Item 9A. Controls and Procedures
Item
9A. Controls and Procedures
Evaluation
of Disclosure Controls and Procedures
Our
management, with the participation of our Chief Executive Officer and Chief Financial Officer, evaluated the effectiveness of our disclosure
controls and procedures as of the end of the period covered by this Annual Report on Form 10-K. For purposes of this section, the term
disclosure controls and procedures means controls and other procedures of an issuer that are designed to ensure that information
required to be disclosed by the issuer in the reports that it files or submits under the Securities Exchange Act of 1934, as amended
(the “Exchange Act”), is recorded, processed, summarized and reported within the time periods specified in the SEC’s
rules and forms. Disclosure controls and procedures include, without limitation, controls and procedures designed to ensure that information
required to be disclosed by an issuer in the reports that it files or submits under the Exchange Act is accumulated and communicated
to the issuer’s management, including its principal executive and principal financial officers, or persons performing similar functions,
as appropriate to allow timely decisions regarding required disclosure.
Based
upon that evaluation, our Chief Executive Officer and Chief Financial Officer have concluded that, as of December 31, 2023, the end of
the period covered by this report, our disclosure controls and procedures were effective at a reasonable assurance level.
Management’s
Report on Internal Control over Financial Reporting
Our
management is responsible for establishing and maintaining adequate internal control over financial reporting. Internal control over
financial reporting is defined in Rule 13a-15(f) or 15d-15(f) promulgated under the Exchange Act as a process designed by, or under the
supervision of, the company’s principal executive and principal financial officers and effected by the company’s board of
directors, management and other personnel, to provide reasonable assurance regarding the reliability of financial reporting and the preparation
of financial statements for external purposes in accordance with accounting principles generally accepted in the United States of America
and includes those policies and procedures that:
(i) Pertain to the maintenance of records that in reasonable detail accurately and fairly reflect the transactions and dispositions of
the assets of the company;
(ii) Provide reasonable assurance that transactions are recorded as necessary to permit preparation of financial statements in accordance
with accounting principles generally accepted in the United States of America and that receipts and expenditures of the company are being
made only in accordance with authorizations of management and directors of the company; and
(iii) Provide reasonable assurance regarding prevention or timely detection of unauthorized acquisition, use or disposition of the company’s
assets that could have a material effect on the financial statements.
Because
of its inherent limitations, internal control over financial reporting may not prevent or detect misstatements. Projections of any evaluation
of effectiveness to future periods are subject to the risk that controls may become inadequate because of changes in conditions, or that
the degree of compliance with the policies or procedures may deteriorate. All internal control systems, no matter how well designed,
have inherent limitations. Therefore, even those systems determined to be effective can provide only reasonable assurance with respect
to financial statement preparation and presentation. Because of the inherent limitations of internal control, there is a risk that material
misstatements may not be prevented or detected on a timely basis by internal control over financial reporting. However, these inherent
limitations are known features of the financial reporting process. Therefore, it is possible to design into the process safeguards to
reduce, though not eliminate, this risk.
Management
evaluated the effectiveness of our internal control over financial reporting as of December 31, 2023, using the framework set forth in
the report of the Treadway Commission’s Committee of Sponsoring Organizations (“COSO”), “2013 Internal Control
- Integrated Framework.” Based upon that evaluation, management believes our internal control over financial reporting was effective
as of December 31, 2023.
94
Inherent
Limitations on the Effectiveness of Controls
Management
does not expect that our disclosure controls and procedures or our internal control over financial reporting will prevent or detect all
errors and all fraud. A control system, no matter how well conceived and operated, can provide only reasonable, not absolute, assurance
that the objectives of the control systems are met. Further, the design of a control system must reflect the fact that there are resource
constraints, and the benefits of controls must be considered relative to their costs. Because of the inherent limitations in a cost-effective
control system, no evaluation of internal control over financial reporting can provide absolute assurance that misstatements due to error
or fraud will not occur or that all control issues and instances of fraud, if any, have been or will be detected.
These
inherent limitations include the realities that judgments in decision-making can be faulty and that breakdowns can occur because of a
simple error or mistake. Controls can also be circumvented by the individual acts of some persons, by collusion of two or more people,
or by management override of the controls. The design of any system of controls is based in part on certain assumptions about the likelihood
of future events, and there can be no assurance that any design will succeed in achieving its stated goals under all potential future
conditions. Projections of any evaluation of controls effectiveness to future periods are subject to risks. Over time, controls may become
inadequate because of changes in conditions or deterioration in the degree of compliance with policies or procedures.
Changes
in Internal Controls Over Financial Reporting
In
our quarterly report on Form 10-Q/A for the three months ended March 31, 2023, filed with the SEC on June 16, 2023, we identified and
disclosed a material weakness related to our Form 10-Q for the three months ended March 31, 2023, as initially filed with the SEC on
May 15, 2023, that was not reviewed by an independent registered accounting firm as required by SEC rules following the resignation of
our previous independent registered accounting firm. To remediate the material weakness, we engaged Ham, Langston & Brezina, L.L.P.
(“HL&B”) as our new independent registered accounting firm. HL&B reviewed the Company’s financial statements
in its Form 10-Q/A for the three months ended March 31, 2023, filed with the SEC on June 16, 2023, and its Form 10-Qs filed with the
SEC on August 14, 2023 and November 14, 2023, as required by SEC rules. Based on the engagement of HL&B and compliance with applicable
rules for each of these filings, we believe the implemented controls are operating effectively and the material weakness has been remediated
as of December 31, 2023. There were no other changes in our internal control over financial reporting during the year ended December
31, 2023 that materially affected, or are reasonably likely to materially affect, our internal control over financial reporting.
Item
9B. Other Information
Insider Trading Arrangements
During the three months ended December 31, 2023, no director or officer of the Company adopted or terminated a “Rule
10b5-1 trading arrangement” or “non-Rule 10b5-1 trading arrangement,” as each term is defined in Item 408(a) of Regulation
S-K.
Item
9C. Disclosure Regarding Foreign Jurisdictions that Prevent Inspections
Not
applicable.
95
PART
III
Item
10. Directors,
Executive Officers and Corporate Governance
Management
and Board of Directors
Our
directors and executive officers and their ages as of March 15, 2024 are as follows:
Name
Age
Position
Executive
Officers
Gary
C. Hanna
66
President
and Director
Edward
Kovalik
49
Chief
Executive Officer and Director
Craig
Owen
54
Chief
Financial Officer
Bryan
Freeman
54
Executive
Vice President of Operations
Daniel
T. Sweeney
47
General
Counsel and Secretary
Non-Employee
Directors
Paul
L. Kessler
63
Director
Gizman
Abbas(1)(2)(3)
51
Director
Stephen
Lee(1)(2)(3)
42
Director
Jonathan
H. Gray(2)(3)
43
Director
Erik
Thoresen(1)(2)(3)
51
Director
(1)
Member of the Audit Committee.
(2)
Member of the Compensation Committee.
(3)
Member of the Nominating and Corporate Governance Committee.
Gary
C. Hanna , has served as the President and has been a member of the Board of the Company since May 2023. Mr. Hanna is a co-Founder
of Prairie LLC, a private U.S. energy company from October 2022 to May 2023. Mr. Hanna served on the board of directors of Crown Electrokinetics
Corp. (NASDAQ: CKRN), a publicly traded smart glass technology company, from March 2021 to October 2022. Mr. Hanna
served as the Chairman and Interim Chief Executive Officer of Rosehill Resources, Inc. (“Rosehill”), a then publicly traded
independent oil and natural gas company focused on growing production and reserves in the core of the Delaware Basin, additionally, Rosehill
is a business combination between KLR Energy Acquisition Corp. (“KLR SPAC”), a then publicly traded special purpose acquisition
company, and Tema Oil & Gas Company, from April 2017 to October 2020. From 2015 to 2017, Mr. Hanna was the Chairman, President and
Chief Executive Officer of KLR Group, LLC (“KLR”), a private full-service merchant bank focused on proprietary investment
opportunities throughout the energy industry. From 2009 until its sale in June 2014, Mr. Hanna was the Chairman, President and Chief
Executive Officer of EPL Oil and Gas, Inc., a then publicly-traded oil and natural gas exploration company that was acquired by Energy
XXI for $2.3 Billion. Mr. Hanna has 40 years of management and board of director experience in the energy and service sectors, with a
primary focus in the Permian, Mid-Continent and GOM regions, with additional experience internationally in Southeast Asia, Mexico and
Barbados. Mr. Hanna received a Bachelor’s of Business Administration Degree from the University of Oklahoma.
Edward
Kovalik has served as the Chief Executive Officer and Chair of the Board of the Company since May 2023. Mr. Kovalik is the
co-Founder of Prairie LLC, a private U.S. energy company, from October 2022 to May 2023. Mr. Kovalik was the President and Chief
Operation Officer of Crown Electrokinetics Corp. (NASDAQ: CKRN) from February 2021 to October 2022 and served on its board of
directors from December 2020 to October 2022. Previously, Mr. Kovalik was also a co-Founder of Prairie Partners Solar & Wind
LLC, a renewable energy investor in utility-scale solar and wind projects from May 2020 to February 2021. Mr. Kovalik was the co-Founder and the Chief Executive Officer of KLR, a merchant bank focused on the energy sector from April 2012
through October 2020. Mr. Kovalik also served as the Chief Executive Officer of Seawolf Water, a premier provider of water solutions
to the oil & gas industry, from September 2018 to April 2020 and the President of KLR SPAC, a special purpose acquisition
company, from 2016 to 2017, both of which were portfolio companies of KLR. His expertise includes private and public offerings of
debt and equity, M&A and fund management. While at KLR, Mr. Kovalik led the creation of Rosehill, an independent oil & gas
company created through a merger of KLR SPAC with Tema Oil & Gas Company. Prior to KLR, Mr. Kovalik served as the Head of
Capital Markets at Rodman & Renshaw, the highest ranked PIPEs practice by deal volume in the U.S. from 2005 to 2011. He has
served on multiple private and public boards of directors.
Craig
Owen has served as the Executive Vice President and Chief Financial Officer of the Company since May 2023 and as the Secretary
of the Company since June 2023. Mr. Owen served as the Chief Financial Officer of Penn America Energy Holdings LLC, a private LNG
terminal development company, from June 2022 to October 2022 where he oversaw the financing initiatives for a proposed liquified
natural gas facility. Mr. Owen provided financial consulting services to various public and private companies in the energy and
specialty construction industries from January 2021 to June 2022. Prior to this, Mr. Owen was Chief Financial Officer of Rosehill, a
then publicly traded independent oil and natural gas company focused on growing production and reserves in the core of the Delaware
Basin, from June 2017 through December 2020. Prior to Rosehill, Mr. Owen served as the Chief Financial Officer of Southwestern
Energy Company (NYSE: SWN) (“Southwestern”), a natural gas exploration and production company, from October 2012 to June
2017 and as Southwestern’s Chief Accounting Officer from July 2008 to September 2012. Prior to that, Mr. Owen held numerous
positions with Anadarko Petroleum Corporation, a then publicly traded oil and natural gas exploration and production company, from
March 2001 to July 2008, finally serving as its Controller, Operations Accounting. Mr. Owen has experience at PricewaterhouseCoopers
LLP from 1992 to 1994 and 1997 to 2001. He also served in roles with Hilcorp Energy Company, a private oil and gas exploration and
production company, from 1994 to 1995, and Arco Pipe Line Company, an oil transportation company, from 1995 to 1997. Mr. Owen
received a bachelor’s degree in accounting from Texas A&M University in 1992 and is a Certified Public Accountant (active)
in Texas.
