HTH

SEC source: 0001562180-24-001266 · primarydocument.xml · nonDerivative · entry 1

Bornemann Keith E. · CIK 0001420756 · Chief Accounting Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 11,867.02

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: 0001562180-24-001269 · primarydocument.xml · nonDerivative · entry 1

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

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 156,587.0108

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: 0001562180-24-001268 · primarydocument.xml · nonDerivative · entry 1

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

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 1,401,797

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: 0002087850-25-000025 · 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: 95,373.8415

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: 0001562180-24-000272 · primarydocument.xml · nonDerivative · entry 1

Furr William B · CIK 0001683821 · Chief Financial Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 155,980.0167

F1 · shares: Shares acquired pursuant to the Hilltop Holdings Inc. (the "Issuer") Employee Stock Purchase Plan ("ESPP") for the ESPP purchase period of October 1, 2023 through December 29, 2023.

F2 · price: In accordance with the ESPP, these shares were purchased based on 90% of the closing price of the Issuer's stock on December 29, 2023.

SEC source: 0001562180-24-000273 · primarydocument.xml · nonDerivative · entry 1

PARMENTER DARREN E · CIK 0001431919 · Chief Administrative Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 79,992.0883

F1 · shares: Shares acquired pursuant to the Hilltop Holdings Inc. (the "Issuer") Employee Stock Purchase Plan ("ESPP") for the ESPP purchase period of October 1, 2023 through December 29, 2023.

F2 · price: In accordance with the ESPP, these shares were purchased based on 90% of the closing price of the Issuer's stock on December 29, 2023.

SEC source: 0001562180-24-000270 · primarydocument.xml · nonDerivative · entry 1

Bornemann Keith E. · CIK 0001420756 · Chief Accounting Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 9,777.02

F1 · shares: Shares acquired pursuant to the Hilltop Holdings Inc. (the "Issuer") Employee Stock Purchase Plan ("ESPP") for the ESPP purchase period of October 1, 2023 through December 29, 2023.

F2 · price: In accordance with the ESPP, these shares were purchased based on 90% of the closing price of the Issuer's stock on December 29, 2023.

SEC source: 0001562180-24-000271 · primarydocument.xml · nonDerivative · entry 1

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

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 149,537.0108

F1 · shares: Shares acquired pursuant to the Hilltop Holdings Inc. (the "Issuer") Employee Stock Purchase Plan ("ESPP") for the ESPP purchase period of October 1, 2023 through December 29, 2023.

F2 · price: In accordance with the ESPP, these shares were purchased based on 90% of the closing price of the Issuer's stock on December 29, 2023.

SEC source: 0001562180-24-000126 · 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: 89,483

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: 0001562180-24-000126 · 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: 286,130.5509

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 fourth quarter of 2023, 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: 0001562180-24-000126 · 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: 287,675.5509

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 fourth calendar quarter of 2023.

F2 · price: Price per share calculated using the average closing price per share for the period from December 15, 2023 to December 29, 2023.

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: 0001562180-24-000125 · 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: 24,489.1678

F1 · shares: Shares acquired pursuant to the Hilltop Holdings Inc. 2020 Equity Incentive Plan as compensation for services rendered as a director in the fourth calendar quarter of 2023.

F2 · price: Price per share calculated using the average closing price per share for the period from December 15, 2023 to December 29, 2023.

SEC source: 0001562180-24-000127 · primarydocument.xml · nonDerivative · entry 1

Taylor Robert JR · CIK 0001461403 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 42,005

F1 · shares: Shares acquired pursuant to the Hilltop Holdings Inc. 2020 Equity Incentive Plan as compensation for services rendered as a director in the fourth calendar quarter of 2023.

F2 · price: Price per share calculated using the average closing price per share for the period from December 15, 2023 to December 29, 2023.

SEC source: 0001562180-24-000128 · primarydocument.xml · nonDerivative · entry 1

WEBB CARL B · CIK 0001267958 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 125,831

F1 · shares: Shares acquired pursuant to the Hilltop Holdings Inc. 2020 Equity Incentive Plan as compensation for services rendered as a director in the fourth calendar quarter of 2023.

F2 · price: Price per share calculated using the average closing price per share for the period from December 15, 2023 to December 29, 2023.

SEC source: 0001562180-24-000124 · primarydocument.xml · nonDerivative · entry 1

Anderson Charlotte Jones · CIK 0001472588 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 14,989

F1 · shares: Shares acquired pursuant to the Hilltop Holdings Inc. 2020 Equity Incentive Plan as compensation for services rendered as a director in the fourth calendar quarter of 2023.

F2 · price: Price per share calculated using the average closing price per share for the period from December 15, 2023 to December 29, 2023.

