactions ranging from $42.00 to $42.14, 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. The securities were sold pursuant to a 10b5-1 plan entered into on December 14, 2022.

F2 · ownership.direct: The Reporting Person disclaims beneficial ownership except to the extent of their pecuniary interest therein.

SEC source: 0001209191-23-024210 · doc4.xml · nonDerivative · entry 2

CORTEZI NICHOLAS DOMINIC · CIK 0001869971 · Director · See Remarks

10b5-1 filing: No plan indicated

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

Disclosed balance after: 6,171

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 their pecuniary interest therein.

SEC source: 0001209191-23-024210 · doc4.xml · nonDerivative · entry 1

CORTEZI NICHOLAS DOMINIC · CIK 0001869971 · Director · See Remarks

10b5-1 filing: No plan indicated

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

Disclosed balance after: 5,405,528

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 that are held by the Reporting Person and reported in Table II hereof, for an equal number of shares of 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 their pecuniary interest therein.

SEC source: 0001209191-23-023815 · doc4.xml · derivative · entry 3

TURNER TIMOTHY WILLIAM · CIK 0001870059 · Director · President

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 13,957

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: 0001209191-23-023815 · doc4.xml · nonDerivative · entry 2

TURNER TIMOTHY WILLIAM · CIK 0001870059 · Director · President

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 4,058

SEC source: 0001209191-23-023815 · doc4.xml · nonDerivative · entry 1

TURNER TIMOTHY WILLIAM · CIK 0001870059 · Director · President

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 6,979

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: 0001209191-23-023795 · doc4.xml · derivative · entry 5

KATZ MARK STEPHEN · CIK 0001869960 · See Remarks

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 63,731

Underlying: Class A Common Stock · 797 shares

Expires not disclosed

F4 · derivative.exercise_price: 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 (together with the delivery of an equal number of shares of Class B Common Stock) 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 New Ryan Specialty, LLC, as amended, the Reporting Person may exchange all or a portion of such person's Common Units (together with the delivery of an equal number of shares of Class B Common Stock) 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 (together with the delivery of an equal number of shares of Class B Common Stock) 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: 0001209191-23-023795 · doc4.xml · derivative · entry 4

KATZ MARK STEPHEN · CIK 0001869960 · See Remarks

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 64,528

Underlying: Class A Common Stock · 1,756 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 New Ryan Specialty, LLC, as amended, the Reporting Person may exchange all or a portion of such person's Common Units (together with the delivery of an equal number of shares of Class B Common Stock) 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 New Ryan Specialty, LLC, as amended, the Reporting Person may exchange all or a portion of such person's Common Units (together with the delivery of an equal number of shares of Class B Common Stock) 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 (together with the delivery of an equal number of shares of Class B Common Stock) 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: 0001209191-23-023795 · doc4.xml · derivative · entry 3

KATZ MARK STEPHEN · CIK 0001869960 · See Remarks

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 3,510

Underlying: Class A Common Stock · 1,756 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: 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.

F3 · 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.

F3 · 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: 0001209191-23-023795 · doc4.xml · nonDerivative · entry 2

KATZ MARK STEPHEN · CIK 0001869960 · See Remarks

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 63,731

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 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 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 of the Issuer, an equal number of shares of the Issuer's Class B Common Stock will be cancelled for no consideration.

SEC source: 0001209191-23-023795 · doc4.xml · nonDerivative · entry 1

KATZ MARK STEPHEN · CIK 0001869960 · See Remarks

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 64,528

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 of the Issuer, an equal number of shares of the Issuer's Class B Common Stock will be cancelled for no consideration.

F2 · price: Class B Common Stock is issued on a one-for-one basis for each Common Unit issued to the Reporting Person upon vesting of the Reporting Person's Restricted LLC Units.