96
Bryan
Freeman has served as the Executive Vice President, Operations of the Company since May 2023. Mr. Freeman served as the Senior Vice President
of Drilling and Completions at Rosehill from April 2017 to March 2020. Prior to that, Mr. Freeman served as Drilling and Operations Manager
at Tema Oil & Gas Company, a private oil and gas exploration company, from July 2016 until April 2017 and Production & Operation
Engineering Manager for SM Energy Company (NYSE: SM), a publicly traded company engaged in hydrocarbon exploration, from July 2013 until
July 2016. Before SM, Mr. Freeman served as a Senior Production Engineer at Hess Corporation (NYSE: HES), a publicly traded oil and gas
exploration and production company, from 2012 to 2013, and Chevron Corporation (NYSE: CVX), a publicly traded, fully integrated energy
company, from 2006 to 2012. Mr. Freeman began his career in the service sector in roles at Schlumberger Limited (NYSE: SLB), a publicly
traded oil and gas services provider company, from 2004 to 2006, and Weatherford International plc (Nasdaq: WFRD), a publicly traded
oilfield service company, from 2001 to 2004. Mr. Freeman received a Bachelor’s of Science and Masters of Science in Engineering
from the University of Texas in 2001 and 2012, respectively.
Daniel
T. Sweeney has served as our Executive Vice President, General Counsel and Corporate Secretary since July 2023. Mr. Sweeney
served as Senior Vice President, General Counsel and Secretary of Great Western Petroleum, LLC, a private oil and gas company, from
June 2018 until its sale to PDC Energy Inc. in May 2022. Prior to that, Mr. Sweeney served as Director, Assistant Secretary and
Associate General Counsel at Eclipse Resources Corp., a private oil and gas exploration company, from May 2013 to June 2018, and
held legal roles at Chesapeake Energy Corporation (NASDAQ: CHK), a publicly traded oil and gas exploration company, from November
2010 to May 2013, and Rex Energy Corporation, a then publicly traded oil and gas exploration company, from April 2008 to November
2010. Mr. Sweeney received his bachelor’s degree in Political Science from Case Western Reserve University in 1999 and juris
doctorate from the Thomas R. Kline School of Law at Duquesne University in 2005.
Non-Employee
Directors
Paul
L. Kessler has served as a director since March 2013. Mr. Kessler previously served as Executive Chairman of the Company from December
2021 to May 2023 and from December 2016 through November 2020. Mr. Kessler combines over 30 years of experience as an investor, financier
and venture capitalist. In 2000, Mr. Kessler founded Bristol Capital Advisors, LLC, a Los Angeles based investment advisor, where he
has served as the Principal and Portfolio Manager from 2000 through the present. Mr. Kessler has broad experience in operating, financing,
capital formation, negotiating, structuring and re-structuring investment transactions. He is involved in all aspects of the investment
process including identification and engagement of portfolio companies and structuring investments in these companies to maximize value
to shareholders. His experience encompasses investment in both private and public companies. Mr. Kessler has actively worked with executives
and boards of companies on corporate governance and oversight, strategic repositioning and alignment of interests with stockholders.
We
believe that Mr. Kessler’s extensive experience in matters including capital formation, corporate finance, investment banking,
operations, corporate governance, as well as his understanding of capital markets, bring important and valuable skills to the Board.
Gizman
Abbas has served as a director since May 2023. Mr. Abbas currently serves on the board of directors of New York Independent System
Operator, Inc., Talen Energy Corp. and Qenta, Inc. Previously, he served as a member of the board of directors of Crown
Electrokinetics from March 2021 to October 2022, Aranjin Resources Ltd. (OTC: “FVVSF”) from May 2016 to February
2021 and Handeni Gold Inc. from February 2012 to July 2017. He has served as Principal at Direct Invest Development, an impact-focused,
sustainable real estate development company formed to mine value in disinvested urban communities, since December 2014. Mr. Abbas was
a founding partner of the commodity investment business at Apollo Global Management (NYSE: APO). Previously, he was a Vice President
at The Goldman Sachs Group, Inc. (NYSE: GS), where he invested successfully in the power, bio-fuels, metals & mining, and agriculture
sectors. Mr. Abbas began his finance career in the investment banking division at Morgan Stanley (NYSE: MS), having previously been a
Senior Project Engineer on oil & gas construction projects for Exxon Mobil Corporation (NYSE: XOM) and a Co-Op Power Engineer at
The Southern Company (NYSE: SO). Mr. Abbas holds a Bachelor’s of Science degree in Electrical Engineering from Auburn University
and a Master’s of Business Administration degree from the Kellogg School of Management at Northwestern University.
97
We
believe that Mr. Abbas’ executive, financial and investment experience bring important and valuable skills to the Board.
Stephen
Lee has served as a director since May 2023. Mr. Lee is the co-founder of Renewa LLC, a private renewables real estate company and
has served as its co-Chief Executive Officer since February 2022. Prior to Renewa, Mr. Lee co-founded KLR in April 2012 and served
as a Partner and a Managing Member of the firm. Prior to founding KLR, Mr. Lee was a Director and co-Head of the Energy Investment
Banking team at Rodman & Renshaw. Mr. Lee holds a bachelor’s degree in Economics from New York University.
We
believe that Mr. Lee’s extensive experience in the corporate finance and energy industry bring important and valuable skills to
the Board.
Jonathan
H. Gray has served as a director since May 2023. Mr. Gray has served as the chief executive officer of First Idea International Ltd.,
a strategic advisory boutique, since he founded it in 2008. Mr. Gray has also served as the chief executive officer of the Intelligent
Design Agency, a design firm, since he founded it 2018. In 2016, Mr. Gray established The Hideaway Entertainment, LLC, a financing and
production entertainment media company focused on motion picture, television, digital media, and technology, and has served as chief
executive officer since the company’s founding. In addition, Mr. Gray is the co-owner of Beauchamp Estates France, a division of
Beauchamp Estates International, which he founded in March 2005. Mr. Gray served as the founder and chief executive officer of JG Events,
an international event management company, from its founding in 2003 until closing it in 2019. Mr. Gray earned his Baccalauréat
Littéraire in Litteréture from Lycée Carnot, Cannes in 1999.
Mr.
Gray’s extensive experience founding, financing and managing companies bring valuable and important skills to the Board.
Erik
Thoresen has served as a director since May 2023. Mr. Thoresen has been a partner at Boka Group, LLC since November 2022. Since January
2022, Mr. Thoresen has also served as the chief financial officer of Fusion Acquisition Corp. II (NYSE: FSNB). Prior to that, he served
as the chief business development officer of Glass House Group, Inc. (OTC: GLASF), a vertically integrated consumer packaged goods cannabis
company, from August 2021 to June 2022. Mr. Thoresen was the vice president of mergers and acquisitions and real estate at Harvest Health
and Recreation, Inc. (CSE: HARV, OTCQX: HRVSF), a multi-state cannabis company that is now part of Trulieve Cannabis Corp. (CSE: TRU,
OTCQX: TCNNF), from January 2019 to March 2021. Previously, from November 2013 to July 2018, Mr. Thoresen was the chief operating, and
investment, officer of Jonathan D. Pond, LLC, a wealth management firm, and prior to that held executive roles at the Bank of New York
Mellon Corporation and E*TRADE Financial Corporation. He began his career at the US Trade and Development Agency focused on early stage
infrastructure deals in Central and Eastern Europe. He currently serves on the board of Infleqtion, Inc., where he chairs the audit committee,
and on the board of Fusion Acquisition Corp. II. In addition, he previously served on the board of directors of Sport-Haley, Inc. from
2010 to 2013 where he served as chairman of the audit committee and on the investment committee at various times. Mr. Thoresen is a Chartered
Financial Analyst Charterholder. He received his Bachelor of Arts in International Relations from Syracuse University in 1994, and his
Master of Business Administration from the Darden School at the University of Virginia in 2000.
Mr.
Thoreson’s previous board and senior leadership experience, in addition to his expertise in strategic planning, business development,
investor relations and corporate development activities, makes him a valuable asset to the Board.
Board
Composition
Our
business affairs are managed under the direction of the Board. The Board consists of seven members.
Our
bylaws provide that the number of directors may be increased or decreased from time to time by a resolution of a majority of the members
of the Board serving at that time. Each director shall hold office for the term for which such director is elected, and until such director’s
successor shall have been elected and qualified or until such director’s earlier death, resignation or removal.
Pursuant
to the Stockholders Agreement, Bristol Capital Advisors, Paul L. Kessler, Gary C. Hanna and Edward Kovalik agreed to use reasonable
best efforts, including taking certain necessary actions, to cause the Board to cause nominees designated by certain parties to the
Stockholders Agreement to be elected to serve as a director on the Board under the certain conditions. See “ Related Party
Transactions—Stockholders Agreement ” for more information. Any director nominees designated under the Stockholders Agreement will be identified as such in the proxy statement
nominating them for election.
Director
Independence
Under
the requirements of Rule 5605(b)(1) of the Nasdaq listing requirements, independent directors must comprise a majority of our Board.
In addition, the rules of Nasdaq require that, subject to specified exceptions, each member of our audit, compensation and nominating
and governance committees must be independent. Audit Committee members must also satisfy the independence criteria set forth in Rule
10A-3 under the Exchange Act. Under the rules of Nasdaq, a director will qualify as an “independent director” only if, in
the opinion of our Board, that person does not have a relationship that would interfere with the exercise of independent judgment in
carrying out the responsibilities of a director.
To
be considered independent for purposes of Rule 10A-3 of the Exchange Act, a member of an audit committee may not, other than in his or
her capacity as a member of the audit committee, the Board or any other board committee: (i) accept, directly or indirectly, any consulting,
advisory or other compensatory fee from the Company or any of its subsidiaries or (ii) be an affiliated person of the Company or any
of its subsidiaries.
The
Board has determined that each of Gizman Abbas, Stephen Lee, Jonathan Gray and Erik Thoresen qualify as independent directors, as defined
under applicable SEC and Nasdaq rules.
98
In
addition, our corporate governance guidelines (“Corporate Governance Guidelines”) provide that when the position of chair
of the Board is not held by an independent director, a lead independent director may be designated by the Board.
Committees
of the Board of Directors
Our
Board is composed of three standing committees: an audit committee, a compensation committee and a nominating and corporate governance
committee. Each committee operates under a charter approved by the Board. Copies of
each charter are posted on the Corporate Governance section of the Company’s website at www.prairieopco.com .