SEC source: 0001562180-24-000123 · primarydocument.xml · nonDerivative · entry 1

Bolt Tracy Allan · CIK 0001472587 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 48,248

F1 · shares: Shares acquired pursuant to the Hilltop Holdings Inc. 2020 Equity Incentive Plan as compensation for services rendered as a director in the fourth calendar quarter of 2023.

F2 · price: Price per share calculated using the average closing price per share for the period from December 15, 2023 to December 29, 2023.

SEC source: 0001562180-23-007991 · 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: 286,130.5509

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: 0001562180-23-007990 · 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: 24,299.1678

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

SEC source: 0001562180-23-007989 · primarydocument.xml · nonDerivative · entry 1

Winges Martin Bradley · CIK 0001453018 · Hilltop Securities CEO

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 108,548.5738

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

SEC source: 0001562180-23-007988 · primarydocument.xml · nonDerivative · entry 1

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

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 149,347.0108

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

SEC source: 0002087850-25-000024 · 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: 83,628.8415

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

SEC source: 0001562180-23-007909 · primarydocument.xml · nonDerivative · entry 2

Bornemann Keith E. · CIK 0001420756 · Chief Accounting Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 9,722.02

SEC source: 0001562180-23-007909 · primarydocument.xml · nonDerivative · entry 1

Bornemann Keith E. · CIK 0001420756 · Chief Accounting Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 10,452.02

SEC source: 0001562180-23-007180 · primarydocument.xml · nonDerivative · entry 1

Furr William B · CIK 0001683821 · Chief Financial Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 155,925.0167

F1 · shares: Shares acquired pursuant to the Hilltop Holdings Inc. (the "Issuer") Employee Stock Purchase Plan ("ESPP") for the ESPP purchase period of July 1, 2023 through September 29, 2023.

F2 · price: In accordance with the ESPP, these shares were purchased based on 90% of the closing price of the Issuer's stock on September 29, 2023.

SEC source: 0001562180-23-007179 · primarydocument.xml · nonDerivative · entry 1

PARMENTER DARREN E · CIK 0001431919 · Chief Administrative Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 79,905.0883

F1 · shares: Shares acquired pursuant to the Hilltop Holdings Inc. (the "Issuer") Employee Stock Purchase Plan ("ESPP") for the ESPP purchase period of July 1, 2023 through September 29, 2023.

F2 · price: In accordance with the ESPP, these shares were purchased based on 90% of the closing price of the Issuer's stock on September 29, 2023.

SEC source: 0001562180-23-007177 · primarydocument.xml · nonDerivative · entry 1

Bornemann Keith E. · CIK 0001420756 · Chief Accounting Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 12,222.02

F1 · shares: Shares acquired pursuant to the Hilltop Holdings Inc. (the "Issuer") Employee Stock Purchase Plan ("ESPP") for the ESPP purchase period of July 1, 2023 through September 29, 2023.

F2 · price: In accordance with the ESPP, these shares were purchased based on 90% of the closing price of the Issuer's stock on September 29, 2023.

SEC source: 0001562180-23-007178 · primarydocument.xml · nonDerivative · entry 1

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

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 148,892.6415

F1 · shares: Shares acquired pursuant to the Hilltop Holdings Inc. (the "Issuer") Employee Stock Purchase Plan ("ESPP") for the ESPP purchase period of July 1, 2023 through September 29, 2023.

F2 · price: In accordance with the ESPP, these shares were purchased based on 90% of the closing price of the Issuer's stock on September 29, 2023.

SEC source: 0001562180-23-007176 · 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: 87,938

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: 0001562180-23-007176 · 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: 285,107.1793

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 third quarter of 2023, 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: 0001562180-23-007176 · 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: 286,997.1793

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 third calendar quarter of 2023.

F2 · price: Price per share calculated using the average closing price per share for the period from September 18, 2023 to September 29, 2023.

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: 0001562180-23-007173 · 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: 24,189.2766

F1 · shares: Shares acquired pursuant to the Hilltop Holdings Inc. 2020 Equity Incentive Plan as compensation for services rendered as a director in the third calendar quarter of 2023.

F2 · price: Price per share calculated using the average closing price per share for the period from September 18, 2023 to September 29, 2023.

SEC source: 0001562180-23-007174 · primarydocument.xml · nonDerivative · entry 1

Taylor Robert JR · CIK 0001461403 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 41,797

F1 · shares: Shares acquired pursuant to the Hilltop Holdings Inc. 2020 Equity Incentive Plan as compensation for services rendered as a director in the third calendar quarter of 2023.

F2 · price: Price per share calculated using the average closing price per share for the period from September 18, 2023 to September 29, 2023.

SEC source: 0001562180-23-007175 · primarydocument.xml · nonDerivative · entry 1

WEBB CARL B · CIK 0001267958 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 125,451

F1 · shares: Shares acquired pursuant to the Hilltop Holdings Inc. 2020 Equity Incentive Plan as compensation for services rendered as a director in the third calendar quarter of 2023.

