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Enterprise Financial (EFSC) legal chief buys 462 ESPP shares

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

Rhea-AI Filing Summary

Enterprise Financial Services Corp senior executive vice president and Chief Legal Officer Nicole M. Iannacone reported routine equity activity. She acquired 462 shares of Common Stock at $45.94 per share through the company’s 2018 Employee Stock Purchase Plan for the purchase period from January 1, 2026 through June 30, 2026, a transaction the company notes is exempt under Section 16b-3(c). After this ESPP purchase, she directly holds 23,317 Common shares. She also reports multiple outstanding restricted share unit awards and non-qualified stock options on Common Stock with exercise prices ranging from $39.50 to $57.17 and expirations between 2031 and 2035, indicating a continuing long-term equity-based compensation position.

Positive

  • None.

Negative

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Insider IANNACONE NICOLE M
Role SEVP, Chief Legal Officer
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 -- -- --
Holdings After Transaction: Common Stock — 23,317 shares (Direct, null); Non Qualified Stock Option (Right to Buy) — 4,521 shares (Direct, null); Restricted Share Units — 1,443 shares (Direct, null)
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. 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 purchased for ESPP period Jan 1–Jun 30, 2026
ESPP purchase price $45.94 per share Price for 462 EFSC Common shares acquired under 2018 ESPP
Direct common shares after transaction 23,317 shares Common Stock directly owned following ESPP acquisition
RSU grant 1 underlying shares 3,326 shares Restricted Share Units on Common Stock, exercise price $0.00
RSU grant 2 underlying shares 1,471 shares Restricted Share Units on Common Stock, exercise price $0.00
Largest option tranche 7,551 shares at $39.50 Non Qualified Stock Option expiring February 28, 2034
Option tranche at $57.17 3,976 shares at $57.17 Non Qualified Stock Option expiring March 4, 2035
Option tranche at $43.81 4,521 shares at $43.81 Non Qualified Stock Option expiring February 25, 2031
2018 Employee Stock Purchase Plan financial
"acquisition of shares of the Issuer's common stock pursuant to the Issuer's 2018 Employee Stock Purchase Plan ("ESPP")"
Section 16b-3(c) regulatory
"This transaction is exempt under Section 16b-3(c)."
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.
Non Qualified Stock Option (Right to Buy) financial
"Non Qualified Stock Option (Right to Buy) ... underlying security title: Common Stock"
2018 Stock Incentive Plan financial
"The RSU's were granted pursuant to the Company's 2018 Stock Incentive Plan."
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FAQ

What insider transaction did EFSC officer Nicole Iannacone report on this Form 4?

Nicole M. Iannacone reported acquiring 462 shares of Enterprise Financial Services Corp common stock. The shares were purchased through the company’s 2018 Employee Stock Purchase Plan for the period January 1, 2026 to June 30, 2026.

At what price were the new EFSC shares acquired under the ESPP?

The reported 462 EFSC shares were acquired at $45.94 per share. Footnotes state the purchase price was based on 85% of the closing price of Enterprise Financial’s common stock on January 2, 2026 under the ESPP formula.

How many EFSC common shares does Nicole Iannacone hold after this transaction?

Following the ESPP acquisition, Nicole M. Iannacone directly owns 23,317 shares of Enterprise Financial common stock. This figure represents her post-transaction holdings reported in the Form 4’s non-derivative table for Common Stock as of the transaction date.

What equity awards and options does the EFSC officer have outstanding?

The filing lists several restricted share unit grants and non-qualified stock options on EFSC common stock. Option tranches include 7,551 shares at $39.50 and 3,976 shares at $57.17, with expirations between 2031 and 2035, plus multiple RSU awards.

Is the EFSC employee stock purchase transaction subject to Section 16 short-swing profit rules?

The company states the ESPP transaction is exempt under Section 16b-3(c). This exemption generally applies to certain board- or committee-approved employee benefit plan transactions, reducing short-swing profit concerns for this specific purchase of EFSC shares.

How do the EFSC restricted share units reported in the filing vest?

The RSUs were granted under the 2018 Stock Incentive Plan. Footnotes state some RSUs vest 100% in the first quarter of 2027, 2028, or 2029, while another grant vests in three installments on February 24, 2024, 2026, and 2028, all 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*
IANNACONE NICOLE M

(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)
Director10% Owner
XOfficer (give title below)Other (specify below)
SEVP, Chief Legal Officer
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)23,317D
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 Stock4,5214,521D
Non Qualified Stock Option (Right to Buy)$48.3402/03/202502/24/2032Common Stock4,9464,946D
Non Qualified Stock Option (Right to Buy)$54.4602/10/202602/28/2033Common Stock4,9854,985D
Non Qualified Stock Option (Right to Buy)$39.5 (3)02/28/2034Common Stock7,5517,551D
Non Qualified Stock Option (Right to Buy)$57.17 (4)03/04/2035Common Stock3,9763,976D
Restricted Share Units(5) (6) (6)Common Stock1,4431,443D
Restricted Share Units(5) (7) (7)Common Stock1,3301,330D
Restricted Share Units(5) (8) (8)Common Stock1,4711,471D
Restricted Share Units(5) (9) (9)Common Stock3,3263,326D
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. This option becomes exercisable in the first quarter of 2027, subject to continued employment by the reporting person.
4. The option becomes exercisable in the first quarter of 2028, subject to continued employment by the reporting person.
5. 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.
6. The RSU's vest 100% in the first quarter of 2027, subject to continued employment by the reporting person.
7. The RSU's vest 100% in the first quarter of 2028, subject to continued employment by the reporting person.
8. The RSU's vest 100% in the first quarter of 2029, subject to continued employment by the reporting person.
9. 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/ Nicole M. Iannacone07/08/2026
** 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)