Audit
Committee
The
members of the audit committee are Gizman Abbas, Stephen Lee and Erik Thoresen, with Mr. Thoresen serving as the chair of the audit committee.
Under the applicable SEC rules, all of the members of our audit committee must be independent. Each of Messrs. Abbas, Lee and Thoresen
meet the independent director standard under Rule 10-A-3(b)(1) of the Exchange Act and applicable Nasdaq listing rules.
Each
member of the audit committee is expected to be financially literate and the Board determined that Mr. Thoresen qualifies as an “audit
committee financial expert” as defined in applicable SEC rules and has accounting or related financial management expertise.
The
amended audit committee charter details the principal functions of the audit committee, including:
● assisting
board oversight of (1) the integrity of our financial statements, (2) our compliance with
legal and regulatory requirements, (3) the independent registered public accounting firm’s
qualifications and independence and (4) the performance of our internal audit function and
the independent registered public accounting firm;
● reviewing,
evaluating and/or acting upon any conflicts of interests that may arise as between the rights
and obligations of any director or executive officer on the one hand, and the rights and
obligations of the Company and any of its subsidiaries, on the other hand;
● the
appointment, compensation, retention, replacement, and oversight of the work of the independent
registered public accounting firm engaged by us;
99
● pre-approving
all audit and permitted non-audit services to be provided by the independent registered public
accounting firm engaged by us, and establishing pre-approval policies and procedures;
● setting
clear hiring policies for employees or former employees of the independent registered public
accounting firm, including but not limited to, as required by applicable laws and regulations;
● setting
clear policies for audit partner rotation in compliance with applicable laws and regulations;
● obtaining
and reviewing a report, at least annually, from the independent registered public accounting
firm describing (i) the independent registered public accounting firm’s internal quality-control
procedures, (ii) any material issues raised by the most recent internal quality-control review,
or peer review, of the audit firm, or by any inquiry or investigation by governmental or
professional authorities within the preceding five years respecting one or more independent
audits carried out by the firm and any steps taken to deal with such issues and (iii) all
relationships between the independent registered public accounting firm and us to assess
the independent registered public accounting firm’s independence;
● meeting
to review and discuss our annual audited financial statements and quarterly financial statements
with management and the independent registered public accounting firm, including reviewing
our specific disclosures under “Management’s Discussion and Analysis of Financial
Condition and Results of Operations of Prairie Operating Co.”;
● reviewing
and approving any related party transaction required to be disclosed pursuant to Item 404
of Regulation S-K promulgated by the SEC prior to us entering into such transaction; and
● reviewing
with management, the independent registered public accounting firm, and our legal advisors,
as appropriate, any legal, regulatory or compliance matters, including any correspondence
with regulators or government agencies and any employee complaints or published reports that
raise material issues regarding our financial statements or accounting policies and any significant
changes in accounting standards or rules promulgated by the Financial Accounting Standards
Board, the SEC or other regulatory authorities.
Code
of Conduct
We
have adopted a Corporate Code of Business Conduct and Ethics that applies to all of our employees, officers and directors, including
those officers responsible for financial reporting. The code is posted on our website, www.prairieopco.com, and to the extent required
by law, any amendments to the code, or any waivers of its requirements, will be disclosed on our website.
Insider
Trading Policy
We
have adopted an Insider Trading Policy governing the purchase, sale, and/or other dispositions of our securities by directors, executive
officers, and employees of the Company. The Insider Trading Policy is designed to promote compliance with insider trading laws, rules,
and regulations and any applicable listing standards.
Limitation
on Liability and Indemnification Matters
The
Charter contains provisions that limit the liability of our directors and officers for monetary damages to the fullest extent permitted
by Delaware law. Consequently, our directors and officers will not be personally liable to the Company or our stockholders for monetary
damages for any breach of fiduciary duties as directors or officers, except liability for:
● any
breach of the director’s or officer’s duty of loyalty to the Company or our stockholders;
● any
act or omission not in good faith or that involves intentional misconduct or a knowing violation
of law;
● unlawful
payments of dividends or unlawful stock repurchases or redemptions as provided in Section
174 of the DGCL; or
● any
transaction from which the director or officer derived an improper personal benefit.
The
Charter and our bylaws provide that the Company is required to indemnify our directors and officers, in each case to the fullest extent
permitted by Delaware law. Our bylaws also provide that we are obligated to advance expenses incurred by a director or officer in advance
of the final disposition of any action or proceeding, and permit us to secure insurance on behalf of any officer, director, employee
or other agent for any liability arising out of his or her actions in that capacity regardless of whether we would otherwise be permitted
to indemnify him or her under Delaware law. We entered into agreements to indemnify our directors, executive officers and other employees
as determined by the Board. With specified exceptions, these agreements provide for indemnification for related expenses including, among
other things, attorneys’ fees, retainers and travel expenses incurred by any of these individuals in any action, suit or proceeding.
We believe that these bylaws provisions and indemnification agreements are necessary to attract and retain qualified persons as directors
and officers.
100
The
limitation of liability and indemnification provisions in the Charter and bylaws may discourage stockholders from bringing a lawsuit
against our directors and officers for breach of their fiduciary duty. They may also reduce the likelihood of derivative litigation against
our directors and officers, even though an action, if successful, might benefit us and our stockholders. Further, a stockholder’s
investment may be adversely affected to the extent that we pay the costs of settlement and damage.
Delinquent
Section 16(a) Reports
Based
solely on a review of the reports filed for fiscal year 2023 and related written representations from reporting persons, we are not aware
of any late or delinquent filings under Section 16(a) of the Exchange Act, except a Form 4 filed for Narrogal Nominees Pty Ltd ATF Gregory
K. O’Neill Family Trust that was filed four days late on November 21, 2023, reporting the exercise of Series D B Warrants that
occurred November 13, 2023.
Item
11. Executive
Compensation
We
are currently considered a “smaller reporting company,” within the meaning of the Securities Act, for purposes of the SEC’s
executive compensation disclosure rules. In accordance with such rules, we are required to provide a Summary Compensation Table and an
Outstanding Equity Awards at Fiscal Year End Table, as well as limited narrative disclosures. Further, our reporting obligations extend
to a lesser number of executive officers who may be classified as our “named executive officers,” namely, those individuals
who served as our principal executive officer, our next two other most highly compensated officers at the end of the last completed fiscal
year and up to two additional individuals who would have been considered one of our next two most highly compensated officers except
that such individuals did not serve as executive officers at the end of the last completed fiscal year. Accordingly, our “named
executive officers” and their positions were as follows:
Edward
Kovalik, Chairman and Chief Executive Officer;
Gary
C. Hanna, President;
Craig
Owen; and
John
D. Maatta, former Chief Executive Officer.
In
connection with the Merger, the Company appointed new executive officers. Accordingly, effective as of May 3, 2023, Mr. Maatta resigned
from his position as President and Chief Executive Officer and director of the Board, and the remaining named executive officers were
appointed to their current positions.
101
Summary
Compensation Table
The
table below sets forth all the compensation awarded to, earned by, or paid to our named executive officers during fiscal years ended
December 31, 2023 and 2022.
Name and Principal Position
Year
Salary
($)(a)
Bonus
($)(b)
Stock Awards
($)(c)
All Other Compensation
($)(d)
Total
($)
Edward Kovalik
2023
362,788
—
—
263,200
625,988
Chairman and Chief Executive Officer
2022
—
—
—
—
—
Gary C. Hanna
2023
362,788
—
—
263,200
625,988
President
2022
—
—
—
—
—
Craig Owen
2023
230,865
—
2,914,286
8,750
3,153,901
Chief Financial Officer
2022
—
—
—
—
—
John D. Maatta
2023
50,000
—
—
—
50,000
Former President and Chief Executive Officer
2022
133,330
—
—
3,000
136,330
(a) The
amounts reported in this column represent the actual amounts earned during the calendar year.
For Mr. Maatta, the amount in this column includes 5,000 shares of Series A preferred stock
for settlement of $50,000 of compensation payable to him under his employment agreement for
the period from January 1, 2024 through the Closing of the Merger and 13,333 shares of Series
A preferred stock for settlement of $133,330 of compensation payable to him under his employment
agreement for the year ended December 31, 2022.
(b) Each named executive officer, other than Mr. Maatta, was eligible to earn a discretionary bonus for 2023. However, the Board has not made
a determination of the amount of such award, if any.
(c) The
amount reported in this column represents the aggregate grant date fair value, determined
in accordance with Financial Accounting Standards Board Accounting Standards Codification
Topic 718 (“FASB ASC Topic 718”), excluding the effects of estimated forfeitures,
of restricted stock units (“RSUs”) awarded in 2023 under the Amended and Restated
Prairie Operating Co. Long Term Incentive Plan (the “LTIP”). The assumptions
used in calculating the aggregate grant date fair value of such award are described under
the heading “Note 16—Long-Term Incentive Compensation” in the notes to
our consolidated financial statements for the year ended December 31, 2023 included elsewhere
in this annual report. Pursuant to the terms of the RSU award agreement, no adjustment to the number of shares subject to such RSUs was
made in connection with the Reverse Stock Split.
(d) For
Messrs. Kovalik and Hanna, amounts in this column reflect a one-time non-accountable expense
reimbursement of $250,000 in consideration of significant efforts, diligence, time, and resources
in negotiating, structuring, and finalizing the Company’s previously announced Merger
without incurring outside banking fees. Additionally for Messrs. Kovalik, Hanna and Owen,
amounts in this column reflect 401(k) match contributions from the Company of $13,200, $13,200,
and $8,750, respectively.
Employment
Agreements
We
maintain employment agreements with each of our named executive officers who are current officers of the Company, which employment agreements
were amended and restated in August of 2023 (the “Employment Agreements”), in order to provide market competitive compensation
arrangements that attract and retain talent. The Employment Agreements provide the named executive officers with (a) an annualized base
salary of $550,000 for each of Messrs. Kovalik and Hanna and $350,000 for Mr. Owen; (b) eligibility to receive an annual bonus with a
target amount equal to 250% of the annualized base salary for each of Messrs. Kovalik and Hanna and 100% of the annualized base salary
for Mr. Owen (the “Target Annual Bonus”); and (c) eligibility to receive annual long-term incentive equity awards. Pursuant
to the Employment Agreements, the amount of each named executive officer’s base salary, annual bonus target value and LTIP awards
are subject to review and determination by the Board or the Compensation Committee of the Board, as applicable, on an annual basis.
While
Mr. Maatta was serving as our chief executive officer, he was also party to an employment agreement, entered into effective May 1, 2022,
which provided for an annual base salary of $200,000 (pro-rated for partial years during the term of employment), which was required
to be paid in the form of the Company’s preferred stock until the uplisting of the Company’s common stock onto a national
stock exchange or a qualified financing event. Following the occurrence of either of such events, Mr. Maatta had the option to elect
that his base salary continue to be paid in the form of the Company’s preferred stock. Under the terms of his employment agreement,
Mr. Maatta was also entitled to the opportunity to be paid an annual discretionary cash bonus with a target bonus opportunity of 150%
of his base salary and a maximum bonus opportunity of 300% of base salary, based upon the executive’s and the Company’s performance,
as determined by the Board or a committee thereof, and the opportunity to earn an additional “Uplisting Bonus” to be paid
in the form of 3.33% of the fully diluted shares of our common stock, upon the uplisting of the Company’s common stock on a national
securities exchange. However, this annual bonus opportunity expired in 2023 with Mr. Maatta’s termination of employment at the
Closing of the Merger, and the Uplisting Bonus was forfeited at the Closing of the Merger.