SEC source: 0001209191-23-023807 · doc4.xml · derivative · entry 5

PASCHAL-ALCORN LISA JO · CIK 0001870017 · See Remarks

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 145,786

Underlying: Class A Common Stock · 144 shares

Expires not disclosed

F4 · derivative.exercise_price: 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 (together with the delivery of an equal number of shares of Class B Common Stock) 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 New Ryan Specialty, LLC, as amended, the Reporting Person may exchange all or a portion of such person's Common Units (together with the delivery of an equal number of shares of Class B Common Stock) 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 (together with the delivery of an equal number of shares of Class B Common Stock) 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: 0001209191-23-023807 · doc4.xml · derivative · entry 4

PASCHAL-ALCORN LISA JO · CIK 0001870017 · See Remarks

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 145,930

Underlying: Class A Common Stock · 491 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 New Ryan Specialty, LLC, as amended, the Reporting Person may exchange all or a portion of such person's Common Units (together with the delivery of an equal number of shares of Class B Common Stock) 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 New Ryan Specialty, LLC, as amended, the Reporting Person may exchange all or a portion of such person's Common Units (together with the delivery of an equal number of shares of Class B Common Stock) 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 (together with the delivery of an equal number of shares of Class B Common Stock) 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: 0001209191-23-023807 · doc4.xml · derivative · entry 3

PASCHAL-ALCORN LISA JO · CIK 0001870017 · See Remarks

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 981

Underlying: Class A Common Stock · 491 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: On March 18, 2022, the Reporting Person was granted 1,472 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.

F3 · derivative.exercise_date: On March 18, 2022, the Reporting Person was granted 1,472 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.

F3 · derivative.expiration_date: On March 18, 2022, the Reporting Person was granted 1,472 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: 0001209191-23-023807 · doc4.xml · nonDerivative · entry 2

PASCHAL-ALCORN LISA JO · CIK 0001870017 · See Remarks

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 145,786

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 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 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 of the Issuer, an equal number of shares of the Issuer's Class B Common Stock will be cancelled for no consideration.

SEC source: 0001209191-23-023807 · doc4.xml · nonDerivative · entry 1

PASCHAL-ALCORN LISA JO · CIK 0001870017 · See Remarks

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 145,930

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 of the Issuer, an equal number of shares of the Issuer's Class B Common Stock will be cancelled for no consideration.

F2 · price: Class B Common Stock is issued on a one-for-one basis for each Common Unit issued to the Reporting Person upon vesting of the Reporting Person's Restricted LLC Units.

SEC source: 0001209191-23-023802 · doc4.xml · derivative · entry 5

MULSHINE BRENDAN MARTIN · CIK 0001869959 · See Remarks

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 778,552

Underlying: Class A Common Stock · 544 shares

Expires not disclosed

F4 · derivative.exercise_price: 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 (together with the delivery of an equal number of shares of Class B Common Stock) 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 New Ryan Specialty, LLC, as amended, the Reporting Person may exchange all or a portion of such person's Common Units (together with the delivery of an equal number of shares of Class B Common Stock) 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 (together with the delivery of an equal number of shares of Class B Common Stock) 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: 0001209191-23-023802 · doc4.xml · derivative · entry 4

MULSHINE BRENDAN MARTIN · CIK 0001869959 · See Remarks

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 779,096

Underlying: Class A Common Stock · 1,227 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 New Ryan Specialty, LLC, as amended, the Reporting Person may exchange all or a portion of such person's Common Units (together with the delivery of an equal number of shares of Class B Common Stock) 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 New Ryan Specialty, LLC, as amended, the Reporting Person may exchange all or a portion of such person's Common Units (together with the delivery of an equal number of shares of Class B Common Stock) 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 (together with the delivery of an equal number of shares of Class B Common Stock) 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: 0001209191-23-023802 · doc4.xml · derivative · entry 3

MULSHINE BRENDAN MARTIN · CIK 0001869959 · See Remarks

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 2,453

Underlying: Class A Common Stock · 1,227 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: On March 18, 2022, the Reporting Person was granted 3,680 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.

