Hilltop Holdings (HTH) CEO boosts stake with dividend reinvestment shares

Rhea-AI Filing Summary

Hilltop Holdings Inc. reported that Hilltop Securities CEO Martin Bradley Winges acquired 147.1901 shares of its Common Stock on May 22, 2026. The shares were received at no cash cost through the reinvestment of dividends, raising his direct holdings to 84,997.4149 shares.

Insider Trade Summary

1 transaction reported

Mixed 1 txn

Insider Winges Martin Bradley

Role Hilltop Securities CEO

Type	Security	Shares	Price	Value
Grant/Award	Common Stock	147.19	$0.00	--

Holdings After Transaction: Common Stock — 84,997.415 shares (Direct, null)

Footnotes (1)

1. [object Object]

Key Figures

Shares acquired: 147.1901 shares Price per share: $0.0000 per share Total shares after: 84,997.4149 shares

3 metrics

Shares acquired 147.1901 shares Common Stock acquired on May 22, 2026 via dividend reinvestment

Price per share $0.0000 per share Reported transaction price for dividend reinvestment shares

Total shares after 84,997.4149 shares Direct Common Stock holdings following the transaction

Key Terms

dividend reinvestment, Form 4, Grant, award, or other acquisition

3 terms

dividend reinvestment financial

"Shares acquired pursuant to the reinvestment of dividends."

Dividend reinvestment is when the money earned from a company's profit sharing, called dividends, is automatically used to buy more shares of that company instead of being received as cash. This process helps investors grow their holdings over time without extra effort, much like using earned interest to buy more of a savings account. It encourages long-term investment growth by continuously increasing the amount of shares owned.

Form 4 regulatory

"INSIDER FILING DATA (Form 4):"

Form 4 is a official document that company insiders, such as executives or major shareholders, file with regulators whenever they buy or sell company shares. It provides transparency about how those with inside knowledge are trading, helping investors see if insiders are confident in the company's prospects or may be selling for personal reasons. This information can influence investor decisions by revealing insiders' perspectives on the company's value.

Grant, award, or other acquisition financial

"transaction_code_description: "Grant, award, or other acquisition""

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Form 4 Insider Transactions: What Each Field Means →

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^*

Winges Martin Bradley

(Last) (First) (Middle)

6565 HILLCREST AVENUE

(Street)

DALLAS TEXAS 75205

(City) (State) (Zip)

UNITED STATES

(Country)

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)
	Hilltop Securities CEO

2a. Foreign Trading Symbol

3. Date of Earliest Transaction (Month/Day/Year)
05/22/2026

6. Individual or Joint/Group Filing (Check Applicable Line)

X	Form filed by One Reporting Person
	Form filed by More than One Reporting Person

4. If Amendment, Date of Original Filed (Month/Day/Year)

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	05/22/2026	05/26/2026	A		147.1901(1)	A	$0.00	84,997.4149	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 reinvestment of dividends.

Remarks:

	Martin Bradley Winges	05/26/2026
	** 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.
* Form 4: SEC 1474 (03-26)

FAQ

What insider transaction did Hilltop Holdings (HTH) disclose in this Form 4?

Hilltop Holdings disclosed that Hilltop Securities CEO Martin Bradley Winges acquired 147.1901 shares of Common Stock. The shares were received through dividend reinvestment rather than an open-market purchase, making this a routine, non-cash insider ownership increase.

How many Hilltop Holdings (HTH) shares does Martin Bradley Winges hold after this transaction?

After the transaction, Martin Bradley Winges directly holds 84,997.4149 Hilltop Holdings Common Stock shares. This updated figure reflects the addition of 147.1901 shares acquired via dividend reinvestment, as reported in the Form 4 insider filing.

Was cash paid for the Hilltop Holdings (HTH) shares acquired in this Form 4?

No cash was paid for these shares. The 147.1901 Hilltop Holdings shares were acquired at a reported price of $0.0000 per share, reflecting a dividend reinvestment transaction rather than an open-market purchase with cash outlay.

What does the transaction code in this Hilltop Holdings (HTH) Form 4 mean?

The Form 4 uses transaction code “A,” described as a grant, award, or other acquisition. Here it corresponds to 147.1901 shares acquired through dividend reinvestment, indicating a non-derivative, non-open-market increase in insider holdings for Martin Bradley Winges.

Is the Hilltop Holdings (HTH) Form 4 transaction an open-market buy or a routine event?

This Form 4 reflects a routine event. Martin Bradley Winges acquired 147.1901 shares via dividend reinvestment at a stated price of $0.0000 per share, rather than executing an open-market purchase using cash.