The
Employment Agreements also provide for certain severance benefits as described below in “ Potential Payments Upon Termination
or Change of Control .”
102
Outstanding
Equity Awards at 2023 Fiscal Year-End
The
following table reflects information regarding outstanding equity-based awards held by our named executive officers as of December 31,
2023, which consist of RSUs granted under the LTIP.
Stock
Awards
Name
Number
of Shares or Units of Stock That Have Not Vested
(#) (1)
Market
Value of Shares or Units of Stock That Have Not Vested
($) (2)
Edward Kovalik
—
—
Gary C. Hanna
—
—
Craig Owen
200,000
1,902,000
(1) Each
RSU included in the RSU award granted to Mr. Owen represents the contingent right to receive,
upon vesting, one share of our common stock, which fully vests on May 3, 2024.
(2) The
amount included in this column represents the market value of our common stock underlying
the RSU award granted to Mr. Owen, computed based on the closing price of our common stock
on December 29, 2023, the last trading day of 2023, which was $9.51 per share.
Potential
Payments Upon Termination or a Change of Control
The
following disclosures discuss the payments and benefits that each of our named executive officers who are current officers of the Company
would have been eligible to receive upon certain termination events, assuming that each such termination occurred on December 31, 2023.
As a result, the payments and benefits disclosed represent what would have been due and payable to such named executive officers under
the applicable agreements and plans in existence between each named executive officer and the Company as of December 31, 2023; this disclosure
does not reflect any changes to such agreements or plans, or new agreements or plans adopted, after December 31, 2023, unless specifically
stated. Because Mr. Maatta separated from service with us in 2023 and no amounts were payable to him in connection with this separation,
this disclosure does not include a description of the hypothetical amounts that would have been payable to him upon a qualifying termination
of employment or change in control.
Termination
of Employment under the Employment Agreements
Under
the Employment Agreements, if the applicable named executive officer’s employment is terminated without “Cause” or
by the named executive officer for “Good Reason” (as each term is defined below), then the named executive officer is eligible
to receive an amount equal to three times (or two times in the case of Mr. Owen, or four times in the case of Messrs. Kovalik and Hanna
if such termination occurs within the 12-month period following a Change in Control), the sum of the named executive officer’s
(a) base salary, plus (b) the Target Annual Bonus for the year in which the named executive officer’s termination of employment
occurs, plus (c) in the case of Messrs. Kovalik and Hanna, the amount payable under the LTIP for the year in which the named executive
officer’s termination of employment occurs, in each case with such sum payable in a single lump sum on the Company’s first
regularly scheduled pay date that is on or after the date that is sixty days after the date of termination (such total amount, the “Severance
Payment”). In addition, if the named executive officer is eligible to receive the Severance Payment, then that named executive
officer is also eligible for reimbursement of up to 18 months of the difference between (i) the amount the named executive officer pays
to effect and continue coverage pursuant to the Consolidated Omnibus Budget Reconciliation Act of 1985 and (ii) the employee
contribution amount that similarly situated employees of the Company pay for the same or similar coverage under the Company’s group
health plans.
The
severance benefits described above are subject to the named executive officer’s execution, delivery and non-revocation of a release
of claims in favor of us and continued compliance with applicable restrictive covenants.
Under
the Employment Agreements, “Cause” generally means, the named executive officer’s: (i) willful or continued failure
to perform his duties; (ii) willful failure to comply with any valid and legal directive of the Board (or, for Mr.Owen, also any valid
or legal directive of the CEO or President); (iii) willful engagement in dishonesty, illegal conduct, or gross misconduct that is injurious
to us or our affiliates; (iv) embezzlement, misappropriation of funds, or fraud with respect to us or our affiliates; (v) conviction
of or plea of guilty or nolo contendere to a felony or a crime that constitutes a misdemeanor involving moral turpitude; (vi) material
violation of our written policies or codes of conduct; or (vii) material breach of any material obligation under the applicable employment
agreement or any other written agreement with us.
103
Under
the Employment Agreements, “Good Reason” generally means the occurrence of any of the following without the named executive
officer’s written consent: (i) a material diminution in (a) base salary, (b) annual bonus opportunity, (c) annual target LTIP opportunity
or (d) benefits, provided that a material decrease in an element of compensation represented by either (a), (b), (c), or (d) that
is offset by a corresponding increase or increases in the other element(s) will not be deemed a condition for Good Reason so long as
the named executive officer’s aggregate compensation from all such elements of compensation is not materially diminished; (ii)
a material diminution in title, reporting relationship, authority, duties or responsibilities with us; (iii) a material breach by us
of any obligations under the Employment Agreement; (iv) the relocation of his principal place of employment by more than 40 miles (or
15 miles in the case of Messrs. Kovalik and Hanna); or solely in the case of Messrs. Kovalik and Hanna, (v) a failure by the Board to
consult, and reach an agreement, with them on any matter relating to the operations, investments, or business strategy of the Company
Group (as such term is defined in the Employment Agreements).
Under
the Employment Agreements, “Change of Control” generally means the occurrence of any of the following events: (i) the consummation
of an agreement to acquire or a tender offer for beneficial ownership of 50% or more of either (a) the then outstanding equity securities
or (b) the combined voting power of the then outstanding voting securities of the Company; (ii) individuals who constitute the Incumbent
Board (as defined in the Employment Agreements) cease for any reason to constitute at least a majority of the Board; (iii) consummation
of a reorganization, merger or consolidation or sale or other disposition of all or substantially all of the assets of the Company or
an acquisition of assts of another company (a “Business Combination”), unless following such Business Combination, (a) the
equity securities and voting securities outstanding immediately prior to the Business Combination, continue to represent or are converted
into or exchanged for securities which represent or are convertible into more than 50% of the then outstanding equity interests and the
combined voting power of the then outstanding voting securities, (b) no person or entity beneficially owns 20% or more of the outstanding
equity interests of the resulting entity, and (c) at least a majority of the members of the board of the resulting entity were members
of the Incumbent Board; or (iv) approval by the equity holders of the Company of a complete liquidation or dissolution of the Company.
Treatment
of LTIP Awards upon a Termination of Employment (not in connection with a Change of Control)
Pursuant
to the award agreements governing outstanding LTIP awards held by each of the named executive officers, upon a termination of employment
without Cause or for Good Reason, the RSUs will vest with respect to the number of RSUs equal to the product of (i) the total number
of RSUs subject to the applicable award agreement, times (ii) a fraction, the numerator of which is the number of full calendar months
that have elapsed since the date of grant, and the denominator of which is 36 and will be settled as soon as administratively practicable
following such termination, but in no event later than 60 days of such termination.
Upon
a termination of employment due to death or disability, all the RSUs will be deemed 100% vested and will be settled as soon as administratively
practicable following such termination, but in no event later than 60 days of such termination.
Upon
a termination due to retirement at or after having attained age 65, other than a termination for Cause, a termination by the named executive
officer at a time that Cause exists, or a termination due to death or disability, all the RSUs will be deemed 100% vested and will be
settled within 90 days of such termination.
Upon
a termination of employment for Cause or without Good Reason, the named executive officer will forfeit all outstanding RSUs. The definitions
of “Cause” and “Good Reason” for purposes of the award agreements governing the RSUs are the same definitions
as those in the Employment Agreements and described above in “—Termination of Employment under the Employment Agreements.”
104
Treatment
of LTIP Awards upon a Change of Control
Pursuant
to the award agreements governing outstanding LTIP awards held by each of the named executive officers, upon a Change of Control that
involves a merger, reclassification, reorganization, or other similar transaction in which the surviving entity, Company’s successor,
or the direct or indirect parent of the surviving entity or Company’s successor, fails to assume or substitute the award agreements
with a substantially equivalent award, then all of the RSUs will be deemed 100% vested and will be settled as soon as administratively
practicable following the vesting of the RSUs, but in no event later than 60 days after such vesting date.
Upon
a termination of employment without Cause or for Good Reason during the 24-month period beginning on the date on which a Change of Control
occurs, all the RSUs will be deemed 100% vested and will be settled as soon as administratively practicable following the vesting of
the RSUs, but in no event later than 60 days after such vesting date.
The
definition of “Change of Control” for purposes of the award agreements governing the RSUs is substantially the same definition
as the one in the Employment Agreements and described above in “—Termination of Employment under the Employment Agreements”
except that the reference to “20%” as described above under the Employment Agreements is 50% for purposes of the RSUs.
Director
Compensation
The
following table summarizes the compensation provided to the members of our Board for the fiscal year ended December 31, 2023:
Name
Fees
Earned or Paid in Cash ($) (1)
Stock
Awards ($) (2)
All
Other
Compensation
($)
Total
($)
Paul L. Kessler
66,209
100,000
—
166,209
Gizman I. Abbas
66,209
100,000
—
166,209
Stephen Lee
66,209
100,000
—
166,209
Jonathan H. Gray
65,110
100,000
—
165,110
Erik Thoresen
65,110
100,000
—
165,110
Michael Breen (3)
—
19,671
—
19,671
(1) The amounts reflected in this column reflect the annual cash compensation
paid to the non-employee directors, prorated based on days of service on the Board for the fiscal year ended December 31, 2023.
(2) The
amounts reflected in this column represent the grant date fair value of restricted stock units granted to the non-employee directors
in August 2023 (or in May 2023 for Mr. Breen), computed in accordance with FASB ASC Topic 718. See Note 16 to our consolidated financial
statements for the fiscal year ended December 31, 2023 for additional detail regarding assumptions underlying the value of these equity
awards. After giving effect to our reverse stock split that occurred in October 2023, each of the non-employee directors other than Mr.
Breen held 6,863 shares of unvested restricted stock units as of December 31, 2023.
(3) Mr. Breen served as a non-employee director for a portion of 2023 ending
at the Effective Time, but received no cash director compensation for 2023.
Item
12. Security
Ownership of Certain Beneficial Owners and Management and Related Stockholder Matters
Beneficial
Ownership of Securities
The
following table sets forth information known to the Company regarding the beneficial ownership of the common stock by:
●
each
person who is known by the Company to be the beneficial owner of more than five percent (5%) of the outstanding shares of common
stock;
●
each
named executive officer and director of the Company; and
●
All named executive officers and all
current executive officers and directors of the Company, as a group.
105
Beneficial
ownership for the purposes of the following table is determined in accordance with the rules and regulations of the SEC. A person is
a “beneficial owner” of a security if that person has or shares “voting power,” which includes the power to vote
or to direct the voting of the security, or “investment power,” which includes the power to dispose of or to direct the disposition
of the security or has the right to acquire such powers within 60 days. The beneficial ownership percentages set forth in the table below
are based on 10,029,191 shares of common stock issued and outstanding as of March 13, 2024.
