HTH

SEC source: 0001562180-24-004511 · primarydocument.xml · nonDerivative · entry 1

Winges Martin Bradley · CIK 0001453018 · Hilltop Securities CEO

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 108,325.6829

F1 · shares: Shares acquired pursuant to the reinvestment of dividends.

SEC source: 0001562180-24-004510 · primarydocument.xml · nonDerivative · entry 1

PRESTIDGE COREY · CIK 0001397829 · EVP, General Counsel & Sec.

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 167,605.0726

F1 · shares: Shares acquired pursuant to the reinvestment of dividends.

SEC source: 0002087850-25-000029 · primarydocument.xml · nonDerivative · entry 1

Thompson Steve B · CIK 0002087850 · PrimeLending President and CEO

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 116,170.4755

F1 · shares: Shares acquired pursuant to the reinvestment of dividends.

SEC source: 0001562180-24-003283 · primarydocument.xml · nonDerivative · entry 1

Schaffner Jerry · CIK 0001456811 · PlainsCapital Bank CEO

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 142,043

F1 · balance_after: Includes 11,970 shares of common stock held in an individual retirement account for the benefit of the reporting person.

SEC source: 0001562180-24-003284 · primarydocument.xml · nonDerivative · entry 1

Furr William B · CIK 0001683821 · Chief Financial Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 181,189.0167

F1 · shares: Shares acquired pursuant to the Hilltop Holdings Inc. (the "Issuer") Employee Stock Purchase Plan ("ESPP") for the ESPP purchase period of January 1, 2024 through March 31, 2024.

F2 · price: In accordance with the ESPP, these shares were purchased based on 90% of the closing price of the Issuer's stock on March 28, 2024.

SEC source: 0001562180-24-003282 · primarydocument.xml · nonDerivative · entry 1

Winges Martin Bradley · CIK 0001453018 · Hilltop Securities CEO

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 108,039.7243

F1 · shares: Shares acquired pursuant to the Hilltop Holdings Inc. (the "Issuer") Employee Stock Purchase Plan ("ESPP") for the ESPP purchase period of January 1, 2024 through March 31, 2024.

F2 · price: In accordance with the ESPP, these shares were purchased based on 90% of the closing price of the Issuer's stock on March 28, 2024.

SEC source: 0001562180-24-003281 · primarydocument.xml · nonDerivative · entry 1

PARMENTER DARREN E · CIK 0001431919 · Chief Administrative Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 87,913.0883

F1 · shares: Shares acquired pursuant to the Hilltop Holdings Inc. (the "Issuer") Employee Stock Purchase Plan ("ESPP") for the ESPP purchase period of January 1, 2024 through March 31, 2024.

F2 · price: In accordance with the ESPP, these shares were purchased based on 90% of the closing price of the Issuer's stock on March 28, 2024.

SEC source: 0001562180-24-003285 · primarydocument.xml · nonDerivative · entry 1

Bornemann Keith E. · CIK 0001420756 · Chief Accounting Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 11,510.02

F1 · shares: Shares acquired pursuant to the Hilltop Holdings Inc. (the "Issuer") Employee Stock Purchase Plan ("ESPP") for the ESPP purchase period of January 1, 2024 through March 31, 2024.

F2 · price: In accordance with the ESPP, these shares were purchased based on 90% of the closing price of the Issuer's stock on March 28, 2024.

SEC source: 0001562180-24-003280 · primarydocument.xml · nonDerivative · entry 1

PRESTIDGE COREY · CIK 0001397829 · EVP, General Counsel & Sec.

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 167,054.4256

F1 · shares: Shares acquired pursuant to the Hilltop Holdings Inc. (the "Issuer") Employee Stock Purchase Plan ("ESPP") for the ESPP purchase period of January 1, 2024 through March 31, 2024.

F2 · price: In accordance with the ESPP, these shares were purchased based on 90% of the closing price of the Issuer's stock on March 28, 2024.