F3 · derivative.exercise_date: On March 18, 2022, the Reporting Person was granted 3,680 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.

F3 · derivative.expiration_date: On March 18, 2022, the Reporting Person was granted 3,680 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: 0001209191-23-023802 · doc4.xml · nonDerivative · entry 2

MULSHINE BRENDAN MARTIN · CIK 0001869959 · See Remarks

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 778,552

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 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 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 of the Issuer, an equal number of shares of the Issuer's Class B Common Stock will be cancelled for no consideration.

SEC source: 0001209191-23-023802 · doc4.xml · nonDerivative · entry 1

MULSHINE BRENDAN MARTIN · CIK 0001869959 · See Remarks

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 779,096

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 of the Issuer, an equal number of shares of the Issuer's Class B Common Stock will be cancelled for no consideration.

F2 · price: Class B Common Stock is issued on a one-for-one basis for each Common Unit issued to the Reporting Person upon vesting of the Reporting Person's Restricted LLC Units.

SEC source: 0001209191-23-023798 · doc4.xml · derivative · entry 5

BICKHAM JEREMIAH RAWLINS · CIK 0001871157 · See Remarks

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 279,508

Underlying: Class A Common Stock · 758 shares

Expires not disclosed

F4 · derivative.exercise_price: 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 (together with the delivery of an equal number of shares of Class B Common Stock) 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 New Ryan Specialty, LLC, as amended, the Reporting Person may exchange all or a portion of such person's Common Units (together with the delivery of an equal number of shares of Class B Common Stock) 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 (together with the delivery of an equal number of shares of Class B Common Stock) 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: 0001209191-23-023798 · doc4.xml · derivative · entry 4

BICKHAM JEREMIAH RAWLINS · CIK 0001871157 · See Remarks

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 280,266

Underlying: Class A Common Stock · 1,832 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 New Ryan Specialty, LLC, as amended, the Reporting Person may exchange all or a portion of such person's Common Units (together with the delivery of an equal number of shares of Class B Common Stock) 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 New Ryan Specialty, LLC, as amended, the Reporting Person may exchange all or a portion of such person's Common Units (together with the delivery of an equal number of shares of Class B Common Stock) 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 (together with the delivery of an equal number of shares of Class B Common Stock) 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: 0001209191-23-023798 · doc4.xml · derivative · entry 3

BICKHAM JEREMIAH RAWLINS · CIK 0001871157 · See Remarks

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 3,663

Underlying: Class A Common Stock · 1,832 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: On March 18, 2022, the Reporting Person was granted 5,495 Restricted LLC Units which vest in three equal installments on each of 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.

F3 · derivative.exercise_date: On March 18, 2022, the Reporting Person was granted 5,495 Restricted LLC Units which vest in three equal installments on each of 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.

F3 · derivative.expiration_date: On March 18, 2022, the Reporting Person was granted 5,495 Restricted LLC Units which vest in three equal installments on each of 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: 0001209191-23-023798 · doc4.xml · nonDerivative · entry 2

BICKHAM JEREMIAH RAWLINS · CIK 0001871157 · See Remarks

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 279,508

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 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 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 of the Issuer, an equal number of shares of the Issuer's Class B Common Stock will be cancelled for no consideration.

SEC source: 0001209191-23-023798 · doc4.xml · nonDerivative · entry 1

BICKHAM JEREMIAH RAWLINS · CIK 0001871157 · See Remarks

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 280,266

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 of the Issuer, an equal number of shares of the Issuer's Class B Common Stock will be cancelled for no consideration.

F2 · price: Class B Common Stock is issued on a one-for-one basis for each Common Unit issued to the Reporting Person upon vesting of the Reporting Person's Restricted LLC Units.