Shares of Common Stock Beneficially Owned
Name of Beneficial Owner (1)
Number
Percentage
5% Stockholders:
Narrogal Nominees Pty Ltd ATF Gregory K. O’Neill Family Trust (2)
2,663,192
25.00
%
Bristol Investment Fund, Ltd. (3)(4)
1,232,141
12.29
%
James W. Wallis Living Trust (5)
706,206
7.04
%
Current Directors and Named Executive Officers:
John D. Maatta (6)
327,312
3.26
%
Gary C. Hanna (4)(7)
1,148,834
11.45
%
Edward Kovalik (4)(8)
1,148,834
11.45
%
Paul L. Kessler (3)(4)
1,239,004
12.35
%
Gizman Abbas
6,893
*
Stephen Lee
6,893
*
Jonathan H. Gray (9)
516,804
4.99
%
Erik Thoresen
6,893
*
Craig Owen
200,000
1.99
%
Current Directors and Executive Officers as a Group (10 persons)
4,307,488
40.51
%
* Less
than 1% of common stock outstanding.
(1) Unless
otherwise noted, the business address of each of the officers and directors is 602 Sawyer
Street, Suite 710, Houston, Texas 77007.
(2) O’Neill
Trust is managed by Narrogal Nominees Pty Ltd (“Narrogal Nominees”), as trustee.
Gregory K. O’Neill, managing director and sole shareholder of Narrogal Nominees, has
voting or investment control over the shares held by O’Neill Trust. The address of
each of O’Neill Trust, Narrogal Nominees and Mr. O’Neill is Level 27, 60 City
Road Southbank, Melbourne, Australia. The O’Neill Trust owns 2,039,614 shares of common
stock held in book-entry form, Series D Preferred Stock convertible into 2,000,000 shares
of common stock, Series D A Warrants to purchase 2,000,000 shares of common stock, Series
E Preferred Stock convertible into 4,000,000 shares of common stock, Series E A Warrants
to purchase 4,000,000 shares of common stock, and Series E B Warrants to purchase 4,000,000
shares of common stock. The shares reported herein include 2,039,614 shares of common stock
and 623,578 shares of common stock issuable upon exercise of the Warrants or conversion of
Preferred Stock. Shares reported herein do not include 15,376,422 shares of common stock that
underlie, in the aggregate, the Series D Preferred Stock, the Series D A Warrants, the Series
E Preferred Stock, the Series E A Warrants and the Series E B Warrants, as the exercise of
these convertible securities is subject to a beneficial ownership limitation. On a fully
diluted basis and assuming no other security holder has exercised any of their convertible
securities, O’Neill Trust would own approximately 69.3% of the shares outstanding.
The exercise of such Series D Preferred Stock and Series E Preferred Stock are subject to
O’Neill Trust holding less than 4.99% of the outstanding shares of common stock, which
may be increased upon written notice to the Company, to any specified percentage not in excess
of 9.99%. In connection with the Warrant Exercise, O’Neill Trust entered into an agreement
with the Company pursuant to which it amended the terms of each of its Series D PIPE Warrants
and Series E PIPE Warrants to increase the beneficial ownership limitation from 9.99% to
25% and gave notice to the Company that it was increasing its beneficial ownership limitation
to 25% with respect to each of its remaining warrants. Such beneficial ownership limitation
may only be modified, amended or waived with the written consent of both the Company and
O’Neill Trust.
(3) According
to a Schedule 13D/A filed with the SEC on January 3, 2024 on behalf of Bristol Investment
Fund, Bristol Capital, Paul Kessler and Bristol Capital Advisors Profit Sharing Plan (“BCA
PSP”), the shares reported herein include, (i) 843,354 shares of common stock held
by Bristol Investment Fund, (ii) 384,160 shares of common stock held by Bristol Capital,
LLC, (iii) 3,250 shares of common stock held by Paul Kessler, and (iv) 1,377 shares of common
stock held by BCA PSP. The shares reported herein do not include (i) 797,072 shares issuable
upon the conversion of Series D Preferred Stock and (ii) 597,543 shares issuable upon the
exercise of the Series D PIPE Warrants, as the conversion of each such shares are subject
to the holder holding less than 4.99% of the outstanding shares of common stock (a “4.99%
Beneficial Ownership Limitation”). If, however, conversion or exercise of such shares
are not subject to a 4.99% Beneficial Ownership Limitation, the shares reported herein would
be 2,614,157 shares of common stock and percentage ownership would be 23.0%. Bristol Investment
Fund is a privately held fund that invests primarily in publicly traded companies through
the purchase of securities in private placement and/or open market transactions. The address
of Bristol Investment Fund’s registered office is Citco Trustees (Cayman) Limited,
89 Nexus Way, Camana Bay, PO Box 311063, Grand Cayman KY1-1205, Cayman Islands. Bristol Capital
Advisors, LLC, an entity organized under the laws of the State of Delaware (“Bristol
Capital Advisors”), is the investment advisor to Bristol Investment Fund. Paul Kessler
is manager of Bristol Capital Advisors and as such has voting and dispositive power over
the securities held by Bristol Investment Fund. Bristol Capital is a privately held limited
liability company that engages from time to time in investing in publicly traded companies
through the purchase of securities in private placement and/or open market transactions.
Paul Kessler is the sole manager of Bristol Capital and therefore has voting and dispositive
power over the securities held by Bristol Capital. BCA PSP is a plan established by Bristol
Capital Advisors which invests in various securities for the benefit of its employees. Mr.
Kessler has voting and dispositive power over the securities held by BCA PSP. The address
of the principal office for Bristol Capital Advisors, Bristol Capital, Mr. Kessler and BCA
PSP is 555 Marin Street, Suite 140, Thousand Oaks, CA 91360.
106
(4) By
virtue of the arrangements of Mr. Kovalik and Mr. Hanna with Bristol Capital and Mr. Kessler
under the Stockholders Agreement, dated as of May 3, 2023, by and among the Company, Bristol
Capital, Mr. Kessler, Mr. Hanna and Mr. Kovalik, Mr. Kovalik and Mr. Hanna may be deemed
to be members of a “group” with Bristol Capital, Mr. Kessler, Bristol Investment
Fund and BCA PSP (together with Bristol Capital and Bristol Investment Fund, the “Bristol
Entities”). The number of shares reported herein by Mr. Kovalik do not include the
shares reported herein by Mr. Hanna, Mr. Kessler or Bristol Capital, the number of shares
reported herein by Mr. Hanna do not include the shares reported herein by Mr. Kovalik, Mr.
Kessler or Bristol Capital, and the number of shares reported herein by Mr. Kessler and Bristol
Capital do not include the shares reported herein by Mr. Kovalik or Mr. Hanna. Based on the
shares reported herein, Mr. Kovalik is the record holder of 1,148,834 shares of common stock,
Mr. Hanna is the record holder of 1,239,004 shares of common stock and Mr. Kessler and the
Bristol Entities are the record holders of 1,232,141 shares of common stock. In the aggregate,
any group formed thereby would beneficially own 3,536,672 shares of common stock, or approximately
35.2% of the outstanding shares of common stock.
(5) James
W. Wallis has voting or investment control over the shares held by James W. Wallis Living
Trust (“Wallis Trust”). The address of Wallis Trust is 6410 N. Santa Fe, Oklahoma
City, OK 73116.
(6) Mr.
Maatta is the former President and Chief Executive Officer and a director of the Company
and resigned in connection with the Merger. Accordingly to a Form 4 filed with the SEC on
May 5, 2023, the shares reported herein consist of (i) 294,413 shares of common stock held
directly by John D. Maatta, (ii) 10,000 shares issuable upon the conversion the Series D
Preferred Stock and (iii) 20,000 shares issuable upon the exercise of the Series D PIPE Warrants.
The address of Mr. Maatta is 15266 Valley Vista Boulevard, Sherman Oaks, CA 91403.
(7) The
shares reported herein were issued to Gary C. Hanna as consideration pursuant to the Merger
Agreement.
(8) The
shares reported herein were issued to Edward Kovalik as consideration pursuant to the Merger
Agreement.
(9) According
to a Form 3 filed with the SEC on May 17, 2023, the shares reported herein reflect shares
held directly by First Idea Ventures LLC and First Idea International Ltd. First Idea Ventures
LLC holds 80,159 shares of common stock. In addition, First Idea Ventures LLC also holds
(i) Series D Preferred Stock convertible into 150,000 shares of common stock and (ii) Series
D PIPE Warrants to purchase 300,000 shares of common stock. First Idea International Ltd.
holds 109,025 shares of common stock, in addition to (i) Series D Preferred Stock convertible
into 50,975 shares of common stock and (ii) Series D PIPE Warrants to purchase 101,950 shares
of common stock. The shares reported herein include the 189,184 shares of common stock held
directly by First Idea Ventures LLC and First Idea International Ltd. and 327,620 shares
of common stock issuable upon the conversion of the Series D Preferred Stock and/or exercise
of the Series D PIPE Warrants, but do not include 212,305 of such shares as conversion or
exercise of those shares are subject to a 4.99% Beneficial Ownership Limitation. If, however,
conversion or exercise of such shares are not subject to a 4.99% Beneficial Ownership Limitation,
the shares reported herein would be 792,109 shares of common stock and percentage ownership
would be approximately 7.45%. Jonathan H. Gray holds 50% and his spouse, Chloe Gray, holds
50% of the interests of First Idea Ventures LLC and each share voting and investment power
over the securities held by First Idea Ventures LLC. The address of First Idea Ventures LLC
is c/o Jade Fiducial, 1925 Century Park East, Suite 1700, Los Angeles, CA 90067. First Idea
International Ltd. is a limited company. Jonathan Gray has voting or investment control over
the shares held by First Idea Ventures LLC. Mr. Gray is a director of the Company. The address
of First Idea International Ltd. is 1 Duchess Street, Suite 1, First Floor, London W1W 6AN,
United Kingdom.
Equity
Compensation Plans
In
connection with the Merger and pursuant to the Merger Agreement, prior to the Merger Effective Time, the Board assumed Prairie LLC’s
Long Term Incentive Plan and immediately following the Merger Effective Time, adopted the Amended and Restated Prairie Operating Co.
Long Term Incentive Plan (the “Amended & Restated LTIP”), which was an amendment and restatement of Prairie LLC’s
Long Term Incentive Plan. Among other ministerial changes to reflect the Merger and conversion of all membership interests in Prairie
LLC to shares of Common Stock, the Amended & Restated LTIP provided for the assumption of shares remaining available for delivery
as of immediately prior to the Merger Effective Time (as appropriately adjusted to reflect the Merger, resulting in 625,000 shares of
Common Stock). On August 25, 2023, in connection with the termination of the 2021 Incentive Stock Award Plan, a legacy Creek Road Miners,
Inc. equity compensation plan that had previously been adopted in 2021, and the consolidation of the Company’s available equity
incentive plans into one arrangement, the Amended & Restated LTIP was further amended and restated (the “A&R LTIP”)
to provide for the delivery of up to 35 million shares of Common Stock pursuant to incentive awards granted thereunder. However, following
the Reverse Stock Split, the number of shares available for delivery under the A&R LTIP has been adjusted to 1,225,000.