SEC source: 0001562180-24-003279 · primarydocument.xml · nonDerivative · entry 1

FORD JEREMY B · CIK 0001258665 · Director · President & CEO

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 1,534,308

F1 · shares: Shares acquired pursuant to the Hilltop Holdings Inc. (the "Issuer") Employee Stock Purchase Plan ("ESPP") for the ESPP purchase period of January 1, 2024 through March 31, 2024.

F2 · price: In accordance with the ESPP, these shares were purchased based on 90% of the closing price of the Issuer's stock on March 28, 2024.

SEC source: 0002087850-25-000028 · primarydocument.xml · nonDerivative · entry 1

Thompson Steve B · CIK 0002087850 · PrimeLending President and CEO

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 115,784.9401

F1 · shares: Shares acquired pursuant to the Hilltop Holdings Inc. (the "Issuer") Employee Stock Purchase Plan ("ESPP") for the ESPP purchase period of January 1, 2024 through March 31, 2024.

F2 · price: In accordance with the ESPP, these shares were purchased based on 90% of the closing price of the Issuer's stock on March 28, 2024.

SEC source: 0001562180-24-003201 · primarydocument.xml · nonDerivative · entry 3

FORD GERALD J · CIK 0001021572 · Director · 10% owner

Diamond HTH Stock Co GP, LLC · CIK 0001718156 · 10% owner

Diamond HTH Stock Company, LP · CIK 0001718307 · 10% owner

Turtle Creek Revocable Trust · CIK 0001718194 · 10% owner

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

10b5-1 filing: No plan indicated

Ownership: Indirect · See Footnotes

Disclosed balance after: 91,248

F3 · ownership.nature: This statement is jointly filed by and on behalf of each of Mr. Ford, Diamond HTH Stock Company, LP ("Diamond HTH LP"), Diamond HTH Stock Company GP, LLC ("Diamond HTH LLC"), and Turtle Creek Revocable Trust (the "Trust"). Mr. Ford, Diamond A Financial, L.P. ("Diamond A") and the Trust are the direct beneficial owners of the securities covered by this statement.

F4 · ownership.nature: Diamond HTH LP is the general partner of, and may be deemed to beneficially own certain securities owned by, Diamond A. Diamond HTH LLC is the general partner of, and may be deemed to beneficially own certain securities owned by, Diamond HTH LP. Mr. Ford is the sole member of, and may be deemed to beneficially own certain securities owned by, Diamond HTH LLC. Mr. Ford is the grantor and trustee of, and may be deemed to beneficially own certain securities owned by, the Trust.

F5 · ownership.nature: The reporting persons state that neither the filing of this statement nor anything herein shall be deemed an admission that such persons are, for purposes of Section 16 of the Securities Exchange Act of 1934, as amended (the "Exchange Act") or otherwise, the beneficial owners of any securities covered by this statement. The reporting persons disclaim beneficial ownership of the securities covered by this statement, except to the extent of the pecuniary interest of such persons in such securities.

F6 · ownership.nature: The reporting persons may be deemed to be a member of a group with respect to the Issuer or securities of the Issuer for purposes of Section 13(d) or 13(g) of the Exchange Act. The reporting persons declare that neither the filing of this statement nor anything herein shall be construed as an admission that such persons are, for the purposes of Section 13(d) or 13(g) of the Exchange Act or any other purpose, a member of a group with respect to the Issuer or securities of the Issuer.

F8 · ownership.nature: Represents Shares directly beneficially owned by the Trust.

SEC source: 0001562180-24-003201 · primarydocument.xml · nonDerivative · entry 2

FORD GERALD J · CIK 0001021572 · Director · 10% owner

Diamond HTH Stock Co GP, LLC · CIK 0001718156 · 10% owner

Diamond HTH Stock Company, LP · CIK 0001718307 · 10% owner

Turtle Creek Revocable Trust · CIK 0001718194 · 10% owner

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

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 317,167.4346

F7 · shares: In connection with Mr. Ford's receipt of Shares under the 2020 EIP as compensation for services rendered as a director of the Issuer in the first quarter of 2024, Mr. Ford subsequently gifted these Shares to the Trust, which is a revocable trust of Mr. Ford established for the benefit of the members of his family.

