RYAN

SEC source: 0001209191-22-058755 · 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: 6,373,258

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.

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

SEC source: 0001209191-22-058496 · doc4.xml · nonDerivative · entry 6

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: 6,273,153

F5 · 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 $38.97 to $39.47, inclusive. The reporting person undertakes to provide to the Issuer, any security holder of the Issuer, or the staff of the Securities and Exchange Commission, upon request, full information regarding the number of shares of 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.

F6 · ownership.nature: By reporting person and spouse, as co-trustees of the Shirley W. Ryan Living Trust dated July 10, 2001

SEC source: 0001209191-22-058496 · doc4.xml · nonDerivative · entry 5

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: 6,257,288

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 $37.97 to $38.96, 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.

F6 · ownership.nature: By reporting person and spouse, as co-trustees of the Shirley W. Ryan Living Trust dated July 10, 2001

SEC source: 0001209191-22-058496 · 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: 6,210,715

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 $36.97 to $37.96, 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.

F6 · ownership.nature: By reporting person and spouse, as co-trustees of the Shirley W. Ryan Living Trust dated July 10, 2001

SEC source: 0001209191-22-058496 · doc4.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 Trust

Disclosed balance after: 6,273,152

F5 · 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 $38.97 to $39.47, inclusive. The reporting person undertakes to provide to the Issuer, any security holder of the Issuer, or the staff of the Securities and Exchange Commission, upon request, full information regarding the number of shares of 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: 0001209191-22-058496 · 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: 6,257,287

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 $37.97 to $38.96, 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: 0001209191-22-058496 · 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: 6,210,714

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 $36.97 to $37.96, 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: 0001209191-22-058246 · 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: 6,129,340

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 $37.79 to $38.75, 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: 0001209191-22-058246 · 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: 6,129,340

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 $37.79 to $38.75, 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: 0001209191-22-058023 · doc4.xml · nonDerivative · entry 6

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: 5,985,321

F5 · 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 $37.85 to $38.72, 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.

F6 · ownership.nature: By reporting person and spouse, as co-trustees of the Shirley W. Ryan Living Trust dated July 10, 2001

SEC source: 0001209191-22-058023 · doc4.xml · nonDerivative · entry 5

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: 5,953,142

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 $36.85 to $37.84, 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.

F6 · ownership.nature: By reporting person and spouse, as co-trustees of the Shirley W. Ryan Living Trust dated July 10, 2001

SEC source: 0001209191-22-058023 · 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: 5,902,489

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 $35.85 to $36.84, 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.

F6 · ownership.nature: By reporting person and spouse, as co-trustees of the Shirley W. Ryan Living Trust dated July 10, 2001

SEC source: 0001209191-22-058023 · doc4.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 Trust

Disclosed balance after: 5,985,321

F5 · 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 $37.85 to $38.72, 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: 0001209191-22-058023 · 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: 5,953,143

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 $36.85 to $37.84, 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: 0001209191-22-058023 · 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: 5,902,490

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 $35.85 to $36.84, 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: 0001209191-22-057745 · doc4.xml · nonDerivative · entry 4

OHALLERAN MICHAEL D · CIK 0001023265 · Director

10b5-1 filing: Not disclosed

Ownership: Indirect · See Footnote

Disclosed balance after: 581,952

F5 · price: The price reported is a weighted average price. These shares of Class A Common Stock were purchased in multiple transactions ranging from $34.24 to $35.00, 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.nature: The reported securities are held by the Trust of Michael D. O'Halleran dated January 17, 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: 0001209191-22-057744 · 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: 5,893,471

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 $35.05 to $35.49, 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: 0001209191-22-057744 · 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: 5,884,705

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 $34.04 to $35.03, inclusive. The reporting person undertakes to provide to the Issuer, any security holder of the Issuer, or the staff of the Securities and Exchange Commission, upon request, full information regarding the number of shares of Common Stock sold at each separate price in the ranges set forth in this footnote. The VWAP pricing in the Form 4 filed with the SEC on November 16, 2022 inadvertently referred to shares sold when all reported transactions in such filing were purchases.

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: 0001209191-22-057744 · 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: 5,893,471

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 $35.05 to $35.49, 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: 0001209191-22-057744 · 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: 5,884,706

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 $34.04 to $35.03, inclusive. The reporting person undertakes to provide to the Issuer, any security holder of the Issuer, or the staff of the Securities and Exchange Commission, upon request, full information regarding the number of shares of Common Stock sold at each separate price in the ranges set forth in this footnote. The VWAP pricing in the Form 4 filed with the SEC on November 16, 2022 inadvertently referred to shares sold when all reported transactions in such filing were purchases.

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: 0001209191-22-057389 · 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: 5,801,621

F5 · price: The price reported is a weighted average price. These shares of Class A Common Stock of the Issuer were sold in multiple transactions ranging from $34.32 to $34.41, 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.