We
intend to file one or more registration statements on Form S-8 under the Securities Act to register the shares of Common Stock
issued or issuable under the A&R LTIP. Any such Form S-8 registration statement will become effective automatically upon filing.
We expect that the initial registration statement on Form S-8 will cover shares of Common Stock underlying the A&R LTIP. Once these
shares are registered, they can be sold in the public market upon issuance, subject to applicable restrictions.
The following table sets forth
certain information as of December 31, 2023 with respect to compensation plans under which equity securities of the Company are authorized
for issuance.
Plan Category
Number of Securities to be Issued
Upon Exercise of Outstanding Options, Warrants and Rights
(a)
Weighted-Average
Exercise Price of Outstanding Options, Warrants and Rights
(b) (2)
Number of Securities Remaining Available
for Future Issuance Under Equity Compensation Plans (Excluding Securities Reflected in Column
(a))
(c)
Equity compensation plans approved by security holders
—
—
—
Equity compensation plans not approved by security holders (1)
547,574
—
677,426
Total
547,574
—
677,426
(1) Includes the A&R LTIP. The
number of securities reflected in column (a) is comprised of 547,574 shares to be issued upon the vesting and settlement of
outstanding RSUs previously granted under the A&R LTIP, which includes any adjustments to reflect the Reverse Stock Split.
(2) The subject securities are not included
in the weighted-average exercise price column as they are issuable for no consideration.
Item
13. Certain
Relationships and Related Transactions, and Director Independence
Related
Party Transactions Prior to the Merger
Bristol
Capital, LLC
Bristol
Capital, LLC is managed by Paul L. Kessler. Mr. Kessler served as Executive Chairman of the Company from December 29, 2016, through November
24, 2020, when Mr. Kessler resigned his position, but continued to serve as member of the Board. On December 1, 2021, Mr. Kessler was
again appointed Executive Chairman of the Company. In connection with the Merger, Mr. Kessler resigned as Executive Chairman. Mr. Kessler
is currently a director of the Company.
107
Consulting
Agreement
On
December 29, 2016, the Company entered into a Consulting Services Agreement (the “Consulting Agreement”) with Bristol Capital.
Pursuant to the Consulting Agreement, Mr. Kessler agreed to serve as Executive Chairman of the Company. Upon the execution of the agreement
the Company granted Bristol Capital options to purchase up to an aggregate of 1,050 shares of common stock at an exercise price of $7.14
per share.
During
the term of the Consulting Agreement, the Company paid Bristol Capital a monthly fee of $18,750, payable in cash or Preferred Stock at
the Company’s election. Pursuant to the Consulting Agreement, in connection with the uplisting of the Company’s common stock
to a national securities exchange, the Company would have been obligated to issue to Bristol Capital (i) shares of common stock equal
to 5% of the fully diluted shares of common stock, calculated with the inclusion of Bristol Capital’s equity stock holdings and
shares issuable upon conversion of convertible instruments, preferred stock, options, and warrants; and (ii) a one-time non-accountable
expense reimbursement of $200,000. However, the Company did not make the foregoing payments in connection with the uplisting of the Company’s
common stock to Nasdaq as the Consulting Agreement was terminated prior to such uplisting.
During
the years ended December 31, 2023 and 2022, the Company incurred expenses of approximately zero and $225,000, respectively, for consulting
services provided by Bristol Capital. As of December 31, 2023 and December 31, 2022, the amount accrued to Bristol Capital for consulting
services was zero and $318,750, respectively.
The
Consulting Agreement was terminated at Closing.
Bristol
Investment Fund, Ltd.
Bristol
Investment Fund, Ltd. (“Bristol Investment Fund”) is managed by Bristol Capital Advisors, which in turn is managed by Paul
L. Kessler.
Securities
Purchase Agreement - December 2016
On
December 1, 2016, the Company entered into the Securities Purchase Agreement (the “Bristol Purchase Agreement”) with Bristol
Investment Fund, pursuant to which the Company sold to Bristol Investment Fund, for a cash purchase price of $2,500,000, securities comprising
of: (i) a secured convertible debenture (the “Bristol Convertible Debenture”), (ii) Series A common stock purchase warrants
and (iii) Series B common stock purchase warrants. Pursuant to the Bristol Purchase Agreement, the Company paid $25,000 to Bristol Investment
Fund and issued 874 shares of common stock with a grant date fair value of $85,000 to Bristol Investment Fund to cover legal fees. The
Company recorded as a debt discount of $25,791 related to the cash paid and the relative fair value of the shares issued for legal fees.
(A)
Secured Convertible Debenture
On
December 1, 2016, the Company issued the Bristol Convertible Debenture with an initial principal balance of $2,500,000. The Bristol Convertible Debenture accrued interest on the aggregate unconverted and then outstanding principal
amount at the rate of 12% per annum. Interest was payable quarterly on (i) January 1, April 1, July 1 and October 1, beginning on January
1, 2017, (ii) on each date the purchaser converted, in whole or in part, the Bristol Convertible Debenture into common stock (as to that
principal amount then being converted), and (iii) on the day that was 20 days following the Company’s notice to redeem some or all
of the of the outstanding principal of the Bristol Convertible Debenture (only as to that principal amount then being redeemed) and on
the maturity date. Interest was be paid in cash, common stock, or a combination thereof at the sole discretion of the Company.
108
On
October 31, 2021, in consideration for the release of senior security interest in certain of the assets, properties, and rights of discontinued
operations that were sold during the year, the Bristol Convertible Debenture was amended to reduce the conversion price to $5.00.
In
March 2022 the Bristol Convertible Debenture principal in the amount of $3,150 was converted into 630 shares of common stock using
a conversion price of $5.00.
On
October 13, 2023, the Bristol Convertible Debenture, as one of the AR Debentures, was converted into 200,000 shares of common stock.
(B)
Series A Common Stock Purchase Warrants
On
December 1, 2016, the Company issued Series A common stock purchase warrants to acquire up to 29,166 shares of common stock at exercise
price of $85.71.
109
Prior
to the Closing, the Series A common stock purchase warrants were cancelled and retired and ceased to exist without the payment of any
consideration to the holders thereof.
(C)
Series B Common Stock Purchase Warrants
On
December 1, 2016, the Company issued Series B common stock purchase warrants to acquire up to 29,166 shares of common stock at an initial
exercise price of $0.06, and expiring on December 1, 2021. The Series B common stock purchase warrants were exercised immediately on
the issuance date, and the Company received gross proceeds of $1,667.
Upon
issuance of the Bristol Convertible Debenture, the Company valued the warrants using the Black-Scholes Option Pricing model and accounted
for it using the relative fair value of $1,448,293 as debt discount on the consolidated balance sheet. Debt discount is amortized over
the earlier of (i) the term of the debt or (ii) conversion of the debt, using the effective interest method which approximates the interest
method. The amortization of debt discount is included as a component of interest expense in the condensed consolidated statement of operations.
There was no unamortized debt discount as of December 31, 2023 and December 31, 2022.
Prior
to the Closing, the Series B common stock purchase warrants were cancelled and retired and ceased to exist without the payment of any
consideration to the holders thereof.
Employment
Agreement – Kessler
In
connection with Paul L. Kessler’s appointment to serve as Executive Chairman, the Company and Mr. Kessler entered into an Executive
Chairman Employment Agreement (the “Kessler Employment Agreement”), effective as of December 23, 2021. The Kessler Employment
Agreement provided for an initial term of two years, with automatic one-year renewals thereafter, unless terminated by either party with
30 days’ notice prior to any such renewal date. The Kessler Employment Agreement provided for an initial annual base salary of
$250,000, which could be increased by the Board from time to time, and for a discretionary annual bonus with an annual target bonus opportunity
equal to 150% of Mr. Kessler’s base salary and a maximum bonus opportunity equal to 300% of base salary, with the actual amount
paid to be based upon Company and individual performance, as determined by the Board in its sole discretion. The Kessler Employment Agreement
also required that the Company issue to Mr. Kessler shares of common stock equal to five percent of the fully diluted shares of common
stock of the Company, calculated as provided under the Kessler Employment Agreement, in association with the listing of the Company’s
common stock on Nasdaq. Mr. Kessler was also eligible to participate in the Company’s long-term equity arrangements and was entitled
to certain employee benefits provided to other executive officers of the Company.
110
The
Kessler Employment Agreement also provided for certain severance benefits upon Mr. Kessler’s termination by the Company without
“Cause” or due to his resignation for “Good Reason,” each term as defined in the Kessler Employment Agreement,
including (a) cash severance equal to two times the sum of Mr. Kessler’s annual base salary and annual target bonus opportunity
(three times such sum if such termination occured within 12 months following a “Change of Control,” as such term is defined
in the Kessler Employment Agreement, which is the “Change of Control Protection Period”), and (b) a pro-rata annual bonus
for the year of termination, determined as if Mr. Kessler had remained in good standing with the Company through the end of the performance
period, but pro-rated for his period of employment during such year. Such severance would have been paid in equal annual installments
over a 12-month period (or in a lump sum if the termination occurs within the Change of Control Protection Period).
These
severance benefits were contingent upon Mr. Kessler’s execution and non-revocation of a release of claims and compliance with certain
restrictive covenants. Additionally, upon any termination, Mr. Kessler was entitled to (i) any earned but unpaid base salary, (ii) any
annual bonuses earned but unpaid for any calendar years prior to the calendar year in which the termination occurs, (iii) any unreimbursed
business expenses, and (iv) any employee benefits under any employee benefit plan or program in which Mr. Kessler participated as of
the termination date.
At
the Effective Time of the Merger, Mr. Kessler resigned as Executive Chairman and the Kessler Employment Agreement was terminated, but
Mr. Kessler remained a member of the Board.
John
D. Maatta, Former Director, Chief Executive Officer and Interim Chief Financial Officer
John
D. Maatta is a former director, and served as Chief Executive Officer of the Company until November 24, 2020, as co-Chief Executive Officer
from May 12, 2022 through July 8, 2022, and again as Chief Executive Officer beginning on July 9, 2022 to May 3, 2023. Mr. Maatta also
served as Interim Chief Financial Officer from March 8, 2023 to May 3, 2023.
On
November 22, 2018, the Company agreed to issue 86,466 shares of Preferred Stock for settlement of the outstanding compensation due to
Mr. Maatta of $212,707, for the period June 17, 2017 through November 15, 2018.