F3 · ownership.direct: This statement is jointly filed by and on behalf of each of Mr. Ford, Diamond HTH Stock Company, LP ("Diamond HTH LP"), Diamond HTH Stock Company GP, LLC ("Diamond HTH LLC"), and Turtle Creek Revocable Trust (the "Trust"). Mr. Ford, Diamond A Financial, L.P. ("Diamond A") and the Trust are the direct beneficial owners of the securities covered by this statement.

F4 · ownership.direct: Diamond HTH LP is the general partner of, and may be deemed to beneficially own certain securities owned by, Diamond A. Diamond HTH LLC is the general partner of, and may be deemed to beneficially own certain securities owned by, Diamond HTH LP. Mr. Ford is the sole member of, and may be deemed to beneficially own certain securities owned by, Diamond HTH LLC. Mr. Ford is the grantor and trustee of, and may be deemed to beneficially own certain securities owned by, the Trust.

F5 · ownership.direct: The reporting persons state that neither the filing of this statement nor anything herein shall be deemed an admission that such persons are, for purposes of Section 16 of the Securities Exchange Act of 1934, as amended (the "Exchange Act") or otherwise, the beneficial owners of any securities covered by this statement. The reporting persons disclaim beneficial ownership of the securities covered by this statement, except to the extent of the pecuniary interest of such persons in such securities.

F6 · ownership.direct: The reporting persons may be deemed to be a member of a group with respect to the Issuer or securities of the Issuer for purposes of Section 13(d) or 13(g) of the Exchange Act. The reporting persons declare that neither the filing of this statement nor anything herein shall be construed as an admission that such persons are, for the purposes of Section 13(d) or 13(g) of the Exchange Act or any other purpose, a member of a group with respect to the Issuer or securities of the Issuer.

SEC source: 0001562180-24-003201 · primarydocument.xml · nonDerivative · entry 1

FORD GERALD J · CIK 0001021572 · Director · 10% owner

Diamond HTH Stock Co GP, LLC · CIK 0001718156 · 10% owner

Diamond HTH Stock Company, LP · CIK 0001718307 · 10% owner

Turtle Creek Revocable Trust · CIK 0001718194 · 10% owner

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

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 318,932.4346

F1 · shares: Represents shares of common stock of Hilltop Holdings Inc. (the "Issuer"), par value $0.01 per share ("Shares"), granted to Gerald J. Ford under the Hilltop Holdings Inc. 2020 Equity Incentive Plan (the "2020 EIP"), as compensation for services rendered as a director of the Issuer in the first calendar quarter of 2024.

F2 · price: Price per share calculated using the average closing price per share for the period from March 15, 2024 to March 28, 2024.

F3 · ownership.direct: This statement is jointly filed by and on behalf of each of Mr. Ford, Diamond HTH Stock Company, LP ("Diamond HTH LP"), Diamond HTH Stock Company GP, LLC ("Diamond HTH LLC"), and Turtle Creek Revocable Trust (the "Trust"). Mr. Ford, Diamond A Financial, L.P. ("Diamond A") and the Trust are the direct beneficial owners of the securities covered by this statement.

F4 · ownership.direct: Diamond HTH LP is the general partner of, and may be deemed to beneficially own certain securities owned by, Diamond A. Diamond HTH LLC is the general partner of, and may be deemed to beneficially own certain securities owned by, Diamond HTH LP. Mr. Ford is the sole member of, and may be deemed to beneficially own certain securities owned by, Diamond HTH LLC. Mr. Ford is the grantor and trustee of, and may be deemed to beneficially own certain securities owned by, the Trust.

F5 · ownership.direct: The reporting persons state that neither the filing of this statement nor anything herein shall be deemed an admission that such persons are, for purposes of Section 16 of the Securities Exchange Act of 1934, as amended (the "Exchange Act") or otherwise, the beneficial owners of any securities covered by this statement. The reporting persons disclaim beneficial ownership of the securities covered by this statement, except to the extent of the pecuniary interest of such persons in such securities.

