STOCK TITAN

[Form 4] Prairie Operating Co. Insider Trading Activity

Filing Impact
(Low)
Filing Sentiment
(Neutral)
Form Type
4
Rhea-AI Filing Summary

Bryan Freeman, EVP of Operations of Prairie Operating Co. (PROP), reported grants on Form 4. On 08/13/2025 he was granted 585,000 restricted stock units (RSUs) under the company LTIP that vest ratably in three annual installments beginning March 26, 2026, and 585,000 performance units that convert to common stock based on relative total shareholder return over a three-year performance period from 01/01/2025 to 12/31/2027. Following these awards, he beneficially owns 712,861 shares of common stock and 585,000 performance-unit-linked shares, all reported as direct holdings.

Bryan Freeman, EVP delle Operazioni di Prairie Operating Co. (PROP), ha dichiarato delle assegnazioni nel Modulo 4. In data 13/08/2025 gli sono stati assegnati 585.000 unità di azioni vincolate (RSU) nell'ambito del LTIP della società, che maturano in tre rate annuali a partire dal 26 marzo 2026, e 585.000 unità di performance che si convertiranno in azioni ordinarie in base al rendimento totale relativo per gli azionisti su un periodo di performance triennale dal 01/01/2025 al 31/12/2027. Dopo tali premi, detiene beneficiariamente 712.861 azioni ordinarie e 585.000 azioni legate alle unità di performance, tutte riportate come partecipazioni dirette.

Bryan Freeman, EVP de Operaciones de Prairie Operating Co. (PROP), informó adjudicaciones en el Formulario 4. El 13/08/2025 se le otorgaron 585.000 unidades de acciones restringidas (RSU) bajo el LTIP de la compañía, que vencen a prorrata en tres pagos anuales a partir del 26 de marzo de 2026, y 585.000 unidades de rendimiento que se convierten en acciones ordinarias según el rendimiento total relativo para los accionistas durante un período de desempeño de tres años del 01/01/2025 al 31/12/2027. Tras estas concesiones, posee beneficiariamente 712.861 acciones ordinarias y 585.000 acciones vinculadas a unidades de rendimiento, todas reportadas como tenencias directas.

프레리 오퍼레이팅 컴퍼니(Prairie Operating Co., PROP) 운영총괄 책임자(EVP) 브라이언 프리스먼(Bryan Freeman)은 양식 4에 보상 내역을 보고했습니다. 2025년 8월 13일자로 회사 장기인센티브플랜(LTIP) 아래에서 585,000개의 제한조건부주식단위(RSU)가 부여되었으며 이는 2026년 3월 26일부터 시작되어 매년 세 차례에 걸쳐 비례 배분 방식으로 베스팅됩니다. 또한 2025년 1월 1일부터 2027년 12월 31일까지의 3년 성과기간 동안 상대 주주총수익률에 따라 보통주로 전환되는 585,000개의 성과단위도 부여되었습니다. 이 보상 이후 그는 직접 보유로 보고된 712,861주의 보통주와 585,000주의 성과연동 주식을 실질적으로 보유하고 있습니다.

Bryan Freeman, EVP des Opérations de Prairie Operating Co. (PROP), a déclaré des attributions sur le Formulaire 4. Le 13/08/2025, il s'est vu attribuer 585 000 unités d'actions restreintes (RSU) dans le cadre du LTIP de la société, qui deviennent acquises par fractions sur trois versements annuels à partir du 26 mars 2026, ainsi que 585 000 unités de performance qui se convertiront en actions ordinaires en fonction du rendement total relatif pour les actionnaires sur une période de performance de trois ans du 01/01/2025 au 31/12/2027. À la suite de ces attributions, il détient bénéficiairement 712 861 actions ordinaires et 585 000 actions liées aux unités de performance, toutes déclarées comme détentions directes.

