STOCK TITAN

[Form 4] Orange County Bancorp, Inc. /DE/ Insider Trading Activity

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

Michael J. Gilfeather, President and CEO and a director of Orange County Bancorp, Inc. (OBT), reported multiple changes in his beneficial ownership on a Form 4 filed for transactions dated 09/16/2025. The filing shows a disposition of 105,488 shares of common stock and direct ownership of 15,850 shares held in an IRA after the reported transactions. The report also records acquisition of 109 units of phantom stock (each economically equivalent to one common share) and 21,919 shares underlying exercised or acquired awards priced at $25.95. Restricted stock units with various vesting schedules are included in the holdings, and the phantom stock becomes payable upon separation of service.

Michael J. Gilfeather, Presidente e Amministratore Delegato e anche membro del consiglio di amministrazione di Orange County Bancorp, Inc. (OBT), ha riportato multiple modifiche nella sua proprietà beneficiaria in un modulo Form 4 relativo a operazioni datate 16/09/2025. L’atto di deposito mostra una disposizione di 105.488 azioni ordinarie e una proprietà diretta di 15.850 azioni detenute in un IRA dopo le operazioni riportate. Il rapporto registra anche l’acquisizione di 109 unità di azioni fantasma (ogni unità economicamente equivalente a una azione ordinaria) e 21.919 azioni sottostanti premi esercitati o acquisiti con prezzo di $25,95. Le unità azioni vincolate con diversi piani di vesting sono incluse nelle partecipazioni, e l’azione fantasma diventa pagabile al momento della cessazione del servizio.

Michael J. Gilfeather, Presidente y Director Ejecutivo y director de Orange County Bancorp, Inc. (OBT), informó varios cambios en su propiedad beneficiosa mediante un Form 4 presentado para transacciones con fecha 16/09/2025. El escrito muestra una disposición de 105.488 acciones de acciones comunes y una propiedad directa de 15.850 acciones mantenidas en una IRA tras las operaciones reportadas. El informe también registra la adquisición de 109 unidades de acciones fantasma (cada una económicamente equivalente a una acción común) y 21.919 acciones subyacentes a premios ejercidos o adquiridos con precio de $25,95. Las unidades de acciones restringidas con varios cronogramas de vesting están incluidas en las participaciones, y la acción fantasma se paga al separarse del servicio.

마이클 J. 길피더, Orange County Bancorp, Inc. (OBT)의 회장 겸 최고경영책임자이자 이사회 이사로서, 2025년 9월 16일자 거래에 대한 Form 4를 제출하여 수익의 실 소유권에 대한 여러 변경 사항을 보고했습니다. 이 신고서는 보고된 거래 후 IRA에 보유된 15,850주의 직접 소유와 105,488주의 보통주 처분을 주식로 나타냅니다. 보고서는 또한 가상주식 109단위21,919주를 기초로 하는 보유를 기록합니다. 각 단위는 경제적으로 한 주와 동등하고, 행해지거나 취득된 권리 행사 주식의 가격은 $25.95입니다. 다양한 베스팅 일정이 포함된 제한주식 유닛이 보유 자산에 포함되어 있으며, 가상주식은 근무를 중단할 때 지급됩니다.

Michael J. Gilfeather, Président et Directeur général et administrateur de Orange County Bancorp, Inc. (OBT), a annoncé plusieurs changements dans sa propriété bénéficiaire sur un formulaire Form 4 déposé pour des transactions datées du 16/09/2025. Le dépôt montre une cession de 105 488 actions ordinaires et une propriété directe de 15 850 actions détenues dans un IRA après les transactions signalées. Le rapport enregistre également l’acquisition de 109 unités d’actions fantômes (chacune économiquement équivalente à une action ordinaire) et 21 919 actions sous-jacentes à des monnaies exercées ou acquises à un prix de $25,95. Des unités d’actions restreintes avec divers calendriers de vesting sont incluses dans les avoirs, et les actions fantômes deviennent payables lors de la séparation du service.

Michael J. Gilfeather, Präsident und Chief Executive Officer sowie Direktor der Orange County Bancorp, Inc. (OBT), meldete mehrere Veränderungen in seinem wirklichen Besitz durch ein Form 4, das für Transaktionen mit dem Datum 16.09.2025 eingereicht wurde. Die Einreichung zeigt eine Veräußerung von 105.488 Stammaktien und direkte Eigentümerschaft von 15.850 Aktien, die nach den berichteten Transaktionen in einem IRA gehalten werden. Der Bericht verzeichnet außerdem den Erwerb von 109 Einheiten Phantomaktien (jede wirtschaftlich äquivalent zu einer Stammaktie) und 21.919 Aktien unterliegender ausgeübter oder erworbener Optionen zu einem Preis von $25,95. Restriktionsaktien-Einheiten mit verschiedenen Vesting-Plänen sind in den Beständen enthalten, und die Phantomaktie wird bei Beendigung des Dienstverhältnisses zahlbar.