F6 · ownership.direct: The reporting persons may be deemed to be a member of a group with respect to the Issuer or securities of the Issuer for purposes of Section 13(d) or 13(g) of the Exchange Act. The reporting persons declare that neither the filing of this statement nor anything herein shall be construed as an admission that such persons are, for the purposes of Section 13(d) or 13(g) of the Exchange Act or any other purpose, a member of a group with respect to the Issuer or securities of the Issuer.

SEC source: 0001562180-24-003198 · primarydocument.xml · nonDerivative · entry 1

SOBEL JONATHAN S · CIK 0001086618 · Director · Hilltop Securities Chairman

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 24,817.5102

F1 · shares: Shares acquired pursuant to the Hilltop Holdings Inc. 2020 Equity Incentive Plan as compensation for services rendered as a director in the first calendar quarter of 2024.

F2 · price: Price per share calculated using the average closing price per share for the period from March 15, 2024 to March 28, 2024.

SEC source: 0001562180-24-003199 · primarydocument.xml · nonDerivative · entry 1

Taylor Robert JR · CIK 0001461403 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 42,243

F1 · shares: Shares acquired pursuant to the Hilltop Holdings Inc. 2020 Equity Incentive Plan as compensation for services rendered as a director in the first calendar quarter of 2024.

F2 · price: Price per share calculated using the average closing price per share for the period from March 15, 2024 to March 28, 2024.

SEC source: 0001562180-24-003200 · primarydocument.xml · nonDerivative · entry 1

WEBB CARL B · CIK 0001267958 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 126,266

F1 · shares: Shares acquired pursuant to the Hilltop Holdings Inc. 2020 Equity Incentive Plan as compensation for services rendered as a director in the first calendar quarter of 2024.

F2 · price: Price per share calculated using the average closing price per share for the period from March 15, 2024 to March 28, 2024.

SEC source: 0001562180-24-003197 · primarydocument.xml · nonDerivative · entry 1

Anderson Charlotte Jones · CIK 0001472588 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 15,227

F1 · shares: Shares acquired pursuant to the Hilltop Holdings Inc. 2020 Equity Incentive Plan as compensation for services rendered as a director in the first calendar quarter of 2024.

F2 · price: Price per share calculated using the average closing price per share for the period from March 15, 2024 to March 28, 2024.

SEC source: 0001562180-24-003196 · primarydocument.xml · nonDerivative · entry 1

Bolt Tracy Allan · CIK 0001472587 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 49,323

F1 · shares: Shares acquired pursuant to the Hilltop Holdings Inc. 2020 Equity Incentive Plan as compensation for services rendered as a director in the first calendar quarter of 2024.

F2 · price: Price per share calculated using the average closing price per share for the period from March 15, 2024 to March 28, 2024.

SEC source: 0001562180-24-002563 · primarydocument.xml · nonDerivative · entry 1

Feinberg Hill A · CIK 0001325149 · Director

10b5-1 filing: No plan indicated

Ownership: Indirect · By Wife

Disclosed balance after: 13,776

F1 · price: The price reported is a weighted average price. The shares were sold in multiple transactions at prices ranging from $31.63 to $31.68, inclusive. The reporting person undertakes to provide to Hilltop Holdings Inc., any stockholder of Hilltop Holdings Inc. or the staff of the Securities and Exchange Commission, upon request, full information regarding the number of shares sold at each separate price within such range.

F2 · ownership.direct: The reporting person states that neither the filing of this statement nor anything herein shall be deemed an admission that such person is, for purposes of Section 16 of the Securities Exchange Act of 1934, as amended (the "Exchange Act") or otherwise, the beneficial owner of these shares. The reporting person disclaims beneficial ownership of these shares, except to the extent of the pecuniary interest of such person in such shares.

SEC source: 0001562180-24-002158 · primarydocument.xml · nonDerivative · entry 1

FORD GERALD J · CIK 0001021572 · Director · 10% owner

Diamond HTH Stock Company, LP · CIK 0001718307 · 10% owner

Turtle Creek Revocable Trust · CIK 0001718194 · 10% owner

Diamond HTH Stock Co GP, LLC · CIK 0001718156 · 10% owner

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

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 317,167.4346

F1 · shares: Shares acquired pursuant to the reinvestment of dividends.