Bryan Freeman, EVP Operations von Prairie Operating Co. (PROP), meldete Zuteilungen in Formular 4. Am 13.08.2025 wurden ihm 585.000 Restricted Stock Units (RSUs) im Rahmen des LTIP des Unternehmens gewährt, die anteilig in drei jährlichen Raten ab dem 26. März 2026 vesten, sowie 585.000 Performance-Einheiten, die sich basierend auf der relativen Gesamtrendite für Aktionäre über einen dreijährigen Leistungszeitraum vom 01.01.2025 bis 31.12.2027 in Stammaktien umwandeln. Nach diesen Zuteilungen besitzt er wirtschaftlich 712.861 Stammaktien und 585.000 performancegebundene Aktien, alle als direkte Bestände gemeldet.

Positive
  • Alignment of interests: Performance units tie payout to relative total shareholder return, aligning executive incentives with shareholder outcomes
  • Retention focus: RSUs vesting over three years support executive retention through staggered vesting
Negative
  • Potential dilution: Large aggregate award (1,170,000 units at target) could dilute existing shareholders if issued and vested
  • Materiality unknown: Filing lacks grant-value or percent-of-outstanding-share context, limiting assessment of financial impact

Insights

TL;DR: Large time- and performance-based equity grants align an executive with multi-year shareholder returns.

These awards are standard long-term incentive compensation: RSUs vesting over three years provide retention value, while performance units tie ultimate payout to relative total shareholder return, creating pay-for-performance alignment. The scale—585,000 RSUs and 585,000 performance units—is material relative to many mid-cap issuers and may dilute existing shareholders over time if fully issued, but the filing only discloses grant mechanics and current beneficial ownership without valuation or percent-of-common outstanding context.

TL;DR: Filing properly discloses grant dates, vesting schedule, and reporting person relationship; no trading activity reported.

The Form 4 shows acquisitions coded as grants (Transaction Code A) with zero price, reflecting compensation awards rather than open-market transactions. The report includes dates, vesting timeline, and the performance period parameters required for Section 16 transparency. There is no indication of a 10b5-1 plan or sales; the form is a routine disclosure of equity compensation.

Bryan Freeman, EVP delle Operazioni di Prairie Operating Co. (PROP), ha dichiarato delle assegnazioni nel Modulo 4. In data 13/08/2025 gli sono stati assegnati 585.000 unità di azioni vincolate (RSU) nell'ambito del LTIP della società, che maturano in tre rate annuali a partire dal 26 marzo 2026, e 585.000 unità di performance che si convertiranno in azioni ordinarie in base al rendimento totale relativo per gli azionisti su un periodo di performance triennale dal 01/01/2025 al 31/12/2027. Dopo tali premi, detiene beneficiariamente 712.861 azioni ordinarie e 585.000 azioni legate alle unità di performance, tutte riportate come partecipazioni dirette.

Bryan Freeman, EVP de Operaciones de Prairie Operating Co. (PROP), informó adjudicaciones en el Formulario 4. El 13/08/2025 se le otorgaron 585.000 unidades de acciones restringidas (RSU) bajo el LTIP de la compañía, que vencen a prorrata en tres pagos anuales a partir del 26 de marzo de 2026, y 585.000 unidades de rendimiento que se convierten en acciones ordinarias según el rendimiento total relativo para los accionistas durante un período de desempeño de tres años del 01/01/2025 al 31/12/2027. Tras estas concesiones, posee beneficiariamente 712.861 acciones ordinarias y 585.000 acciones vinculadas a unidades de rendimiento, todas reportadas como tenencias directas.

프레리 오퍼레이팅 컴퍼니(Prairie Operating Co., PROP) 운영총괄 책임자(EVP) 브라이언 프리스먼(Bryan Freeman)은 양식 4에 보상 내역을 보고했습니다. 2025년 8월 13일자로 회사 장기인센티브플랜(LTIP) 아래에서 585,000개의 제한조건부주식단위(RSU)가 부여되었으며 이는 2026년 3월 26일부터 시작되어 매년 세 차례에 걸쳐 비례 배분 방식으로 베스팅됩니다. 또한 2025년 1월 1일부터 2027년 12월 31일까지의 3년 성과기간 동안 상대 주주총수익률에 따라 보통주로 전환되는 585,000개의 성과단위도 부여되었습니다. 이 보상 이후 그는 직접 보유로 보고된 712,861주의 보통주와 585,000주의 성과연동 주식을 실질적으로 보유하고 있습니다.