On
August 3, 2020, the Company cancelled the 86,466 shares of Preferred Stock previously determined to be issued, and issued 21,271 shares
of Series A Preferred Stock for the settlement of the previous outstanding amount due. In addition, on August 3, 2020, the Company issued
29,496 shares of Series A Preferred Stock for the settlement of $294,965 in additional outstanding compensation due to Mr. Maatta and
35,100 shares of Series A Preferred Stock for the settlement of $351,000 in loans to the Company made by Mr. Maatta. The non-interest-bearing
loans were made as follows: $100,000 to the Company during the year ended December 31, 2019, $125,000 to the Company during the year
ended December 31, 2020 and other amounts on behalf of the Company amounting to $126,000. There were no outstanding balances of the loan
payable to Mr. Maatta as of December 31, 2023 or December 31, 2022.
On
March 1, 2021, 8,500 shares of Series A Preferred Stock were issued to Mr. Maatta in satisfaction of an aggregate of $85,546 due to Mr.
Maatta under his separation agreement.
The
Series A Preferred Stock were converted into shares of common stock in the Restructuring Transactions.
CONtv
CONtv
is a joint venture with third parties and Bristol Capital. The Company holds a limited and passive interest of 10% in CONtv. As of December
31, 2023 and December 31, 2022, the investment in CONtv and the amount due to CONtv was zero for both periods.
Related
Party Transactions In Connection with the Merger
Merger
Consideration
At
the Effective Time, Edward Kovalik (Chief Executive Officer and Chairman) and Gary C. Hanna (President and Director) were each issued
1,148,834 shares of common stock as merger consideration pursuant to the Merger Agreement.
111
ORRI
Agreement
On
May 15, 2022, Exok entered into an agreement with Gary C. Hanna and Edward Kovalik whereby Exok agreed to share and assign certain
of its overriding royalty interests under the Initial Genesis Assets to Gary C. Hanna and Edward Kovalik at the Closing. Following
the Closing, these interests are owned in equal one-third shares by entities controlled by each of Gary Hanna, Edward Kovalik and
Paul Kessler. To avoid any potential conflict of interest with certain members of the Board and management owning certain overriding
royalty interests under the Initial Genesis Assets, all of the Company’s drilling programs will be approved by an independent
committee of the Board on a quarterly basis.
Series
D PIPE
Bristol
Investment Fund purchased $1,250,000 of Series D Preferred Stock and Series D PIPE Warrants in the Series D PIPE. First Idea Ventures
LLC purchased $750,000 of Series D Preferred Stock and Series D PIPE Warrants in the Series D PIPE. Jonathan H. Gray, a director of the
Company, holds 50% and his spouse, Chloe Gray, holds 50% of the interests of First Idea Ventures LLC and each share voting and investment
power over the securities held by First Idea Ventures LLC. John D. Maatta purchased $50,000 of Series D Preferred Stock and Series D
PIPE Warrants in the Series D PIPE.
Stockholders
Agreement
Prior
to the Effective Time, the Company, Bristol Capital Advisors, Paul L. Kessler, Gary C. Hanna and Edward Kovalik entered into the Stockholders
Agreement pursuant to which the parties agreed to use reasonable best efforts, including taking certain necessary actions, to cause the
Board to cause certain nominees to be elected to serve as a director on the Board under the following conditions: (i) one nominee designated
by Bristol Capital Advisors and Paul L. Kessler, collectively, so long as Bristol Capital Advisors, Paul L. Kessler and their respective
affiliates collectively beneficially own at least 50% of the number of shares of common stock collectively beneficially owned by such
parties on the Closing Date; (ii) four nominees designated by Gary C. Hanna and Edward Kovalik (the “Prairie Members”) so
long as the Prairie Members and their affiliates collectively beneficially own at least 50% of the number of shares of common stock collectively
beneficially owned by such parties on the Closing Date; (iii) three nominees designated by the Prairie Members so long as the Prairie
Members and their affiliates collectively beneficially own at least 40% (but less than 50%) of the number of shares of common stock collectively
beneficially owned by such parties on the Closing Date; (iv) two nominees designated by the Prairie Members so long as the Prairie Members
and their affiliates collectively beneficially own at least 30% (but less than 40%) of the number of shares of common stock collectively
beneficially owned by such parties on the Closing Date; and (v) one nominee designated by the Prairie Members so long as the Prairie
Members and their affiliates collectively beneficially own at least 20% (but less than 30%) of the number of shares of common stock collectively
beneficially owned by such parties on the Closing Date.
Lock-up
Agreements
In
connection with the Closing, the Company entered into lock-up agreements with the Prairie Members, Paul Kessler, John D. Maatta, Michael
Breen (former director), Alan Urban (former Chief Financial Officer) and Scott Sheikh (former Chief Operating Officer and General Counsel),
that impose limitations on any sale of shares of common stock until 180 days after the Closing, subject to certain exceptions.
In
addition, the Company entered into a lock-up agreement with Bristol Investment Fund that impose limitations on any sale of an aggregate
of 50% of its shares of common stock until 120 days after the Closing, subject to certain exceptions, and Bristol Investment Fund agreed,
subject to such lock-up, to effect only open market sales and not to sell an aggregate daily amount of shares of common stock exceeding
1%, for every $100,000 invested in the PIPE, of the average daily volume of the trading day on which the open market sales of the shares
of common stock occurs.
112
Amended
and Restated Senior Secured Convertible Debenture and Amended and Restated Security Agreement
In
connection with the Closing, the Company entered into the AR Debentures due December 31, 2023 with each of Bristol Investment Fund and
Barlock, in the principal amount of $1,000,000. The AR Debentures accrued interest on the aggregate unconverted and then outstanding
principal amount of the AR Debentures at the rate of 12% per annum. Interest was payable quarterly on (i) January 1, April 1, July 1
and October 1, beginning on the date of first issuance of the AR Debentures, (ii) each date the AR Debentures were converted into common
stock (as to that principal amount then being converted), (iii) the day that was five trading days following the Company’s notice
to redeem some or all of the then outstanding principal of the AR Debentures (only as to that principal amount then being redeemed) and
(iv) December 31, 2023.
The
AR Debentures were convertible into shares of common stock at any time at the option of the applicable holder, at a conversion price
of $5.00 per share (as adjusted, the “Conversion Price”). The initial Conversion Price was subject to adjustments in connection
with, among other things, (i) the Company’s issuance of additional shares of common stock, or securities convertible into or exercisable
for additional shares of common stock, at a price lower than the then current Conversion Price, and (ii) future stock splits, reverse
stock splits, mergers or reorganizations, and similar changes affecting holders of common stock.
On
October 13, 2023, the holders of the AR Debentures elected to convert the AR Debentures for an aggregate of 400,666 shares of common
stock. As a result, the AR Debentures were fully extinguished in October 2023.
Support
Agreements
As
of the date of the execution of the Merger Agreement, Bristol Investment Fund entered into a support agreement with the Company pursuant
to which, subject to the terms and conditions therein, Bristol Investment Fund agreed to exchange its Original Debenture, in full satisfaction
of the outstanding principal amount, accrued but unpaid interest and a 30% premium, for (a) the AR Debenture in substantially the same
form as their respective Original Debenture, (b) shares of common stock and (c) shares of Series D Preferred Stock.
113
Amended
and Restated Non-Compensatory Option Agreement
At
the Effective Time, the Company assumed and converted options to purchase membership interests of Prairie LLC outstanding and unexercised
as of immediately prior to the Effective Time into Non-Compensatory Options to acquire an aggregate of 8,000,000 shares of common stock
for $7.14 per share, which are only exercisable if specific production hurdles are achieved, and the Company entered into the Option
Agreements with each of Gary C. Hanna, Edward Kovalik, Paul Kessler and BOKA Energy LP, a third-party investor. Erik Thoresen, a director
of the Company, is affiliated with BOKA Energy LP. An aggregate of 2,000,000 Non-Compensatory Options are subject to be transferred to
the Series D PIPE Investors, based on their then percentage ownership of Series D Preferred Stock to the aggregate Series D Preferred
Stock outstanding and held by all PIPE Investors as of the Closing Date, if the Company does not meet certain performance metrics by
May 3, 2026.
Registration
Rights Agreement
In
connection with the closing of the Series D PIPE, the Company entered into the Series D Registration Rights Agreements with each Series
D PIPE Investor pursuant to which the Company agreed to submit to or file with the SEC, within 45 calendar days after the Closing Date,
a registration statement registering the resale of the shares of common stock underlying the Series D Preferred Stock and Series D PIPE
Warrants, and the Company agreed to use its best efforts to have such registration statement declared effective as promptly as possible
after the filing thereof but no later than 90 calendar days (or 120 calendar days if the SEC notifies the Company that it will review
such registration statement) following the date of the closing. Liquidated damages of $548,144 were paid under the registration rights agreement associated with the Series D PIPE
for the year ended December 31, 2023. Of this total, $46,229 was paid to Bristol Investment Fund and $31,767 was paid to the First Idea
Entities.
114
Related
Party Transactions Following the Merger
Series
E PIPE
To
fund the Exok Option Purchase, the Company entered into a securities purchase agreement with the Series E PIPE Investor on August 15,
2023, pursuant to which the Series E PIPE Investor agreed to purchase, and the Company agreed to sell to the Series E PIPE Investor,
for an aggregate of $20.0 million, securities consisting of (i) 39,614 shares of common stock, (ii) 20,000 shares of Series E Preferred
Stock, and (iii) Series E PIPE Warrants to purchase 8,000,000 shares of common stock, each at a price of $6.00 per share, in a private
placement.
The Company’s obligations
under the Series E Preferred Stock and the Series E PIPE Warrants are secured by a lien on the Exok Option Assets pursuant to the Deed
of Trust. Upon commencement of a voluntary bankruptcy proceeding by Prairie LLC or involuntary bankruptcy proceeding against Prairie LLC,
the Series E PIPE Investor will have the right and option to proceed with foreclosure and to sell all or any portion of the Exok Option
Assets. In the event that no shares of Series E Preferred Stock remain outstanding (whether by conversion, redemption or otherwise) or
are no longer beneficially owned or otherwise held by the Series E PIPE Investor (or any of its affiliates), the lien on the Exok Option
Assets under the Deed of Trust will be released in accordance with the terms and procedures set forth therein.
Registration
Rights Agreement
In
connection with the Series E PIPE and the Exok Option Purchase, the Company entered into the Series E Registration Rights Agreement with
the Series E PIPE Investor and Exok Affiliates pursuant to which the Company agreed to submit to or file with the SEC, within the later
of (i) 45 calendar days after the Closing Date and (ii) 45 calendar days after the SEC declares the Company’s registration statement
with respect to the Series D PIPE registration rights agreement effective, a registration statement registering the resale of the Exok
Shares, shares of common stock underlying the Series E Preferred Stock and Series E PIPE Warrants, Exok Shares and shares of common stock
underlying the Exok Warrants, and the Company agreed to use its best efforts to have such registration statement declared effective as
promptly as possible after the filing thereof but no later than ninety (90) calendar days (or one hundred twenty (120) calendar days
if the SEC notifies the Company that it will review such registration statement) following the later of (x) Closing Date and (y) the
date the SEC declares the prior registration statement effective.