مايكل جي. جلفيذَر، رئيس مجلس الإدارة والمدير التنفيذي لشركة Orange County Bancorp, Inc. (OBT)، قام بالإبلاغ عن عدة تغييرات في ملكيته المفيدة في نموذج Form 4 المقدّم للصفقات المؤرخة في 2025/09/16. يظهر الملف تصرف 105,488 سهمًا من الأسهم العادية وملكيتها المباشرة لـ 15,850 سهمًا محتفظ بها في IRA بعد الصفقات المذكورة. كما يسجل التقرير اكتساب 109 وحدة من أسهم الخيال (كل وحدة تعادل اقتصاديًا نشر سهم واحد) و 21,919 سهمًا أساسيًا لسندات مُمارسة أو مُكتسبة بسعر $25.95. وحدات الأسهم المقيدة مع جداول استحقاق مختلفة مدرجة ضمن الحيازات، وتصبح الأسهم الوهمية قابلة للدفع عند انتهاء الخدمة.

Michael J. Gilfeather,Orange County Bancorp, Inc.(OBT)的主席兼首席执行官兼董事,已就日期为 2025/09/16 的交易在 Form 4 上报告了其受益所有权的多项变动。该申报显示对105,488 股普通股的处置,以及在报告交易后通过IRA直接持有的15,850 股。报告还记录了对109 单位的幻影股票的取得(每单位在经济上等同于一股普通股)以及21,919 股相关行使或取得的授予单位,价格为 $25.95。持有中还包括具有不同 vesting 计划的限制性股票单位,幻影股票在离职时支付。

Positive
  • Continued alignment with shareholders through retained deferred compensation (RSUs and phantom stock) that vest over future dates
  • Disclosure completeness: the Form 4 lists vesting schedules, IRA holdings, and nature of phantom stock, meeting Section 16 transparency requirements
Negative
  • Large disposition of 105,488 shares reported on 09/16/2025, which could increase share supply in the market
  • No explanation provided in the filing for the reason or method of the disposal (e.g., open-market sale vs plan), limiting context for investors

Insights

TL;DR: CEO reported a large share disposition and retained meaningful direct and deferred interests, including phantom stock and RSUs with staggered vesting.

The disposal of 105,488 shares on 09/16/2025 is the most material item in the filing and may affect near-term float depending on market absorption, though the filing does not state whether the sale was open-market or part of a pre-arranged plan. The reporting person still holds 15,850 shares directly in an IRA and 21,919 shares attributable to phantom or option-like awards, plus multiple RSU tranches with scheduled vesting dates through 2026. Without total outstanding share count or context on company float, the filing’s market impact cannot be quantified from the document alone.

TL;DR: Insider sold a substantial block while retaining deferred compensation tied to company equity; governance disclosures are standard for Section 16 reporting.

The Form 4 discloses both outright dispositions and retained deferred-equity interests (RSUs and phantom stock) with clear vesting schedules and a separation-based payout for phantom stock. The signature via power of attorney is properly executed. The filing provides required transparency about the timing and nature of insider transactions but does not include any explanations for the sale, which is common practice on Form 4s.

Michael J. Gilfeather, Presidente e Amministratore Delegato e anche membro del consiglio di amministrazione di Orange County Bancorp, Inc. (OBT), ha riportato multiple modifiche nella sua proprietà beneficiaria in un modulo Form 4 relativo a operazioni datate 16/09/2025. L’atto di deposito mostra una disposizione di 105.488 azioni ordinarie e una proprietà diretta di 15.850 azioni detenute in un IRA dopo le operazioni riportate. Il rapporto registra anche l’acquisizione di 109 unità di azioni fantasma (ogni unità economicamente equivalente a una azione ordinaria) e 21.919 azioni sottostanti premi esercitati o acquisiti con prezzo di $25,95. Le unità azioni vincolate con diversi piani di vesting sono incluse nelle partecipazioni, e l’azione fantasma diventa pagabile al momento della cessazione del servizio.

Michael J. Gilfeather, Presidente y Director Ejecutivo y director de Orange County Bancorp, Inc. (OBT), informó varios cambios en su propiedad beneficiosa mediante un Form 4 presentado para transacciones con fecha 16/09/2025. El escrito muestra una disposición de 105.488 acciones de acciones comunes y una propiedad directa de 15.850 acciones mantenidas en una IRA tras las operaciones reportadas. El informe también registra la adquisición de 109 unidades de acciones fantasma (cada una económicamente equivalente a una acción común) y 21.919 acciones subyacentes a premios ejercidos o adquiridos con precio de $25,95. Las unidades de acciones restringidas con varios cronogramas de vesting están incluidas en las participaciones, y la acción fantasma se paga al separarse del servicio.

