HTH

SEC source: 0001562180-23-005738 · 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: 285,855.4702

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 second calendar quarter of 2023.

F2 · price: Price per share calculated using the average closing price per share for the period from June 16, 2023 to June 30, 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: 0001562180-23-005732 · 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: 23,850

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

F2 · price: Price per share calculated using the average closing price per share for the period from June 16, 2023 to June 30, 2023.

SEC source: 0001562180-23-005736 · primarydocument.xml · nonDerivative · entry 1

Taylor Robert JR · CIK 0001461403 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 41,542

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

F2 · price: Price per share calculated using the average closing price per share for the period from June 16, 2023 to June 30, 2023.

SEC source: 0001562180-23-005735 · primarydocument.xml · nonDerivative · entry 1

SHERMAN A HAAG · CIK 0001283832 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 29,154

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

F2 · price: Price per share calculated using the average closing price per share for the period from June 16, 2023 to June 30, 2023.

SEC source: 0001562180-23-005737 · primarydocument.xml · nonDerivative · entry 1

WEBB CARL B · CIK 0001267958 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 124,985

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

F2 · price: Price per share calculated using the average closing price per share for the period from June 16, 2023 to June 30, 2023.

SEC source: 0001562180-23-005734 · primarydocument.xml · nonDerivative · entry 1

Littlefair Andrew J · CIK 0001400209 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 18,865

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

F2 · price: Price per share calculated using the average closing price per share for the period from June 16, 2023 to June 30, 2023.

SEC source: 0001562180-23-005739 · primarydocument.xml · nonDerivative · entry 1

Anderson Charlotte Jones · CIK 0001472588 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 14,526

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

F2 · price: Price per share calculated using the average closing price per share for the period from June 16, 2023 to June 30, 2023.

F3 · balance_after: The reporting person transferred certain shares of common stock to her ex-spouse pursuant to a domestic relations order. The reporting person no longer reports as beneficially owned any securities owned by her ex-spouse.

SEC source: 0001562180-23-005733 · primarydocument.xml · nonDerivative · entry 1

Bolt Tracy Allan · CIK 0001472587 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 46,156

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

F2 · price: Price per share calculated using the average closing price per share for the period from June 16, 2023 to June 30, 2023.

SEC source: 0001562180-23-005070 · primarydocument.xml · nonDerivative · entry 1

Feinberg Hill A · CIK 0001325149 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 562,136

SEC source: 0001562180-23-004630 · 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: 284,117.4702

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: 0001562180-23-004629 · primarydocument.xml · nonDerivative · entry 1

Winges Martin Bradley · CIK 0001453018 · Hilltop Securities CEO

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 107,880.4153

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

SEC source: 0001562180-23-004628 · primarydocument.xml · nonDerivative · entry 1

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

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 149,676.2966

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

SEC source: 0001562180-23-004260 · primarydocument.xml · nonDerivative · entry 1

Nichols W Robert III · CIK 0001434638 · Director

10b5-1 filing: No plan indicated

Ownership: Indirect · By IRA

Disclosed balance after: 9,500

F1 · price: The price reported is a weighted average price. The shares were sold in multiple transactions at prices ranging from $31.00 to $31.02, 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: 0001562180-23-003857 · primarydocument.xml · nonDerivative · entry 1

Feinberg Hill A · CIK 0001325149 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 570,636

SEC source: 0001562180-23-003449 · primarydocument.xml · nonDerivative · entry 1

Furr William B · CIK 0001683821 · Chief Financial Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 155,805.0167

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, 2023 through March 31, 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 March 31, 2023.

SEC source: 0001562180-23-003452 · primarydocument.xml · nonDerivative · entry 1

Winges Martin Bradley · CIK 0001453018 · Hilltop Securities CEO

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 107,554.2848

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, 2023 through March 31, 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 March 31, 2023.

SEC source: 0001562180-23-003448 · primarydocument.xml · nonDerivative · entry 1

PARMENTER DARREN E · CIK 0001431919 · Chief Administrative Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 81,092.0883

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, 2023 through March 31, 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 March 31, 2023.