SEC source: 0001209191-23-019008 · doc4.xml · nonDerivative · entry 1

RYAN PATRICK G · CIK 0001145037 · Director · Chief Executive Officer · 10% owner

10b5-1 filing: Not disclosed

Ownership: Indirect · By Insider Living Trusts

Disclosed balance after: 13,123,127

F1 · price: The price reported is a weighted average price. These shares of Class A Common Stock, par value $0.001 per share ("Class A Common Stock") of Ryan Specialty Holdings, Inc. (the "Issuer") were purchased in multiple transactions ranging from $36.78 to $37.76, 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 purchased 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 their pecuniary interest therein.

F3 · 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% by each trust.

SEC source: 0001209191-23-018647 · doc4.xml · nonDerivative · entry 1

KATZ MARK STEPHEN · CIK 0001869960 · See Remarks

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 11,500

F1 · price: The price reported is a weighted average price. These shares of Class A Common Stock of Ryan Specialty Holdings, Inc. (the "Issuer") were purchased in multiple transactions ranging from $36.99 to $37.36, 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 range set forth in this footnote.

SEC source: 0001209191-23-017327 · doc4.xml · derivative · entry 4

VANACKER MICHAEL THOMAS · CIK 0001870074 · See Remarks

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 248,220

Underlying: Class A Common Stock · 45,000 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 · kind: This transaction was effected automatically pursuant to a Rule 10b5-1 trading plan adopted by the Reporting Person on 12/13/2022.

F5 · 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.

F5 · 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.

F3 · ownership.direct: The Reporting Person disclaims beneficial ownership except to the extent of their pecuniary interest therein.

SEC source: 0001209191-23-017327 · doc4.xml · nonDerivative · entry 3

VANACKER MICHAEL THOMAS · CIK 0001870074 · See Remarks

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 0

F2 · kind: This transaction was effected automatically pursuant to a Rule 10b5-1 trading plan adopted by the Reporting Person on 12/13/2022.

F4 · price: The price reported is a weighted average price. These shares of Class A Common Stock of Ryan Specialty Holdings, Inc. (the "Issuer") were sold in multiple transactions ranging from $40.60 to $40.89, 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 Common Stock sold at each separate price in the ranges set forth in this footnote.

F3 · ownership.direct: The Reporting Person disclaims beneficial ownership except to the extent of their pecuniary interest therein.

SEC source: 0001209191-23-017327 · doc4.xml · nonDerivative · entry 2

VANACKER MICHAEL THOMAS · CIK 0001870074 · See Remarks

10b5-1 filing: Not disclosed

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.

F2 · kind: This transaction was effected automatically pursuant to a Rule 10b5-1 trading plan adopted by the Reporting Person on 12/13/2022.

F3 · ownership.direct: The Reporting Person disclaims beneficial ownership except to the extent of their pecuniary interest therein.

SEC source: 0001209191-23-017327 · doc4.xml · nonDerivative · entry 1

VANACKER MICHAEL THOMAS · CIK 0001870074 · See Remarks

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 248,220

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. Common Units ("Common Units") of New Ryan Specialty, LLC that that are held by the Reporting Person and reported in Table II hereof may be exchanged for an equal number of shares of Class A common Stock of the Issuer and an equal number of shares of the Issuer's Class B Common Stock will be cancelled for no consideration.

F2 · kind: This transaction was effected automatically pursuant to a Rule 10b5-1 trading plan adopted by the Reporting Person on 12/13/2022.

F3 · ownership.direct: The Reporting Person disclaims beneficial ownership except to the extent of their pecuniary interest therein.

SEC source: 0001209191-23-016912 · doc4.xml · derivative · entry 1

MULSHINE BRENDAN MARTIN · CIK 0001869959 · See Remarks

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 65,000

Underlying: Class A Common Stock · Not disclosed shares

Expires not disclosed

F1 · derivative.exercise_price: Represents Class C Common Incentive Units of Ryan Specialty, LLC which vest 20% on each of April 1, 2026, 2027, 2028, 2029, and 2030. Such grant was approved by the Board of the Issuer for purposes of Rule 16(b)(3). The Class C Common Incentive Units will be exchangeable into Common Units, which will then be immediately redeemed on a one-for-one basis for Class A Common Stock, par value $0.001 ("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. The participation threshold of Class C Common Incentive Units is equal to the closing price of the Issuer's Class A Common Stock on the March 2, 2023.