F6 · ownership.nature: By Reporting Person and Spouse, as co-trustees of Shirley W. Ryan Living Trust dated July 10, 2001

SEC source: 0001209191-22-057389 · 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: 5,792,532

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 sold in multiple transactions ranging from $33.32 to $34.31, 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 · balance_after: Excludes certain shares that the Reporting Person gifted in 2022 that will be reported subsequently on a Form 5

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

F6 · ownership.nature: By Reporting Person and Spouse, as co-trustees of Shirley W. Ryan Living Trust dated July 10, 2001

SEC source: 0001209191-22-057389 · 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: 5,801,621

F5 · price: The price reported is a weighted average price. These shares of Class A Common Stock of the Issuer were sold in multiple transactions ranging from $34.32 to $34.41, 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.

F4 · ownership.nature: By Reporting Person and Spouse, as co-trustees of Patrick G. Ryan Living Trust dated July 10, 2001

SEC source: 0001209191-22-057389 · 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: 5,792,533

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 sold in multiple transactions ranging from $33.32 to $34.31, 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 · balance_after: Excludes certain shares that the Reporting Person gifted in 2022 that will be reported subsequently on a Form 5

F3 · 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 Patrick G. Ryan Living Trust dated July 10, 2001

SEC source: 0001209191-22-057745 · doc4.xml · nonDerivative · entry 3

OHALLERAN MICHAEL D · CIK 0001023265 · Director

10b5-1 filing: Not disclosed

Ownership: Indirect · See Footnote

Disclosed balance after: 574,228

F4 · price: The price reported is a weighted average price. These shares of Class A Common Stock were purchased in multiple transactions ranging from $34.13 to $34.25, 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.nature: The reported securities are held by the Trust of Michael D. O'Halleran dated January 17, 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: 0001209191-22-057745 · doc4.xml · nonDerivative · entry 2

OHALLERAN MICHAEL D · CIK 0001023265 · Director

10b5-1 filing: Not disclosed

Ownership: Indirect · See Footnote

Disclosed balance after: 572,808

F3 · price: The price reported is a weighted average price. These shares of Class A Common Stock were purchased in multiple transactions ranging from $33.145 to $34.12, 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 Common Stock sold at each separate price in the ranges set forth in this footnote.

F2 · ownership.nature: The reported securities are held by the Trust of Michael D. O'Halleran dated January 17, 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: 0001209191-22-057745 · doc4.xml · nonDerivative · entry 1

OHALLERAN MICHAEL D · CIK 0001023265 · Director

10b5-1 filing: Not disclosed

Ownership: Indirect · See Footnote

Disclosed balance after: 564,228

F1 · price: The price reported is a weighted average price. These shares of Class A Common Stock, par value $0.001 (the "Class A Common Stock"), of Ryan Specialty Holdings, Inc. (the "Issuer") were purchased in multiple transactions ranging from $33.57 to $33.9199, 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.nature: The reported securities are held by the Trust of Michael D. O'Halleran dated January 17, 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: 0001209191-22-048504 · doc4.xml · nonDerivative · entry 2

MULSHINE BRENDAN MARTIN · CIK 0001869959 · See Remarks

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 0

F3 · 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 $41.20 to $42.10, 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 their pecuniary interest therein.

SEC source: 0001209191-22-048504 · doc4.xml · nonDerivative · entry 1

MULSHINE BRENDAN MARTIN · CIK 0001869959 · See Remarks

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 5,183

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 sold in multiple transactions ranging from $42.50 to $43.16, 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 their pecuniary interest therein.

SEC source: 0001209191-23-008244 · doc5.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 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: 0001209191-22-047705 · doc4.xml · nonDerivative · entry 2

MULSHINE BRENDAN MARTIN · CIK 0001869959 · See Remarks

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 25,000

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.

F1 · ownership.direct: The Reporting Person disclaims beneficial ownership except to the extent of their pecuniary interest therein.

SEC source: 0001209191-22-047705 · doc4.xml · nonDerivative · entry 1

MULSHINE BRENDAN MARTIN · CIK 0001869959 · See Remarks

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 777,869

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

SEC source: 0001209191-22-047705 · doc4.xml · derivative · entry 4

MULSHINE BRENDAN MARTIN · CIK 0001869959 · See Remarks

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 777,869

Underlying: Class A Common Stock · 25,000 shares

Expires not disclosed

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

F2 · derivative.exercise_date: Each Common Unit, together with the cancellation of one 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 Units do not expire.

F2 · derivative.expiration_date: Each Common Unit, together with the cancellation of one 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 Units do not expire.

F1 · ownership.direct: The Reporting Person disclaims beneficial ownership except to the extent of their pecuniary interest therein.