SEC source: 0001562180-23-003464 · primarydocument.xml · nonDerivative · entry 1

Bornemann Keith E. · CIK 0001420756 · Chief Accounting Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 12,254.02

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, 2023 through March 31, 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 March 31, 2023.

SEC source: 0001562180-23-003451 · primarydocument.xml · nonDerivative · entry 1

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

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 1,359,232

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, 2023 through March 31, 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 March 31, 2023.

SEC source: 0001562180-23-003450 · primarydocument.xml · nonDerivative · entry 1

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

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 149,255.5645

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, 2023 through March 31, 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 March 31, 2023.

SEC source: 0002087850-25-000022 · 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: 83,199.5844

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, 2023 through March 31, 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 March 31, 2023.

SEC source: 0001562180-23-003412 · 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: 84,310

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: 0001562180-23-003412 · 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: 283,134.8786

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 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: 0001562180-23-003412 · 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: 284,959.8786

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 2023.

F2 · price: Price per share calculated using the average closing price per share for the period from March 20, 2023 to March 31, 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: 0001562180-23-003416 · 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: 23,636

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 2023.

F2 · price: Price per share calculated using the average closing price per share for the period from March 20, 2023 to March 31, 2023.

SEC source: 0001562180-23-003417 · primarydocument.xml · nonDerivative · entry 1

Taylor Robert JR · CIK 0001461403 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 41,308

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 2023.

F2 · price: Price per share calculated using the average closing price per share for the period from March 20, 2023 to March 31, 2023.

SEC source: 0001562180-23-003415 · primarydocument.xml · nonDerivative · entry 1

SHERMAN A HAAG · CIK 0001283832 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 28,419

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 2023.

F2 · price: Price per share calculated using the average closing price per share for the period from March 20, 2023 to March 31, 2023.

SEC source: 0001562180-23-003418 · primarydocument.xml · nonDerivative · entry 1

WEBB CARL B · CIK 0001267958 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 124,557

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 2023.

F2 · price: Price per share calculated using the average closing price per share for the period from March 20, 2023 to March 31, 2023.

SEC source: 0001562180-23-003414 · primarydocument.xml · nonDerivative · entry 1

Littlefair Andrew J · CIK 0001400209 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 18,651

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 2023.

F2 · price: Price per share calculated using the average closing price per share for the period from March 20, 2023 to March 31, 2023.

SEC source: 0001562180-23-003413 · primarydocument.xml · nonDerivative · entry 1

Anderson Charlotte Jones · CIK 0001472588 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 14,292

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 2023.

F2 · price: Price per share calculated using the average closing price per share for the period from March 20, 2023 to March 31, 2023.

F3 · balance_after: The reporting person transferred certain shares of common stock to her ex-spouse pursuant to a domestic relations order. The reporting person no longer reports as beneficially owned any securities owned by her ex-spouse.

SEC source: 0001562180-23-003411 · primarydocument.xml · nonDerivative · entry 1

Bolt Tracy Allan · CIK 0001472587 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 45,097

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 2023.

F2 · price: Price per share calculated using the average closing price per share for the period from March 20, 2023 to March 31, 2023.

SEC source: 0001562180-23-002683 · primarydocument.xml · nonDerivative · entry 2

Feinberg Hill A · CIK 0001325149 · Director

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 579,136

F2 · price: The price reported is a weighted average price. The shares were sold in multiple transactions at prices ranging from $31.91 to $32.29, 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: 0001562180-23-002683 · primarydocument.xml · nonDerivative · entry 3

Feinberg Hill A · CIK 0001325149 · Director

10b5-1 filing: Not disclosed

Ownership: Indirect · By Wife

Disclosed balance after: 16,776

F3 · price: The price reported is a weighted average price. The shares were sold in multiple transactions at prices ranging from $32.57 to $32.595, 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.