마이클 J. 길피더, Orange County Bancorp, Inc. (OBT)의 회장 겸 최고경영책임자이자 이사회 이사로서, 2025년 9월 16일자 거래에 대한 Form 4를 제출하여 수익의 실 소유권에 대한 여러 변경 사항을 보고했습니다. 이 신고서는 보고된 거래 후 IRA에 보유된 15,850주의 직접 소유와 105,488주의 보통주 처분을 주식로 나타냅니다. 보고서는 또한 가상주식 109단위21,919주를 기초로 하는 보유를 기록합니다. 각 단위는 경제적으로 한 주와 동등하고, 행해지거나 취득된 권리 행사 주식의 가격은 $25.95입니다. 다양한 베스팅 일정이 포함된 제한주식 유닛이 보유 자산에 포함되어 있으며, 가상주식은 근무를 중단할 때 지급됩니다.

Michael J. Gilfeather, Président et Directeur général et administrateur de Orange County Bancorp, Inc. (OBT), a annoncé plusieurs changements dans sa propriété bénéficiaire sur un formulaire Form 4 déposé pour des transactions datées du 16/09/2025. Le dépôt montre une cession de 105 488 actions ordinaires et une propriété directe de 15 850 actions détenues dans un IRA après les transactions signalées. Le rapport enregistre également l’acquisition de 109 unités d’actions fantômes (chacune économiquement équivalente à une action ordinaire) et 21 919 actions sous-jacentes à des monnaies exercées ou acquises à un prix de $25,95. Des unités d’actions restreintes avec divers calendriers de vesting sont incluses dans les avoirs, et les actions fantômes deviennent payables lors de la séparation du service.

Michael J. Gilfeather, Präsident und Chief Executive Officer sowie Direktor der Orange County Bancorp, Inc. (OBT), meldete mehrere Veränderungen in seinem wirklichen Besitz durch ein Form 4, das für Transaktionen mit dem Datum 16.09.2025 eingereicht wurde. Die Einreichung zeigt eine Veräußerung von 105.488 Stammaktien und direkte Eigentümerschaft von 15.850 Aktien, die nach den berichteten Transaktionen in einem IRA gehalten werden. Der Bericht verzeichnet außerdem den Erwerb von 109 Einheiten Phantomaktien (jede wirtschaftlich äquivalent zu einer Stammaktie) und 21.919 Aktien unterliegender ausgeübter oder erworbener Optionen zu einem Preis von $25,95. Restriktionsaktien-Einheiten mit verschiedenen Vesting-Plänen sind in den Beständen enthalten, und die Phantomaktie wird bei Beendigung des Dienstverhältnisses zahlbar.

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).
1. Name and Address of Reporting Person*
Gilfeather Michael J

(Last) (First) (Middle)
212 DOLSON AVENUE

(Street)
MIDDLETOWN NY 10940

(City) (State) (Zip)
2. Issuer Name and Ticker or Trading Symbol
Orange County Bancorp, Inc. /DE/ [ OBT ]
5. Relationship of Reporting Person(s) to Issuer
(Check all applicable)
X Director 10% Owner
X Officer (give title below) Other (specify below)
President and CEO
3. Date of Earliest Transaction (Month/Day/Year)
09/16/2025
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 105,488(1)(2)(3)(4) D
Common Stock 15,850 I By IRA
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
Phantom Stock (5) 09/16/2025 A $109 (5) (5) Common Stock 109 $25.95 21,919 D
Explanation of Responses:
1. Includes restricted stock units which vest at a rate of 1/3 per year commencing on March 11, 2024.
2. Includes restricted stock units which vest on December 31, 2026.
3. Includes restricted stock units which vest at a rate of 1/3 per year commencing on March 21, 2025.
4. Includes restricted stock units which vest at a rate of 1/3 per year commencing on March 20, 2026.
5. Each share of phantom stock is the economic equivalent of one share of common stock and becomes payable upon the reporting person's separation of service as a director.
/s/ Jennifer Staub, pursuant to power of attorney 09/17/2025
** 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 OBT CEO Michael J. Gilfeather report on the Form 4 dated 09/16/2025?

The Form 4 reports a disposition of 105,488 common shares, direct ownership of 15,850 shares in an IRA after the transactions, acquisition of 109 units of phantom stock, and 21,919 shares underlying awards priced at $25.95.

Does the filing show retained equity compensation for Michael J. Gilfeather (OBT)?

Yes. The filing lists multiple restricted stock units (RSUs) with staggered vesting schedules and phantom stock that becomes payable upon separation of service.

When did the reported transactions occur for OBT insider activity?

The transactions listed on the Form 4 occurred on 09/16/2025, and the Form 4 was signed on 09/17/2025 by power of attorney.

What is the economic nature of the phantom stock reported on the Form 4?

Each phantom stock unit is stated to be the economic equivalent of one common share and becomes payable upon the reporting person's separation of service.

Are vesting schedules disclosed in the Form 4 for the reported equity awards?

Yes. The filing discloses RSUs vesting 1/3 per year commencing March 11, 2024, RSUs vesting on December 31, 2026, and additional RSU tranches with vesting commencing March 21, 2025 and March 20, 2026.
Orange Cnty Bancorp Inc

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