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[Form 4] Hilltop Holdings Inc. Insider Trading Activity

Filing Impact
(Low)
Filing Sentiment
(Neutral)
Form Type
4
Rhea-AI Filing Summary

Hilltop Holdings Inc. insider Darren E. Parmenter, the company's Chief Administrative Officer, acquired 91,355.0883 shares of common stock through the company's Employee Stock Purchase Plan for the purchase period July 1, 2025 through September 30, 2025. The shares were bought on October 1, 2025 at an effective price of $30.08, which reflects the ESPP rule applying 90% of the issuer's closing price on September 30, 2025. The Form 4 was signed on October 3, 2025 and reports direct beneficial ownership following the purchase.

Positive
  • Officer participation in ESPP increases insider alignment with shareholders
  • Discounted purchase price (90% lookback) provided value at acquisition
Negative
  • None.

Insights

Insider purchased shares under the ESPP, aligning management with shareholders.

The reporting person, Darren E. Parmenter, acquired 91,355.0883 shares via the company ESPP at $30.08 on 10/01/2025. Such purchases are routine but meaningful as they increase direct ownership by an officer and signal continued participation in company compensation plans.

The main dependencies are the ESPP terms and future stock performance; the purchase used the plan's 90% lookback pricing to 9/30/2025. Monitor quarterly filings for changes in officer holdings and any subsequent Section 16 transactions over the next 90 days.

Purchase reflects normal ESPP mechanics and discounted acquisition pricing.

The shares were purchased pursuant to the Employee Stock Purchase Plan covering 7/1/2025 to 9/30/2025, with the purchase price set at 90% of the closing price on 9/30/2025, yielding an effective price of $30.08. The transaction code indicates an ESPP purchase rather than an exercise or open-market trade.

Risks are administrative: dilution from ESPP issuances is typically modest but should be tallied against outstanding shares in upcoming reports; review aggregate ESPP participation and share counts in the next annual or quarterly disclosure period.

SEC Form 4
FORM 4 UNITED STATES SECURITIES AND EXCHANGE COMMISSION
Washington, D.C. 20549

STATEMENT OF CHANGES IN BENEFICIAL OWNERSHIP

Filed pursuant to Section 16(a) of the Securities Exchange Act of 1934
or Section 30(h) of the Investment Company Act of 1940
OMB APPROVAL
OMB Number: 3235-0287
Estimated average burden
hours per response: 0.5
Check this box if no longer subject to Section 16. Form 4 or Form 5 obligations may continue. See Instruction 1(b).
Check this box to indicate that a transaction was made pursuant to a contract, instruction or written plan for the purchase or sale of equity securities of the issuer that is intended to satisfy the affirmative defense conditions of Rule 10b5-1(c). See Instruction 10.
1. Name and Address of Reporting Person*
PARMENTER DARREN E

(Last) (First) (Middle)
6565 HILLCREST AVENUE

(Street)
DALLAS TX 75205

(City) (State) (Zip)
2. Issuer Name and Ticker or Trading Symbol
Hilltop Holdings Inc. [ HTH ]
5. Relationship of Reporting Person(s) to Issuer
(Check all applicable)
Director 10% Owner
X Officer (give title below) Other (specify below)
Chief Administrative Officer
3. Date of Earliest Transaction (Month/Day/Year)
10/01/2025
4. If Amendment, Date of Original Filed (Month/Day/Year)
6. Individual or Joint/Group Filing (Check Applicable Line)
X Form filed by One Reporting Person
Form filed by More than One Reporting Person
Table I - Non-Derivative Securities Acquired, Disposed of, or Beneficially Owned
1. Title of Security (Instr. 3) 2. Transaction Date (Month/Day/Year) 2A. Deemed Execution Date, if any (Month/Day/Year) 3. Transaction Code (Instr. 8) 4. Securities Acquired (A) or Disposed Of (D) (Instr. 3, 4 and 5) 5. Amount of Securities Beneficially Owned Following Reported Transaction(s) (Instr. 3 and 4) 6. Ownership Form: Direct (D) or Indirect (I) (Instr. 4) 7. Nature of Indirect Beneficial Ownership (Instr. 4)
Code V Amount (A) or (D) Price
Common Stock 10/01/2025 A 93(1) A $30.08(2) 91,355.0883 D
Table II - Derivative Securities Acquired, Disposed of, or Beneficially Owned
(e.g., puts, calls, warrants, options, convertible securities)
1. Title of Derivative Security (Instr. 3) 2. Conversion or Exercise Price of Derivative Security 3. Transaction Date (Month/Day/Year) 3A. Deemed Execution Date, if any (Month/Day/Year) 4. Transaction Code (Instr. 8) 5. Number of Derivative Securities Acquired (A) or Disposed of (D) (Instr. 3, 4 and 5) 6. Date Exercisable and Expiration Date (Month/Day/Year) 7. Title and Amount of Securities Underlying Derivative Security (Instr. 3 and 4) 8. Price of Derivative Security (Instr. 5) 9. Number of derivative Securities Beneficially Owned Following Reported Transaction(s) (Instr. 4) 10. Ownership Form: Direct (D) or Indirect (I) (Instr. 4) 11. Nature of Indirect Beneficial Ownership (Instr. 4)
Code V (A) (D) Date Exercisable Expiration Date Title Amount or Number of Shares
Explanation of Responses:
1. Shares acquired pursuant to the Hilltop Holdings Inc. (the "Issuer") Employee Stock Purchase Plan ("ESPP") for the ESPP purchase period of July 1, 2025 through September 30, 2025.
2. In accordance with the ESPP, these shares were purchased based on 90% of the closing price of the Issuer's stock on September 30, 2025.
Remarks:
/s/ DARREN PARMENTER 10/03/2025
** Signature of Reporting Person Date
Reminder: Report on a separate line for each class of securities beneficially owned directly or indirectly.
* If the form is filed by more than one reporting person, see Instruction 4 (b)(v).
** Intentional misstatements or omissions of facts constitute Federal Criminal Violations See 18 U.S.C. 1001 and 15 U.S.C. 78ff(a).
Note: File three copies of this Form, one of which must be manually signed. If space is insufficient, see Instruction 6 for procedure.
Persons who respond to the collection of information contained in this form are not required to respond unless the form displays a currently valid OMB Number.

FAQ

What did Hilltop Holdings insider Darren Parmenter purchase (HTH)?

91,355.0883 shares of common stock acquired under the ESPP on 10/01/2025 at an effective price of $30.08.

What price was paid per share in the HTH ESPP purchase?

The effective purchase price was $30.08, equal to 90% of the closing price on 9/30/2025 per the ESPP formula.

What ESPP purchase period covered this HTH transaction?

The shares were purchased for the ESPP purchase period from July 1, 2025 through September 30, 2025.

How is this transaction reported to the SEC for HTH?

The transaction was reported on SEC Form 4, filed and signed on 10/03/2025, showing direct beneficial ownership after the purchase.

Does the Form 4 indicate these were option exercises or market purchases?

No; the Form 4 indicates an ESPP purchase (transaction code A and explanation), not an option exercise or open-market sale.
Hilltop Holdings Inc

NYSE:HTH

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2.03B
42.02M
30.51%
58.7%
1.65%
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United States
DALLAS