F2 · ownership.direct: This statement is jointly filed by and on behalf of each of Mr. Ford, Diamond HTH Stock Company, LP ("Diamond HTH LP"), Diamond HTH Stock Company GP, LLC ("Diamond HTH LLC"), and Turtle Creek Revocable Trust (the "Trust"). Mr. Ford, Diamond A Financial, L.P. ("Diamond A") and the Trust are the direct beneficial owners of the securities covered by this statement.

F3 · ownership.direct: Diamond HTH LP is the general partner of, and may be deemed to beneficially own certain securities owned by, Diamond A. Diamond HTH LLC is the general partner of, and may be deemed to beneficially own certain securities owned by, Diamond HTH LP. Mr. Ford is the sole member of, and may be deemed to beneficially own certain securities owned by, Diamond HTH LLC. Mr. Ford is the grantor and trustee of, and may be deemed to beneficially own certain securities owned by, the Trust.

F4 · ownership.direct: The reporting persons state that neither the filing of this statement nor anything herein shall be deemed an admission that such persons are, for purposes of Section 16 of the Securities Exchange Act of 1934, as amended (the "Exchange Act") or otherwise, the beneficial owners of any securities covered by this statement. The reporting persons disclaim beneficial ownership of the securities covered by this statement, except to the extent of the pecuniary interest of such persons in such securities.

F5 · ownership.direct: The reporting persons may be deemed to be a member of a group with respect to Hilltop Holdings Inc. (the "Issuer") or securities of the Issuer for purposes of Section 13(d) or 13(g) of the Exchange Act. The reporting persons declare that neither the filing of this statement nor anything herein shall be construed as an admission that such persons are, for the purposes of Section 13(d) or 13(g) of the Exchange Act or any other purpose, a member of a group with respect to the Issuer or securities of the Issuer.

SEC source: 0001562180-24-002157 · primarydocument.xml · nonDerivative · entry 1

SOBEL JONATHAN S · CIK 0001086618 · Director · Hilltop Securities Chairman

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 24,600.5102

F1 · shares: Shares acquired pursuant to the reinvestment of dividends.

SEC source: 0001562180-24-002156 · primarydocument.xml · nonDerivative · entry 1

Winges Martin Bradley · CIK 0001453018 · Hilltop Securities CEO

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 107,241.7243

F1 · shares: Shares acquired pursuant to the reinvestment of dividends.

SEC source: 0001562180-24-002155 · primarydocument.xml · nonDerivative · entry 1

PRESTIDGE COREY · CIK 0001397829 · EVP, General Counsel & Sec.

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 166,869.4256

F1 · shares: Shares acquired pursuant to the reinvestment of dividends.

SEC source: 0002087850-25-000027 · primarydocument.xml · nonDerivative · entry 1

Thompson Steve B · CIK 0002087850 · PrimeLending President and CEO

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 114,986.9401

F1 · shares: Shares acquired pursuant to the reinvestment of dividends.

SEC source: 0001562180-24-001825 · primarydocument.xml · nonDerivative · entry 3

Furr William B · CIK 0001683821 · Chief Financial Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 181,135.0167

F3 · shares: Represents shares of common stock withheld by the issuer to satisfy tax withholding obligations in connection with the vesting of time-based restricted stock units awarded on February 23, 2021.

SEC source: 0001562180-24-001825 · primarydocument.xml · nonDerivative · entry 2

Furr William B · CIK 0001683821 · Chief Financial Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 184,348.0167

F2 · shares: Represents shares of common stock delivered upon the vesting of performance-based restricted stock units awarded on February 23, 2021 in connection with the achievement of certain performance criteria.

SEC source: 0001562180-24-001825 · primarydocument.xml · nonDerivative · entry 1

Furr William B · CIK 0001683821 · Chief Financial Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 157,825.0167

F1 · shares: Represents shares of common stock withheld by the issuer to satisfy tax withholding obligations in connection with the vesting of performance-based restricted stock units awarded on February 23, 2021.