F2 · price: Price per share calculated using the average closing price per share for the period from September 18, 2023 to September 29, 2023.

SEC source: 0001562180-23-007172 · primarydocument.xml · nonDerivative · entry 1

Littlefair Andrew J · CIK 0001400209 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 19,098

F1 · shares: Shares acquired pursuant to the Hilltop Holdings Inc. 2020 Equity Incentive Plan as compensation for services rendered as a director in the third calendar quarter of 2023.

F2 · price: Price per share calculated using the average closing price per share for the period from September 18, 2023 to September 29, 2023.

SEC source: 0001562180-23-007171 · primarydocument.xml · nonDerivative · entry 1

Anderson Charlotte Jones · CIK 0001472588 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 14,781

F1 · shares: Shares acquired pursuant to the Hilltop Holdings Inc. 2020 Equity Incentive Plan as compensation for services rendered as a director in the third calendar quarter of 2023.

F2 · price: Price per share calculated using the average closing price per share for the period from September 18, 2023 to September 29, 2023.

SEC source: 0001562180-23-007170 · primarydocument.xml · nonDerivative · entry 1

Bolt Tracy Allan · CIK 0001472587 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 47,307

F1 · shares: Shares acquired pursuant to the Hilltop Holdings Inc. 2020 Equity Incentive Plan as compensation for services rendered as a director in the third calendar quarter of 2023.

F2 · price: Price per share calculated using the average closing price per share for the period from September 18, 2023 to September 29, 2023.

SEC source: 0001562180-23-006620 · 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: 285,107.1793

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: 0001562180-23-006619 · 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: 23,956.2766

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

SEC source: 0001562180-23-006617 · primarydocument.xml · nonDerivative · entry 1

Winges Martin Bradley · CIK 0001453018 · Hilltop Securities CEO

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 108,208.9081

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

SEC source: 0001562180-23-006618 · primarydocument.xml · nonDerivative · entry 1

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

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 148,688.6415

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

SEC source: 0002087850-25-000023 · 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: 83,410.6239

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

SEC source: 0001562180-23-006318 · primarydocument.xml · nonDerivative · entry 1

PARMENTER DARREN E · CIK 0001431919 · Chief Administrative Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 79,811.0883

F1 · 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 August 10, 2020.

SEC source: 0001562180-23-006317 · primarydocument.xml · nonDerivative · entry 1

Bornemann Keith E. · CIK 0001420756 · Chief Accounting Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 12,163.02

F1 · 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 August 10, 2020.

SEC source: 0001562180-23-006319 · primarydocument.xml · nonDerivative · entry 1

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

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 148,250.2966

F1 · 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 August 10, 2020.

SEC source: 0001562180-23-005807 · primarydocument.xml · nonDerivative · entry 1

Furr William B · CIK 0001683821 · Chief Financial Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 155,867.0167

F1 · shares: Shares acquired pursuant to the Hilltop Holdings Inc. (the "Issuer") Employee Stock Purchase Plan ("ESPP") for the ESPP purchase period of April 1, 2023 through June 30, 2023.

F2 · price: In accordance with the ESPP, these shares were purchased based on 90% of the closing price of the Issuer's stock on June 30, 2023.

SEC source: 0001562180-23-005805 · primarydocument.xml · nonDerivative · entry 1

PARMENTER DARREN E · CIK 0001431919 · Chief Administrative Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 81,191.0883

F1 · shares: Shares acquired pursuant to the Hilltop Holdings Inc. (the "Issuer") Employee Stock Purchase Plan ("ESPP") for the ESPP purchase period of April 1, 2023 through June 30, 2023.

F2 · price: In accordance with the ESPP, these shares were purchased based on 90% of the closing price of the Issuer's stock on June 30, 2023.

SEC source: 0001562180-23-005804 · primarydocument.xml · nonDerivative · entry 1

Bornemann Keith E. · CIK 0001420756 · Chief Accounting Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 12,316.02

F1 · shares: Shares acquired pursuant to the Hilltop Holdings Inc. (the "Issuer") Employee Stock Purchase Plan ("ESPP") for the ESPP purchase period of April 1, 2023 through June 30, 2023.

F2 · price: In accordance with the ESPP, these shares were purchased based on 90% of the closing price of the Issuer's stock on June 30, 2023.

SEC source: 0001562180-23-005806 · primarydocument.xml · nonDerivative · entry 1

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

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 149,890.2966

F1 · shares: Shares acquired pursuant to the Hilltop Holdings Inc. (the "Issuer") Employee Stock Purchase Plan ("ESPP") for the ESPP purchase period of April 1, 2023 through June 30, 2023.

F2 · price: In accordance with the ESPP, these shares were purchased based on 90% of the closing price of the Issuer's stock on June 30, 2023.

SEC source: 0001562180-23-005738 · 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: 86,048

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: 0001562180-23-005738 · 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: 284,117.4702

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 second quarter of 2023, 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.