F1 · price: Represents Class C Common Incentive Units of Ryan Specialty, LLC which vest 20% on each of April 1, 2026, 2027, 2028, 2029, and 2030. Such grant was approved by the Board of the Issuer for purposes of Rule 16(b)(3). The Class C Common Incentive Units will be exchangeable into Common Units, which will then be immediately redeemed on a one-for-one basis for Class A Common Stock, par value $0.001 ("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. The participation threshold of Class C Common Incentive Units is equal to the closing price of the Issuer's Class A Common Stock on the March 2, 2023.

F1 · derivative.exercise_date: Represents Class C Common Incentive Units of Ryan Specialty, LLC which vest 20% on each of April 1, 2026, 2027, 2028, 2029, and 2030. Such grant was approved by the Board of the Issuer for purposes of Rule 16(b)(3). The Class C Common Incentive Units will be exchangeable into Common Units, which will then be immediately redeemed on a one-for-one basis for Class A Common Stock, par value $0.001 ("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. The participation threshold of Class C Common Incentive Units is equal to the closing price of the Issuer's Class A Common Stock on the March 2, 2023.

F1 · derivative.expiration_date: Represents Class C Common Incentive Units of Ryan Specialty, LLC which vest 20% on each of April 1, 2026, 2027, 2028, 2029, and 2030. Such grant was approved by the Board of the Issuer for purposes of Rule 16(b)(3). The Class C Common Incentive Units will be exchangeable into Common Units, which will then be immediately redeemed on a one-for-one basis for Class A Common Stock, par value $0.001 ("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. The participation threshold of Class C Common Incentive Units is equal to the closing price of the Issuer's Class A Common Stock on the March 2, 2023.

F1 · derivative.underlying_shares: Represents Class C Common Incentive Units of Ryan Specialty, LLC which vest 20% on each of April 1, 2026, 2027, 2028, 2029, and 2030. Such grant was approved by the Board of the Issuer for purposes of Rule 16(b)(3). The Class C Common Incentive Units will be exchangeable into Common Units, which will then be immediately redeemed on a one-for-one basis for Class A Common Stock, par value $0.001 ("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. The participation threshold of Class C Common Incentive Units is equal to the closing price of the Issuer's Class A Common Stock on the March 2, 2023.

F2 · ownership.direct: The Reporting Person disclaims beneficial ownership except to the extent of their pecuniary interest therein.

SEC source: 0001209191-23-020456 · doc4a.xml · derivative · entry 1

MULSHINE BRENDAN MARTIN · CIK 0001869959 · See Remarks

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 65,274

Underlying: Class A Common Stock · Not disclosed shares

Expires not disclosed

F1 · derivative.exercise_price: Represents Class C Common Incentive Units of Ryan Specialty, LLC which vest 20% on each of April 1, 2026, 2027, 2028, 2029, and 2030. Such grant was approved by the Board of the Issuer for purposes of Rule 16(b)(3). The Class C Common Incentive Units will be exchangeable into Common Units, which will then be immediately redeemed on a one-for-one basis for Class A Common Stock, par value $0.001 ("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. The participation threshold of Class C Common Incentive Units is equal to the closing price of the Issuer's Class A Common Stock on the March 2, 2023.

F1 · price: Represents Class C Common Incentive Units of Ryan Specialty, LLC which vest 20% on each of April 1, 2026, 2027, 2028, 2029, and 2030. Such grant was approved by the Board of the Issuer for purposes of Rule 16(b)(3). The Class C Common Incentive Units will be exchangeable into Common Units, which will then be immediately redeemed on a one-for-one basis for Class A Common Stock, par value $0.001 ("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. The participation threshold of Class C Common Incentive Units is equal to the closing price of the Issuer's Class A Common Stock on the March 2, 2023.