SEC source: 0001562180-24-001823 · primarydocument.xml · nonDerivative · entry 3

Schaffner Jerry · CIK 0001456811 · PlainsCapital Bank Pres & CEO

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 144,816

F4 · shares: Represents shares of common stock withheld by the issuer to satisfy tax withholding obligations in connection with the vesting of time-based restricted stock units awarded on February 23, 2021.

F2 · balance_after: Includes 11,970 shares of common stock held in an individual retirement account for the benefit of the reporting person.

SEC source: 0001562180-24-001823 · primarydocument.xml · nonDerivative · entry 2

Schaffner Jerry · CIK 0001456811 · PlainsCapital Bank Pres & CEO

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 146,997

F3 · shares: Represents shares of common stock delivered upon the vesting of performance-based restricted stock units awarded on February 23, 2021 in connection with the achievement of certain performance criteria.

F2 · balance_after: Includes 11,970 shares of common stock held in an individual retirement account for the benefit of the reporting person.

SEC source: 0001562180-24-001823 · primarydocument.xml · nonDerivative · entry 1

Schaffner Jerry · CIK 0001456811 · PlainsCapital Bank Pres & CEO

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 132,388

F1 · shares: Represents shares of common stock withheld by the issuer to satisfy tax withholding obligations in connection with the vesting of performance-based restricted stock units awarded on February 23, 2021.

F2 · balance_after: Includes 11,970 shares of common stock held in an individual retirement account for the benefit of the reporting person.

SEC source: 0001562180-24-001820 · primarydocument.xml · nonDerivative · entry 4

Winges Martin Bradley · CIK 0001453018 · Hilltop Securities CEO

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 106,897.5738

F4 · shares: Represents shares of common stock withheld by the issuer to satisfy tax withholding obligations in connection with the vesting of time-based restricted stock units awarded on February 23, 2021.

SEC source: 0001562180-24-001820 · primarydocument.xml · nonDerivative · entry 3

Winges Martin Bradley · CIK 0001453018 · Hilltop Securities CEO

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 111,099.5738

F3 · shares: Represents shares of common stock delivered upon the vesting of performance-based restricted stock units awarded on February 23, 2021 in connection with the achievement of certain performance criteria.

SEC source: 0001562180-24-001820 · primarydocument.xml · nonDerivative · entry 2

Winges Martin Bradley · CIK 0001453018 · Hilltop Securities CEO

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 91,038.5738

F2 · shares: Represents shares of common stock withheld by the issuer to satisfy tax withholding obligations in connection with the vesting of performance-based restricted stock units awarded on February 23, 2021.

SEC source: 0001562180-24-001820 · primarydocument.xml · nonDerivative · entry 1

Winges Martin Bradley · CIK 0001453018 · Hilltop Securities CEO

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 98,933.5738

F1 · price: The price reported is a weighted average price. The shares were sold in multiple transactions at prices ranging from $30.67 to $31.13, inclusive. The reporting person undertakes to provide to Hilltop Holdings Inc., any stockholder of Hilltop Holdings Inc. or the staff of the Securities and Exchange Commission, upon request, full information regarding the number of shares sold at each separate price within such range.

SEC source: 0001562180-24-001821 · primarydocument.xml · nonDerivative · entry 3

PARMENTER DARREN E · CIK 0001431919 · Chief Administrative Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 87,397.0883

F3 · shares: Represents shares of common stock withheld by the issuer to satisfy tax withholding obligations in connection with the vesting of time-based restricted stock units awarded on February 23, 2021.

SEC source: 0001562180-24-001821 · primarydocument.xml · nonDerivative · entry 2

PARMENTER DARREN E · CIK 0001431919 · Chief Administrative Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 88,270.0883

F2 · shares: Represents shares of common stock delivered upon the vesting of performance-based restricted stock units awarded on February 23, 2021 in connection with the achievement of certain performance criteria.