Bryan Freeman, EVP des Opérations de Prairie Operating Co. (PROP), a déclaré des attributions sur le Formulaire 4. Le 13/08/2025, il s'est vu attribuer 585 000 unités d'actions restreintes (RSU) dans le cadre du LTIP de la société, qui deviennent acquises par fractions sur trois versements annuels à partir du 26 mars 2026, ainsi que 585 000 unités de performance qui se convertiront en actions ordinaires en fonction du rendement total relatif pour les actionnaires sur une période de performance de trois ans du 01/01/2025 au 31/12/2027. À la suite de ces attributions, il détient bénéficiairement 712 861 actions ordinaires et 585 000 actions liées aux unités de performance, toutes déclarées comme détentions directes.

Bryan Freeman, EVP Operations von Prairie Operating Co. (PROP), meldete Zuteilungen in Formular 4. Am 13.08.2025 wurden ihm 585.000 Restricted Stock Units (RSUs) im Rahmen des LTIP des Unternehmens gewährt, die anteilig in drei jährlichen Raten ab dem 26. März 2026 vesten, sowie 585.000 Performance-Einheiten, die sich basierend auf der relativen Gesamtrendite für Aktionäre über einen dreijährigen Leistungszeitraum vom 01.01.2025 bis 31.12.2027 in Stammaktien umwandeln. Nach diesen Zuteilungen besitzt er wirtschaftlich 712.861 Stammaktien und 585.000 performancegebundene Aktien, alle als direkte Bestände gemeldet.

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*
Freeman Bryan

(Last) (First) (Middle)
55 WAUGH DRIVE
SUITE 400

(Street)
HOUSTON TX 77007

(City) (State) (Zip)
2. Issuer Name and Ticker or Trading Symbol
Prairie Operating Co. [ PROP ]
5. Relationship of Reporting Person(s) to Issuer
(Check all applicable)
Director 10% Owner
X Officer (give title below) Other (specify below)
EVP of Operations
3. Date of Earliest Transaction (Month/Day/Year)
08/13/2025
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 08/13/2025 A 585,000(1) A $0 712,861 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
Performance Units (2) 08/13/2025 A 585,000 (2) (2) Common Stock 585,000 $0 585,000 D
Explanation of Responses:
1. Represents restricted stock units ("RSUs") granted under the 2024 Amended & Restated Prairie Operating Co. Long-Term Incentive Plan (as amended, the "LTIP"). Each RSU represents a contingent right to receive, upon vesting, one share of common stock, par value $0.01 per share ("Common Stock"), of Prairie Operating Co. (the "Issuer"). The 585,000 RSUs reported on this Form 4 will vest ratably in three annual installments beginning on March 26, 2026.
2. Represents an award of performance units representing a contingent right to receive one share of Common Stock per performance unit. Between 50% and 200% of the target number of performance units granted, which were granted under the LTIP, are eligible to vest during a three-year performance period beginning on January 1, 2025 and ending on December 31, 2027 based on continued employment and the Issuer's relative total shareholder return in comparison to the total shareholder return performance among the Performance Peer Group (as defined in the award agreement).
/s/ Bryan Freeman 08/15/2025
** 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 Bryan Freeman (PROP) report on Form 4 filed 08/15/2025?

He reported grants of 585,000 RSUs and 585,000 performance units awarded on 08/13/2025 under the LTIP.

When do the RSUs granted to Bryan Freeman vest?

The 585,000 RSUs vest ratably in three annual installments beginning March 26, 2026.

What performance period applies to the performance units granted to Bryan Freeman?

The performance period runs from January 1, 2025 through December 31, 2027 and payout depends on relative total shareholder return versus the Performance Peer Group.

How many shares does Bryan Freeman beneficially own after the reported grants?

He beneficially owns 712,861 shares of common stock and 585,000 performance-unit-linked shares reported as direct holdings.

Was this Form 4 reporting a market transaction or a compensation grant?

It was a compensation grant (Transaction Code A) with an effective price of $0, indicating awards rather than open-market purchases or sales.
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