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Enterprise Financial (EFSC) CEO adds ESPP shares, now holds 116,158 directly

Filing Impact
(Neutral)
Filing Sentiment
(Neutral)
Form Type
4

Rhea-AI Filing Summary

Enterprise Financial Services Corp CEO James Brian Lally reported an acquisition of 462 shares of common stock at $45.94 per share through the company’s 2018 Employee Stock Purchase Plan for the period from January 1, 2026 through June 30, 2026.

After this ESPP transaction, he directly holds 116,158 shares of common stock and an additional 19,570 shares indirectly through the company’s 401(k) Plan. He also holds multiple restricted share unit awards and non-qualified stock options covering tens of thousands of shares with exercise prices between $39.50 and $57.17 and expirations from 2031 to 2035, indicating a substantial remaining equity-based compensation position.

Positive

  • None.

Negative

  • None.
Insider LALLY JAMES BRIAN
Role CEO
Type Security Shares Price Value
Other Common Stock 462 $45.94 $21K
holding Non Qualified Stock Option (Right to Buy) -- -- --
holding Non Qualified Stock Option (Right to Buy) -- -- --
holding Non Qualified Stock Option (Right to Buy) -- -- --
holding Non Qualified Stock Option (Right to Buy) -- -- --
holding Non Qualified Stock Option (Right to Buy) -- -- --
holding Restricted Share Units -- -- --
holding Restricted Share Units -- -- --
holding Restricted Share Units -- -- --
holding Restricted Share Units -- -- --
holding Common Stock -- -- --
holding Common Stock -- -- --
Holdings After Transaction: Common Stock — 116,158 shares (Direct, null); Non Qualified Stock Option (Right to Buy) — 17,637 shares (Direct, null); Restricted Share Units — 5,857 shares (Direct, null); Common Stock — 19,570 shares (Indirect, 401 (K) Plan)
Footnotes (1)
  1. The reporting person is voluntarily reporting the acquisition of shares of the Issuer's common stock pursuant to the Issuer's 2018 Employee Stock Purchase Plan ("ESPP") for the ESPP purchase period of January 1, 2026, through June 30, 2026. This transaction is exempt under Section 16b-3(c). In accordance with the terms of the ESPP, the reported shares were acquired based on 85% of the closing price of the Issuer's common stock on January 2, 2026. These securities are shares of EFSC common stock held through the Company's 401(k) Plan. These shares are held jointly with spouse. This option becomes exercisable in the first quarter of 2027, subject to continued employment by the reporting person. The option becomes exercisable in the first quarter of 2028, subject to continued employment by the reporting person. The RSU's were granted pursuant to the Company's 2018 Stock Incentive Plan. Each RSU represents the right to receive one share of Common Stock, subject to adjustment as provided in the Grant Agreement. The RSU's vest 100% in the first quarter of 2027, subject to continued employment by the reporting person. The RSU's vest 100% in the first quarter of 2028, subject to continued employment by the reporting person. The RSU's vest 100% in the first quarter of 2029, subject to continued employment by the reporting person. The RSUs vest over six years in one-third installments on each of February 24, 2024, February 24, 2026, and February 24, 2028. Vesting is subject to continued employment of the reporting person. On each vesting date, for each RSU vesting on such date, the reporting person will receive one share of Common Stock.
ESPP shares acquired 462 shares Common Stock acquired through 2018 Employee Stock Purchase Plan for period Jan 1–Jun 30, 2026
ESPP purchase price $45.94/share Price for ESPP acquisition based on 85% of Jan 2, 2026 closing price
Direct common shares after transaction 116,158 shares Direct ownership of Enterprise Financial Services Corp common stock following ESPP acquisition
401(k) Plan holdings 19,570 shares EFSC common stock held indirectly through the company’s 401(k) Plan
Largest option grant 30,661 shares at $39.50 Non-qualified stock option on EFSC common stock expiring Feb 28, 2034
Additional option grant 16,144 shares at $57.17 Non-qualified stock option on EFSC common stock expiring Mar 4, 2035
RSU block 7,982 underlying shares Restricted Share Units on EFSC common stock granted under 2018 Stock Incentive Plan
RSU installment vesting Feb 24, 2024/2026/2028 RSUs vest over six years in one-third installments on these dates
Employee Stock Purchase Plan financial
"acquisition of shares of the Issuer's common stock pursuant to the Issuer's 2018 Employee Stock Purchase Plan"
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.
Section 16b-3(c) regulatory
"This transaction is exempt under Section 16b-3(c)."
Non Qualified Stock Option (Right to Buy) financial
"Non Qualified Stock Option (Right to Buy) ... underlying security title Common Stock"
Restricted Share Units financial
"The RSU's were granted pursuant to the Company's 2018 Stock Incentive Plan."
Restricted share units (RSUs) are a promise from a company to give an employee or service provider actual shares or cash equal to the shares after certain conditions are met, typically staying with the company for a set time or hitting performance targets. Think of them like a time-locked gift card that becomes usable only after you’ve earned it. For investors, RSUs matter because they align employee incentives with company performance and can increase the number of shares outstanding over time, diluting existing ownership and affecting earnings per share.
2018 Stock Incentive Plan financial
"The RSU's were granted pursuant to the Company's 2018 Stock Incentive Plan."
401(k) Plan financial
"These securities are shares of EFSC common stock held through the Company's 401(k) Plan."
A 401(k) plan is a workplace retirement account that lets employees set aside part of their pay into a tax-advantaged savings pot, often with employers adding matching contributions — like a workplace piggy bank for future income. It matters to investors because the amount people save and how employers fund these plans influence consumer spending, corporate payroll costs and the flow of money into financial markets, which can affect stock prices and company valuations.
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FAQ

What insider transaction did EFSC CEO James Brian Lally report?