F1 · derivative.exercise_date: Represents Class C Common Incentive Units of Ryan Specialty, LLC which vest 20% on each of April 1, 2026, 2027, 2028, 2029, and 2030. Such grant was approved by the Board of the Issuer for purposes of Rule 16(b)(3). The Class C Common Incentive Units will be exchangeable into Common Units, which will then be immediately redeemed on a one-for-one basis for Class A Common Stock, par value $0.001 ("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. The participation threshold of Class C Common Incentive Units is equal to the closing price of the Issuer's Class A Common Stock on the March 2, 2023.

F1 · derivative.expiration_date: Represents Class C Common Incentive Units of Ryan Specialty, LLC which vest 20% on each of April 1, 2026, 2027, 2028, 2029, and 2030. Such grant was approved by the Board of the Issuer for purposes of Rule 16(b)(3). The Class C Common Incentive Units will be exchangeable into Common Units, which will then be immediately redeemed on a one-for-one basis for Class A Common Stock, par value $0.001 ("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. The participation threshold of Class C Common Incentive Units is equal to the closing price of the Issuer's Class A Common Stock on the March 2, 2023.

F1 · derivative.underlying_shares: Represents Class C Common Incentive Units of Ryan Specialty, LLC which vest 20% on each of April 1, 2026, 2027, 2028, 2029, and 2030. Such grant was approved by the Board of the Issuer for purposes of Rule 16(b)(3). The Class C Common Incentive Units will be exchangeable into Common Units, which will then be immediately redeemed on a one-for-one basis for Class A Common Stock, par value $0.001 ("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. The participation threshold of Class C Common Incentive Units is equal to the closing price of the Issuer's Class A Common Stock on the March 2, 2023.

F2 · ownership.direct: The Reporting Person disclaims beneficial ownership except to the extent of their pecuniary interest therein.

SEC source: 0001209191-23-008244 · doc5.xml · nonDerivative · entry 5

RYAN PATRICK G · CIK 0001145037 · Director · Chief Executive Officer · 10% owner

10b5-1 filing: Not disclosed

Ownership: Indirect · By Insider Living Trusts

Disclosed balance after: 12,915,027

F1 · ownership.direct: The Reporting Person disclaims beneficial ownership except to the extent of their 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 such trust.

SEC source: 0001209191-23-008244 · doc5.xml · nonDerivative · entry 4

RYAN PATRICK G · CIK 0001145037 · Director · Chief Executive Officer · 10% owner

10b5-1 filing: Not disclosed

Ownership: Indirect · By Insider Living Trusts

Disclosed balance after: 12,915,027

F1 · ownership.direct: The Reporting Person disclaims beneficial ownership except to the extent of their 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 such trust.

SEC source: 0001209191-23-008244 · doc5.xml · nonDerivative · entry 3

RYAN PATRICK G · CIK 0001145037 · Director · Chief Executive Officer · 10% owner

10b5-1 filing: Not disclosed

Ownership: Indirect · By Insider Living Trusts

Disclosed balance after: 12,915,027

F1 · ownership.direct: The Reporting Person disclaims beneficial ownership except to the extent of their 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 such trust.

SEC source: 0001209191-23-008246 · doc5.xml · nonDerivative · entry 3

Bienen Henry S · CIK 0001304250 · Director

10b5-1 filing: Not disclosed

Ownership: Indirect · See Footnote

Disclosed balance after: 30,516

F2 · ownership.nature: The securities are held directly by the Leigh Buchanan Bienen 1997 Trust Dated November 10, 1997. The reporting person may be deemed to be the beneficial owner of the reported securities but disclaims such ownership except to the extent of their pecuniary interest therein.