SEC source: 0001562180-24-001821 · primarydocument.xml · nonDerivative · entry 1

PARMENTER DARREN E · CIK 0001431919 · Chief Administrative Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 82,376.0883

F1 · shares: Represents shares of common stock withheld by the issuer to satisfy tax withholding obligations in connection with the vesting of performance-based restricted stock units awarded on February 23, 2021.

SEC source: 0001562180-24-001826 · primarydocument.xml · nonDerivative · entry 1

Bornemann Keith E. · CIK 0001420756 · Chief Accounting Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 11,457.02

F1 · shares: Represents shares of common stock withheld by the issuer to satisfy tax withholding obligations in connection with the vesting of 1,680 time-based restricted stock units awarded on February 23, 2021.

SEC source: 0001562180-24-001824 · primarydocument.xml · nonDerivative · entry 1

FORD JEREMY B · CIK 0001258665 · Director · President & CEO

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 1,533,510

F1 · shares: Represents shares of common stock delivered upon the vesting of performance-based restricted stock units awarded on February 23, 2021 in connection with the achievement of certain performance criteria.

SEC source: 0001562180-24-001822 · primarydocument.xml · nonDerivative · entry 3

PRESTIDGE COREY · CIK 0001397829 · EVP, General Counsel & Sec.

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 166,408.0108

F3 · shares: Represents shares of common stock withheld by the issuer to satisfy tax withholding obligations in connection with the vesting of time-based restricted stock units awarded on February 23, 2021.

SEC source: 0001562180-24-001822 · primarydocument.xml · nonDerivative · entry 2

PRESTIDGE COREY · CIK 0001397829 · EVP, General Counsel & Sec.

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 167,969.0108

F2 · shares: Represents shares of common stock delivered upon the vesting of performance-based restricted stock units awarded on February 23, 2021 in connection with the achievement of certain performance criteria.

SEC source: 0001562180-24-001822 · primarydocument.xml · nonDerivative · entry 1

PRESTIDGE COREY · CIK 0001397829 · EVP, General Counsel & Sec.

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 152,923.0108

F1 · shares: Represents shares of common stock withheld by the issuer to satisfy tax withholding obligations in connection with the vesting of performance-based restricted stock units awarded on February 23, 2021.

SEC source: 0002087850-25-000026 · primarydocument.xml · nonDerivative · entry 3

Thompson Steve B · CIK 0002087850 · PrimeLending President and CEO

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 114,765.8415

F3 · shares: Represents shares of common stock withheld by the issuer to satisfy tax withholding obligations in connection with the vesting of 9,917 restricted stock units awarded on February 23, 2021.

SEC source: 0002087850-25-000026 · primarydocument.xml · nonDerivative · entry 2

Thompson Steve B · CIK 0002087850 · PrimeLending President and CEO

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 118,042.8415

F2 · shares: Represents shares of common stock delivered upon the vesting of performance-based restricted stock units awarded on February 23, 2021 in connection with the achievement of certain performance criteria.

SEC source: 0002087850-25-000026 · primarydocument.xml · nonDerivative · entry 1

Thompson Steve B · CIK 0002087850 · PrimeLending President and CEO

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 84,187.8415

F1 · shares: Represents shares of common stock withheld by the issuer to satisfy tax withholding obligations in connection with the vesting of performance-based restricted stock units awarded on February 23, 2021.

SEC source: 0001562180-24-001267 · primarydocument.xml · nonDerivative · entry 1

FORD GERALD J · CIK 0001021572 · Director · 10% owner

Diamond HTH Stock Company, LP · CIK 0001718307 · 10% owner

Turtle Creek Revocable Trust · CIK 0001718194 · 10% owner

Diamond HTH Stock Co GP, LLC · CIK 0001718156 · 10% owner

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

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 316,130.5509

F1 · shares: Represents restricted stock units granted to the reporting person. Such restricted stock units will vest, and an equal number of shares of common stock will be deliverable to the reporting person, upon the third anniversary of the date of grant, February 8, 2027, or immediately upon the earlier occurrence of events specified in the reporting person's restricted stock unit award agreement.