EFSC CEO James Brian Lally reported acquiring 462 shares of common stock through the company’s 2018 Employee Stock Purchase Plan. The shares relate to the purchase period from January 1, 2026 to June 30, 2026 and are exempt under Section 16b-3(c).

At what price were the EFSC ESPP shares acquired by the CEO?

The 462 ESPP shares were acquired at a price of $45.94 per share. Under the plan, the purchase price was based on 85% of the closing price of Enterprise Financial Services Corp common stock on January 2, 2026, as described in the filing footnotes.

How many EFSC shares does the CEO hold after the reported ESPP transaction?

Following the reported ESPP acquisition, the CEO directly holds 116,158 shares of Enterprise Financial Services Corp common stock. He also beneficially owns 19,570 additional shares indirectly through the company’s 401(k) Plan, as disclosed in the ownership and footnote details.

What indirect EFSC holdings does the CEO report through retirement plans?

The CEO reports indirect ownership of 19,570 shares of EFSC common stock through the company’s 401(k) Plan. The filing specifies that these securities are held in the 401(k), reflecting retirement-related holdings separate from his directly owned common shares and equity awards.

What stock options does the EFSC CEO still hold according to this Form 4?

The CEO holds several non-qualified stock options on EFSC common stock, including grants covering 16,144 shares at $57.17, 30,661 shares at $39.50, 20,438 shares at $54.46, 20,325 shares at $48.34, and 17,637 shares at $43.81, expiring between 2031 and 2035.

What restricted share units (RSUs) for EFSC stock are outstanding for the CEO?

Outstanding RSU awards cover 7,982, 6,344, 5,398 and 5,857 underlying shares of EFSC common stock. These RSUs were granted under the 2018 Stock Incentive Plan and generally vest 100% in specified first-quarter years or in installments, subject to continued employment.
SEC Form 4
FORM 4UNITED 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*
LALLY JAMES BRIAN

(Last)(First)(Middle)
150 N. MERAMEC

(Street)
CLAYTON MISSOURI 63105

(City)(State)(Zip)

UNITED STATES

(Country)
2. Issuer Name and Ticker or Trading Symbol
ENTERPRISE FINANCIAL SERVICES CORP [ EFSC ]
5. Relationship of Reporting Person(s) to Issuer
(Check all applicable)
XDirector10% Owner
XOfficer (give title below)Other (specify below)
CEO
2a. Foreign Trading Symbol
3. Date of Earliest Transaction (Month/Day/Year)
06/30/2026
6. Individual or Joint/Group Filing (Check Applicable Line)
XForm 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)
CodeVAmount(A) or (D)Price
Common Stock06/30/2026J(1)V462A$45.94(2)116,158D
Common Stock19,570I401 (K) Plan(3)
Common Stock4,107D(4)
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)
CodeV(A)(D)Date ExercisableExpiration DateTitleAmount or Number of Shares
Non Qualified Stock Option (Right to Buy)$43.8102/06/202402/25/2031Common Stock17,63717,637D
Non Qualified Stock Option (Right to Buy)$48.3402/03/202502/24/2032Common Stock20,32520,325D
Non Qualified Stock Option (Right to Buy)$54.4602/10/202602/28/2033Common Stock20,43820,438D
Non Qualified Stock Option (Right to Buy)$39.5 (5)02/28/2034Common Stock30,66130,661D
Non Qualified Stock Option (Right to Buy)$57.17 (6)03/04/2035Common Stock16,14416,144D
Restricted Share Units(7) (8) (8)Common Stock5,8575,857D
Restricted Share Units(7) (9) (9)Common Stock5,3985,398D
Restricted Share Units(7) (10) (10)Common Stock6,3446,344D
Restricted Share Units(7) (11) (11)Common Stock7,9827,982D
Explanation of Responses:
1. The reporting person is voluntarily reporting the acquisition of shares of the Issuer's common stock pursuant to the Issuer's 2018 Employee Stock Purchase Plan ("ESPP") for the ESPP purchase period of January 1, 2026, through June 30, 2026. This transaction is exempt under Section 16b-3(c).
2. In accordance with the terms of the ESPP, the reported shares were acquired based on 85% of the closing price of the Issuer's common stock on January 2, 2026.
3. These securities are shares of EFSC common stock held through the Company's 401(k) Plan.
4. These shares are held jointly with spouse.
5. This option becomes exercisable in the first quarter of 2027, subject to continued employment by the reporting person.
6. The option becomes exercisable in the first quarter of 2028, subject to continued employment by the reporting person.
7. The RSU's were granted pursuant to the Company's 2018 Stock Incentive Plan. Each RSU represents the right to receive one share of Common Stock, subject to adjustment as provided in the Grant Agreement.
8. The RSU's vest 100% in the first quarter of 2027, subject to continued employment by the reporting person.
9. The RSU's vest 100% in the first quarter of 2028, subject to continued employment by the reporting person.
10. The RSU's vest 100% in the first quarter of 2029, subject to continued employment by the reporting person.
11. The RSUs vest over six years in one-third installments on each of February 24, 2024, February 24, 2026, and February 24, 2028. Vesting is subject to continued employment of the reporting person. On each vesting date, for each RSU vesting on such date, the reporting person will receive one share of Common Stock.
/s/James Brian Lally07/08/2026
** Signature of Reporting PersonDate
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)