SEC source: 0001209191-22-043144 · doc4.xml · derivative · entry 5

PASCHAL-ALCORN LISA JO · CIK 0001870017 · See Remarks

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 145,439

Underlying: Class A Common Stock · 3,379 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: 0001209191-22-043144 · doc4.xml · derivative · entry 4

PASCHAL-ALCORN LISA JO · CIK 0001870017 · See Remarks

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 148,818

Underlying: Class A Common Stock · 11,531 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: 0001209191-22-043144 · doc4.xml · derivative · entry 3

PASCHAL-ALCORN LISA JO · CIK 0001870017 · See Remarks

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 46,126

Underlying: Class A Common Stock · 11,531 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 July 23, 2021, the Reporting Person was Granted 57,657 Restricted LLC Units which vest 20% on each of July 22, 2022 through July 22, 2026. 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. The Common Units are exchangeable on a one-for-one basis for Class A Common Stock, subject to customary adjustments.

F3 · derivative.exercise_date: On July 23, 2021, the Reporting Person was Granted 57,657 Restricted LLC Units which vest 20% on each of July 22, 2022 through July 22, 2026. 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. The Common Units are exchangeable on a one-for-one basis for Class A Common Stock, subject to customary adjustments.

F3 · derivative.expiration_date: On July 23, 2021, the Reporting Person was Granted 57,657 Restricted LLC Units which vest 20% on each of July 22, 2022 through July 22, 2026. 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. The Common Units are exchangeable on a one-for-one basis for Class A Common Stock, subject to customary adjustments.

SEC source: 0001209191-22-043144 · doc4.xml · nonDerivative · entry 2

PASCHAL-ALCORN LISA JO · CIK 0001870017 · See Remarks

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 145,439

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 ("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, par value $0.001 ("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: 0001209191-22-043144 · doc4.xml · nonDerivative · entry 1

PASCHAL-ALCORN LISA JO · CIK 0001870017 · See Remarks

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 148,818

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 ("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: 0001209191-22-038363 · doc4.xml · nonDerivative · entry 1

BOLGER DAVID P · CIK 0001220116 · Director

10b5-1 filing: Not disclosed

Ownership: Indirect · See Footnote

Disclosed balance after: 95,784

F1 · shares: The reported securities were exchanged on June 16, 2022, for ownership in a diversified fund pursuant to an irrevocable contractual agreement entered into by Mr. Bolger in accordance with rule 10b5-1.

F2 · ownership.nature: The securities are held directly by the David P. Bolger Revocable Trust dated 10/30/1995. The reporting person may be deemed the beneficial owner of the reported securities but disclaims such ownership except to the extent of their pecuniary interest therein.

SEC source: 0001209191-22-035359 · doc4.xml · nonDerivative · entry 1

COLLINS MICHELLE L · CIK 0001057687 · Director

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 5,829

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 2,829 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: 0001209191-22-035367 · doc4.xml · nonDerivative · entry 1

ROGERS JOHN W JR · CIK 0000938885 · Director

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 97,043

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 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: 0001209191-22-035366 · doc4.xml · nonDerivative · entry 1

OHALLERAN MICHAEL D · CIK 0001023265 · Director

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 225,573

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 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: 0001209191-22-035364 · doc4.xml · nonDerivative · entry 1

MCKENNA ANDREW J · CIK 0001037488 · Director

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 127,190

SEC source: 0001209191-22-035362 · doc4.xml · nonDerivative · entry 1

FINDLAY D CAMERON · CIK 0001246570 · Director

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 66,095

SEC source: 0001209191-22-035361 · doc4.xml · nonDerivative · entry 1

DEVERS WILLIAM J JR · CIK 0001201816 · Director

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 27,190

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 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: 0001209191-22-035355 · doc4.xml · nonDerivative · entry 1

BOLGER DAVID P · CIK 0001220116 · Director

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 7,190

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: 0001209191-22-035354 · doc4.xml · nonDerivative · entry 1

Bienen Henry S · CIK 0001304250 · Director

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 7,190

SEC source: 0001209191-22-030217 · doc4.xml · nonDerivative · entry 3

TURNER TIMOTHY WILLIAM · CIK 0001870059 · Director · President

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 0

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

SEC source: 0001209191-22-030217 · doc4.xml · derivative · entry 4

TURNER TIMOTHY WILLIAM · CIK 0001870059 · Director · President

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 4,846,095

Underlying: Class A Common Stock · 352,697 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_date: Each Common Unit, together with the cancellation of one 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 Units do not expire.

F2 · derivative.expiration_date: Each Common Unit, together with the cancellation of one 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 Units do not expire.

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

SEC source: 0001209191-22-030217 · doc4.xml · nonDerivative · entry 2

TURNER TIMOTHY WILLIAM · CIK 0001870059 · Director · President

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 352,697

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