Hilltop (HTH) EVP Corey Prestidge acquires 66 discounted ESPP shares

Rhea-AI Filing Summary

Hilltop Holdings Inc. executive Corey Prestidge, EVP, General Counsel & Secretary, acquired additional common shares through the company’s Employee Stock Purchase Plan. He received 66 shares of Common Stock for the ESPP purchase period from April 1, 2026 through June 30, 2026.

According to the plan, these shares were purchased at 90% of the closing price of Hilltop’s stock on June 30, 2026, effectively giving a small discount under the employee program rather than via open-market buying. Following this ESPP acquisition, Prestidge directly holds 187,524.952 shares of Hilltop common stock.

Insider Trade Summary

1 transaction reported

Mixed 1 txn

Insider PRESTIDGE COREY

Role EVP, General Counsel & Sec.

Type	Security	Shares	Price	Value
Grant/Award	Common Stock	66	$34.90	$2K

Holdings After Transaction: Common Stock — 187,524.952 shares (Direct, null)

Footnotes (1)

1. Shares acquired pursuant to the Hilltop Holdings Inc. (the "Issuer") Employee Stock Purchase Plan ("ESPP") for the ESPP purchase period of April 1, 2026 through June 30, 2026. In accordance with the ESPP, these shares were purchased based on 90% of the closing price of the Issuer's stock on June 30, 2026.

Key Figures

Shares acquired: 66 shares ESPP purchase basis: 90% of closing price Total holdings after transaction: 187,524.952 shares +1 more

4 metrics

Shares acquired 66 shares Common Stock acquired via ESPP for April 1–June 30, 2026 period

ESPP purchase basis 90% of closing price Based on 90% of Hilltop’s June 30, 2026 closing stock price

Total holdings after transaction 187,524.952 shares Direct Hilltop common stock held by Corey Prestidge after ESPP acquisition

Reported price per share $34.90 per share Transaction price per share shown for this ESPP acquisition

Key Terms

Employee Stock Purchase Plan, ESPP, grant/award acquisition, Common Stock

4 terms

Employee Stock Purchase Plan financial

"Shares acquired pursuant to the Hilltop Holdings Inc. (the "Issuer") Employee Stock Purchase Plan ("ESPP")"

An employee stock purchase plan is a company program that lets workers buy shares through small payroll deductions, often at a discount to the market price and after a set offering period. Think of it like a workplace savings plan that turns into ownership: it encourages employees to share in the company’s success and can create predictable buying or selling of stock that investors watch because it affects supply, demand and employee incentives.

ESPP financial

"for the ESPP purchase period of April 1, 2026 through June 30, 2026"

An Employee Stock Purchase Plan (ESPP) is a company program that lets employees buy the company’s shares at a reduced price, usually by setting aside a small portion of their pay over time. It matters to investors because it encourages employees to own part of the business—like giving staff a discounted membership— which can boost commitment and performance, while also potentially increasing the number of shares available and affecting shareholder value.

grant/award acquisition financial

"transaction_action": "grant/award acquisition""

Common Stock financial

"security_title": "Common Stock""

Common stock represents ownership shares in a company, giving investors a stake in its success and a say in important decisions through voting rights. It is the most common type of stock traded on markets and can provide income through dividends, as well as potential for value growth. For investors, holding common stock means sharing in the company’s profits and risks.

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Form 4 Insider Transactions: What Each Field Means →

Available on EDGAR 07/02/2026 - 06:22 PM Accepted by SEC EDGAR 07/02/2026 - 06:22 PM Learn about SEC filing dates

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^*

PRESTIDGE COREY

(Last) (First) (Middle)

6565 HILLCREST

(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)
	EVP, General Counsel & Sec.

2a. Foreign Trading Symbol

3. Date of Earliest Transaction (Month/Day/Year)
07/01/2026

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	07/01/2026		A		66(1)	A	$34.9(2)	187,524.952	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 April 1, 2026 through June 30, 2026.

2. In accordance with the ESPP, these shares were purchased based on 90% of the closing price of the Issuer's stock on June 30, 2026.

Remarks:

	/s/ COREY G. PRESTIDGE	07/02/2026
	** 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) report for Corey Prestidge?

Hilltop Holdings reported that EVP, General Counsel & Secretary Corey Prestidge acquired 66 shares of common stock. The shares were obtained through the company’s Employee Stock Purchase Plan covering April 1, 2026 to June 30, 2026.

How many Hilltop Holdings (HTH) shares did Corey Prestidge acquire in this Form 4?

Corey Prestidge acquired 66 shares of Hilltop Holdings common stock. These shares were credited under the Employee Stock Purchase Plan for the purchase period from April 1, 2026 through June 30, 2026, rather than through an open-market transaction.

At what price were Corey Prestidge’s new Hilltop (HTH) shares purchased?

The shares were purchased based on 90% of Hilltop’s June 30, 2026 closing stock price. This discount level is specified in the Employee Stock Purchase Plan and determines the effective purchase price for participants in that ESPP period.

What are Corey Prestidge’s total Hilltop Holdings (HTH) holdings after this transaction?

After this ESPP acquisition, Corey Prestidge directly owns 187,524.952 shares of Hilltop Holdings common stock. This figure reflects his position following the addition of 66 shares credited for the April 1, 2026 to June 30, 2026 ESPP period.

Was Corey Prestidge’s Hilltop (HTH) share acquisition an open-market purchase?

No, the acquisition occurred through Hilltop’s Employee Stock Purchase Plan, not an open-market trade. The Form 4 and footnotes state the 66 shares were bought under the ESPP at 90% of the June 30, 2026 closing price.

What plan governed Corey Prestidge’s Hilltop Holdings (HTH) share acquisition?

The acquisition was governed by the Hilltop Holdings Inc. Employee Stock Purchase Plan. The Form 4 footnotes specify that the 66 shares relate to the ESPP purchase period from April 1, 2026 through June 30, 2026, at a 10% discount to closing price.