SEC source: 0001209191-23-008246 · doc5.xml · nonDerivative · entry 2

Bienen Henry S · CIK 0001304250 · Director

10b5-1 filing: Not disclosed

Ownership: Indirect · See Footnote

Disclosed balance after: 27,581

F1 · ownership.nature: The securities are held directly by the Henry S. Bienen 1997 Trust Dated November 10, 1997. The reporting person may be deemed to be the beneficial owner of the reported securities but disclaims such ownership except to the extent of his pecuniary interest therein.

SEC source: 0001209191-23-008246 · doc5.xml · nonDerivative · entry 1

Bienen Henry S · CIK 0001304250 · Director

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 0

SEC source: 0001209191-22-058818 · doc4.xml · nonDerivative · entry 2

RYAN PATRICK G · CIK 0001145037 · Director · Chief Executive Officer · 10% owner

10b5-1 filing: Not disclosed

Ownership: Indirect · By Spouse Living Trust

Disclosed balance after: 6,458,771

F1 · price: The price reported is a weighted average price. These shares of Class A Common Stock, par value $0.001 ("Class A Common Stock"), of Ryan Specialty Holdings, Inc. (the "Issuer") were purchased in multiple transactions ranging from $38.80 to $39.43, 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 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 their pecuniary interest therein.

F4 · ownership.nature: By reporting person and spouse, as co-trustees of the Shirley W. Ryan Living Trust dated July 10, 2001

SEC source: 0001209191-22-058818 · doc4.xml · nonDerivative · entry 1

RYAN PATRICK G · CIK 0001145037 · Director · Chief Executive Officer · 10% owner

10b5-1 filing: Not disclosed

Ownership: Indirect · By Insider Living Trust

Disclosed balance after: 6,458,770

F1 · price: The price reported is a weighted average price. These shares of Class A Common Stock, par value $0.001 ("Class A Common Stock"), of Ryan Specialty Holdings, Inc. (the "Issuer") were purchased in multiple transactions ranging from $38.80 to $39.43, 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 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 their pecuniary interest therein.

F3 · ownership.nature: By reporting person and spouse, as co-trustees of the Patrick G. Ryan Living Trust dated July 10, 2001

SEC source: 0001209191-22-058755 · doc4.xml · nonDerivative · entry 4

RYAN PATRICK G · CIK 0001145037 · Director · Chief Executive Officer · 10% owner

10b5-1 filing: Not disclosed

Ownership: Indirect · By Spouse Living Trust

Disclosed balance after: 6,415,682

F4 · 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 $38.88 to $39.37, 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 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 their pecuniary interest therein.

F5 · ownership.nature: By reporting person and spouse, as co-trustees of the Shirley W. Ryan Living Trust dated July 10, 2001

SEC source: 0001209191-22-058755 · doc4.xml · nonDerivative · entry 3

RYAN PATRICK G · CIK 0001145037 · Director · Chief Executive Officer · 10% owner

10b5-1 filing: Not disclosed

Ownership: Indirect · By Spouse Living Trust

Disclosed balance after: 6,373,259

F1 · price: The price reported is a weighted average price. These shares of Class A Common Stock, par value $0.001 ("Class A Common Stock"), of Ryan Specialty Holdings, Inc. (the "Issuer") were purchased in multiple transactions ranging from $37.88 to $38.87, 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 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 their pecuniary interest therein.

F5 · ownership.nature: By reporting person and spouse, as co-trustees of the Shirley W. Ryan Living Trust dated July 10, 2001

SEC source: 0001209191-22-058755 · doc4.xml · nonDerivative · entry 2

RYAN PATRICK G · CIK 0001145037 · Director · Chief Executive Officer · 10% owner

10b5-1 filing: Not disclosed

Ownership: Indirect · By Insider Living Trust

Disclosed balance after: 6,415,681

F4 · 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 $38.88 to $39.37, 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 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 their pecuniary interest therein.

F3 · ownership.nature: By reporting person and spouse, as co-trustees of the Patrick G. Ryan Living Trust dated July 10, 2001