F4 · 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: 0001562180-23-002683 · primarydocument.xml · nonDerivative · entry 1

Feinberg Hill A · CIK 0001325149 · Director

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 600,135

F1 · price: The price reported is a weighted average price. The shares were sold in multiple transactions at prices ranging from $32.3133 to $32.4530, 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: 0001562180-23-001991 · primarydocument.xml · nonDerivative · entry 1

Feinberg Hill A · CIK 0001325149 · Director

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 609,136

SEC source: 0001562180-23-001994 · 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: Not disclosed

Ownership: Direct

Disclosed balance after: 283,134.8786

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: 0001562180-23-001990 · primarydocument.xml · nonDerivative · entry 1

Schaffner Jerry · CIK 0001456811 · PlainsCapital Bank Pres & CEO

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 136,763

F1 · price: The price reported is a weighted average price. The shares were sold in multiple transactions at prices ranging from $33.2932 to $33.4044, 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 · balance_after: Includes 11,970 shares of common stock held in an individual retirement account for the benefit of the reporting person.

SEC source: 0001562180-23-001993 · primarydocument.xml · nonDerivative · entry 1

Winges Martin Bradley · CIK 0001453018 · Hilltop Securities CEO

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 106,712.2848

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

SEC source: 0001562180-23-001992 · primarydocument.xml · nonDerivative · entry 1

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

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 149,060.5645

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

SEC source: 0002087850-25-000021 · 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: 82,357.5844

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

SEC source: 0001562180-23-001715 · primarydocument.xml · nonDerivative · entry 3

Furr William B · CIK 0001683821 · Chief Financial Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 155,749.0167

F3 · 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 20, 2020.

SEC source: 0001562180-23-001715 · primarydocument.xml · nonDerivative · entry 2

Furr William B · CIK 0001683821 · Chief Financial Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 160,892.0167

F2 · shares: Represents shares of common stock delivered upon the vesting of performance-based restricted stock units awarded on February 20, 2020 in connection with the achievement of certain performance criteria.

SEC source: 0001562180-23-001715 · primarydocument.xml · nonDerivative · entry 1

Furr William B · CIK 0001683821 · Chief Financial Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 141,009.0167

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 February 20, 2020.

SEC source: 0001562180-23-001718 · primarydocument.xml · nonDerivative · entry 3

Schaffner Jerry · CIK 0001456811 · PlainsCapital Bank Pres & CEO

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 176,763

F4 · 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 20, 2020.

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: 0001562180-23-001718 · primarydocument.xml · nonDerivative · entry 2

Schaffner Jerry · CIK 0001456811 · PlainsCapital Bank Pres & CEO

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 180,922

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 20, 2020.

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: 0001562180-23-001718 · primarydocument.xml · nonDerivative · entry 1

Schaffner Jerry · CIK 0001456811 · PlainsCapital Bank Pres & CEO

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 183,286

F1 · shares: Represents shares of common stock delivered upon the vesting of performance-based restricted stock units awarded on February 20, 2020 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: 0001562180-23-001719 · primarydocument.xml · nonDerivative · entry 3

Winges Martin Bradley · CIK 0001453018 · Hilltop Securities CEO

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 106,551.1432

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 20, 2020.

SEC source: 0001562180-23-001719 · primarydocument.xml · nonDerivative · entry 2

Winges Martin Bradley · CIK 0001453018 · Hilltop Securities CEO

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 110,369.1432

F2 · shares: Represents shares of common stock delivered upon the vesting of performance-based restricted stock units awarded on February 20, 2020 in connection with the achievement of certain performance criteria.

SEC source: 0001562180-23-001719 · primarydocument.xml · nonDerivative · entry 1

Winges Martin Bradley · CIK 0001453018 · Hilltop Securities CEO

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 86,510.1432

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 20, 2020.

SEC source: 0001562180-23-001716 · primarydocument.xml · nonDerivative · entry 3

PARMENTER DARREN E · CIK 0001431919 · Chief Administrative Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 80,548.0883

F3 · shares: Represents shares of common stock delivered upon the vesting of performance-based restricted stock units awarded on February 20, 2020 in connection with the achievement of certain performance criteria.