F2 · ownership.direct: This statement is jointly filed by and on behalf of each of Mr. Ford, Diamond HTH Stock Company, LP ("Diamond HTH LP"), Diamond HTH Stock Company GP, LLC ("Diamond HTH LLC"), and Turtle Creek Revocable Trust (the "Trust"). Mr. Ford, Diamond A Financial, L.P. ("Diamond A") and the Trust are the direct beneficial owners of the securities covered by this statement.

F3 · ownership.direct: Diamond HTH LP is the general partner of, and may be deemed to beneficially own certain securities owned by, Diamond A. Diamond HTH LLC is the general partner of, and may be deemed to beneficially own certain securities owned by, Diamond HTH LP. Mr. Ford is the sole member of, and may be deemed to beneficially own certain securities owned by, Diamond HTH LLC. Mr. Ford is the grantor and trustee of, and may be deemed to beneficially own certain securities owned by, the Trust.

F4 · ownership.direct: The reporting persons state that neither the filing of this statement nor anything herein shall be deemed an admission that such persons are, for purposes of Section 16 of the Securities Exchange Act of 1934, as amended (the "Exchange Act") or otherwise, the beneficial owners of any securities covered by this statement. The reporting persons disclaim beneficial ownership of the securities covered by this statement, except to the extent of the pecuniary interest of such persons in such securities.

F5 · ownership.direct: The reporting persons may be deemed to be a member of a group with respect to Hilltop Holdings Inc. (the "Issuer") or securities of the Issuer for purposes of Section 13(d) or 13(g) of the Exchange Act. The reporting persons declare that neither the filing of this statement nor anything herein shall be construed as an admission that such persons are, for the purposes of Section 13(d) or 13(g) of the Exchange Act or any other purpose, a member of a group with respect to the Issuer or securities of the Issuer.

SEC source: 0001562180-24-001265 · primarydocument.xml · nonDerivative · entry 1

Furr William B · CIK 0001683821 · Chief Financial Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 166,255.0167

F1 · shares: Represents restricted stock units granted to the reporting person. Such restricted stock units will vest, and an equal number of shares of common stock will be deliverable to the reporting person, upon the third anniversary of the date of grant, February 8, 2027, or immediately upon the earlier occurrence of events specified in the reporting person's restricted stock unit award agreement. The shares of common stock deliverable upon conversion of such restricted stock units will be subject to restrictions on transfer until the first anniversary of the vesting date of the restricted stock units, February 8, 2028, or immediately upon the earlier occurrence of events specified in the reporting person's restricted stock unit award agreement.

SEC source: 0001562180-24-001263 · primarydocument.xml · nonDerivative · entry 1

Winges Martin Bradley · CIK 0001453018 · Hilltop Securities CEO

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 128,933.5738

F1 · shares: Represents restricted stock units granted to the reporting person. Such restricted stock units will vest, and an equal number of shares of common stock will be deliverable to the reporting person, upon the third anniversary of the date of grant, February 8, 2027, or immediately upon the earlier occurrence of events specified in the reporting person's restricted stock unit award agreement. The shares of common stock deliverable upon conversion of such restricted stock units will be subject to restrictions on transfer until the first anniversary of the vesting date of the restricted stock units, February 8, 2028, or immediately upon the earlier occurrence of events specified in the reporting person's restricted stock unit award agreement.

SEC source: 0001562180-24-001264 · primarydocument.xml · nonDerivative · entry 1

PARMENTER DARREN E · CIK 0001431919 · Chief Administrative Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 83,812.0883

F1 · shares: Represents restricted stock units granted to the reporting person. Such restricted stock units will vest, and an equal number of shares of common stock will be deliverable to the reporting person, upon the third anniversary of the date of grant, February 8, 2027, or immediately upon the earlier occurrence of events specified in the reporting person's restricted stock unit award agreement. The shares of common stock deliverable upon conversion of such restricted stock units will be subject to restrictions on transfer until the first anniversary of the vesting date of the restricted stock units, February 8, 2028, or immediately upon the earlier occurrence of events specified in the reporting person's restricted stock unit award agreement.