Non-Compensatory
Option Purchase Agreement
On
August 30, 2023, the Company, Gary C. Hanna, Edward Kovalik, Bristol Capital and Georgina Asset Management, LLC (“Georgina Asset
Management”) entered into a non-compensatory option purchase agreement, pursuant to which Georgina Asset Management agreed to purchase,
and each of Gary C. Hanna, Edward Kovalik and Bristol Capital (collectively, the “Sellers”) agreed to sell to Georgina Asset
Management, Non-Compensatory Options to acquire an aggregate of 200,000 shares of common stock for an aggregate purchase price of $2,000
(the “Option Purchase”). The Option Purchase closed on August 30, 2023. In connection with the Option Purchase, the Company
entered into an amendment to the Option Agreements with each of the Sellers (or an assignee thereof) to reflect that each Seller owns
a lesser number of Non-Compensatory Options after the Option Purchase.
Narrogal
Nominees Pty Ltd ATF Gregory K. O’Neill Family Trust
On
May 3, 2023, the O’Neill Trust purchased $10,000,000 of Series D Preferred Stock and Series D PIPE Warrants in the Series D PIPE.
On August 15, 2023, the O’Neill Trust purchased $20,000,000 of Series E Preferred Stock and Series E PIPE Warrants in the Series
E PIPE. On November 13, 2023, the O’Neill Trust delivered notice to the Company of the exercise of its Series D B Warrants to purchase
2,000,000 shares of common stock at an exercise price of $6.00 per share for total proceeds to the Company of $12 million (the “Warrant
Exercise”). Each of the warrants held by the O’Neill Trust, as well as the Series D Preferred Stock and Series E Preferred
Stock was subject to a limitation on exercise or conversion, as applicable, if as a result of such exercise or conversion, the holder
would own more than 4.99% of the outstanding shares of common stock, which may be increased by the holder upon written notice to the
Company, to any specified percentage not in excess of 9.99% (the “Beneficial Ownership Limitation Ceiling”). In connection
with the Warrant Exercise, the O’Neill Trust entered into an agreement with the Company pursuant to which it amended the terms
of each of its Series D PIPE Warrants and Series E PIPE Warrants to increase the Beneficial Ownership Limitation Ceiling from 9.99% to
25% and gave notice to the Company that it was increasing its Beneficial Ownership Limitation to 25% with respect to each of its remaining
warrants. The Beneficial Ownership Limitation Ceiling on the Series D Preferred Stock and Series E Preferred Stock remains at 9.99%.
115
Policies
and Procedures for Related Person Transactions
A
“Related Party Transaction” is a transaction, arrangement or relationship in which we or any of our subsidiaries was, is
or will be a participant, the amount of which involved exceeds $120,000, and in which any related person had, has or will have a direct
or indirect material interest. A “Related Person” means:
● any
person who is, or at any time during the applicable period was, one of our executive officers
or one of our directors;
● any
person who is known by us to be the beneficial owner of more than 5% of our common stock;
● any
immediate family member of any of the foregoing persons, which means any child, stepchild,
parent, stepparent, spouse, sibling, mother-in-law, father-in-law, son-in-law, daughter-in-law,
brother-in-law or sister-in-law of a director, executive officer or a beneficial owner of
more than 5% of our common stock, and any person (other than a tenant or employee) sharing
the household of such director, executive officer or beneficial owner of more than 5% of
our common stock; and
● any
firm, corporation or other entity in which any of the foregoing persons is a partner or principal
or in a similar position or in which such person has a 10% or greater beneficial ownership
interest.
The
Board has adopted a written related party transactions policy. Pursuant to this policy, our audit committee will review all material
facts of all Related Party Transactions and either approved or disapproved entry into the Related Party Transaction, subject to certain
limited exceptions. In determining whether to approve or disapprove entry into a Related Party Transaction, our audit committee shall
take into account, among other factors, the following: (i) whether the Related Party Transaction is on terms no less favorable than terms
generally available to an unaffiliated third-party under the same or similar circumstances and (ii) the extent of the Related Person’s
interest in the transaction. Further, the policy requires that all Related Party Transactions required to be disclosed in our filings
with the SEC be so disclosed in accordance with applicable laws, rules and regulations.
Item
14. Principal
Accounting Fees and Services
Auditor
Fees and Services
The
following table presents fees for professional services rendered by Ham, Langston & Brezina LLP (“HL&B”) and MaughanSullivan
LLC (“MaughanSullivan”), in their roles as independent registered public accounting firm for the audit of the Company’s
annual financial statements and other services rendered for fiscal years 2023 and 2022, respectively:
Year ended December 31,
2023
2022
Audit Fees
$
159,000
$
37,756
Audit Related Fees
47,800
—
Tax Fees
—
8,000
All Other Fees
—
—
Total Fees
$
206,800
$
45,736
Policy
for Approval of Audit and Permitted Non-Audit Services
Pursuant
to the audit committee charter, the audit committee is responsible for the oversight of our accounting, reporting and financial practices.
The audit committee has the responsibility to select, appoint, engage, oversee, retain, evaluate and terminate our external auditors;
pre-approve all audit and non-audit services to be provided, consistent with all applicable laws, to us by our external auditors; and
establish the fees and other compensation to be paid to our external auditors. During 2023, the audit committee pre-approved all audit
and permitted non-audit services provided by HL&B and MaughanSullivan.
116
PART
IV
Item
15. Exhibits
and Financial Statement Schedules
(a)(1)
Financial Statements.
The
consolidated financial statements of Prairie Operating Co. and its subsidiaries and the report of independent registered public accounting
firm are included in Item 8 of this Annual Report.
(a)(2)
The consolidated financial statement schedules have been omitted because they are not required under the related instructions, or
are not applicable.
(a)(3)
The exhibits listed on the accompanying Exhibit Index are filed as part of, or incorporated by reference into, this Annual Report.
Item
16. Summary
Not applicable.
117
SIGNATURES
Pursuant
to the requirements of Section 13 or 15(d) of the Securities Exchange Act of 1934, the registrant has duly caused the report to be signed
on its behalf by the undersigned, thereunto duly authorized.
PRAIRIE OPERATING CO.
Dated: March 18,
2024
By:
/s/ Edward Kovalik
Edward Kovalik
Chief Executive Officer
(Principal Executive Officer)
Pursuant to the requirements of the Securities Exchange Act of 1934, this report has been signed by the following persons in the capacities
and on the dates indicated.
Name
Title
Date
/s/
Edward Kovalik
Chief
Executive Officer and Chair
March
18, 2024
Edward
Kovalik
(Principal
Executive Officer)
/s/
Craig Owen
Chief
Financial Officer
March
18, 2024
Craig
Owen
(Principal
Financial and Principal Accounting Officer)
/s/
Gary C. Hanna
President
and Director
March
18, 2024
Gary
C. Hanna
/s/
Paul L. Kessler
Director
March
18, 2024
Paul
L. Kessler
/s/
Gizman I. Abbas
Director
March
18, 2024
Gizman
I. Abbas
/s/
Stephen Lee
Director
March
18, 2024
Stephen
Lee
/s/
Jonathan H. Gray
Director
March
18, 2024
Jonathan
H. Gray
/s/
Erik Thoresen
Director
March
18, 2024
Erik
Thoresen
118
Exhibit
Index
Exhibit
No.
Description
2.1+
Amended
and Restated Agreement and Plan of Merger, dated as of May 3, 2023, by and among Creek Road Miners, Inc., Creek Road Merger Sub,
LLC and Prairie Operating Co., LLC (incorporated by reference to Exhibit 2.1 of the Company’s Current Report on Form 8-K, filed
with the SEC on May 4, 2023).
2.2+
Asset
Purchase Agreement, dated as of January 11, 2024, by and among Nickel Road Development LLC, Nickel Road Operating LLC, Prairie Operating
Co., and Prairie Operating Co., LLC (incorporated by reference to Exhibit 2.1 of the Company’s Current Report on Form 8-K,
filed with the SEC on January 12, 2024).
2.3+
Asset
Purchase Agreement, dated as of January 23, 2024, by and among Prairie Operating Co. and Matthew Austin Lerman (incorporated by reference
to Exhibit 2.1 of the Company’s Current Report on Form 8-K, filed with the SEC on January 24, 2024).
3.1
Second
Amended and Restated Certificate of Incorporation (incorporated by reference to Exhibit 3.2 of the Company’s Current Report
on Form 8-K, filed with the SEC on October 13, 2023).
3.2
Amended
and Restated Bylaws of Prairie Operating Co. (incorporated by reference to Exhibit 3.2 of the Company’s Current Report on Form
8-K, filed with the SEC on May 9, 2023).
3.3
Certificate
of Designation of Preferences, Rights and Limitations of Series D Convertible Preferred Stock (incorporated by reference to Exhibit
3.3 of the Company’s Current Report on Form 8-K, filed with the SEC on May 9, 2023).
3.4
Certificate
of Designation of Preferences, Rights and Limitations of Series E Convertible Preferred Stock (incorporated by reference to Exhibit
3.1 of the amendment to the Company’s Current Report on Form 8-K, filed with the SEC on August 18, 2023).
4.1
Form
of Series D PIPE Warrant (incorporated by reference to Exhibit C of Exhibit 10.2 of the Company’s Current Report on Form 8-K, filed
with the SEC on May 4, 2023).
4.2
Form
of Exok Warrant (incorporated by reference to Exhibit 4.1 of the Company’s Current Report on Form 8-K, filed with the SEC on
August 17, 2023).
4.3
Form
of Series E A Common Stock Purchase Warrant (incorporated by reference to Exhibit 4.2 of the Company’s Current Report on Form
8-K, filed with the SEC on August 17, 2023).
4.4
Form
of Series E B Common Stock Purchase Warrant (incorporated by reference to Exhibit 4.3 of the Company’s Current Report on Form
8-K, filed with the SEC on August 17, 2023).
4.5*
Description of Company’s securities.
4.6*
Amendment and Waiver of Exercise Limitations Letter Agreement, dated as of November 13, 2023, by and between the Issuer and the Family Trust.
10.1
Securities
Purchase Agreement, dated as of August 15, 2023, by and between Prairie Operating Co. and Narrogal Nominees Pty Ltd ATF Gregory K
O’Neill Family Trust (incorporated by reference to Exhibit 10.2 of the amendment to the Company’s Current Report on Form
8-K, filed with the SEC on August 18, 2023).
10.2
Registration
Rights Agreement, dated as of August 15, 2023, by and among Prairie Operating Co. and the holders thereto (incorporated by reference
to Exhibit 10.3 of the amendment to the Company’s Current Report on Form 8-K, filed with the SEC on August 18, 2023).
119
10.3+
Deed
of Trust, Mortgage, Assignment of As-Extracted Collateral, Security Agreement, Fixture Filing and Financing Statement, dated as of
August 15, 2023, from Prairie Operating Co., as mortgagor, to Gregory O’Neill, as trustee, for the benefit of Narrogal Nominees
Pty Ltd ATF Gregory K O’Neill Family Trust (incorporated by reference to Exhibit 10.4 of the amendment to the Company’s
Current Report on Form 8-K, filed with the SEC on August 18, 2023).
10.4
Non-Compensatory
Option Purchase Agreement, dated as of August 30, 2023, by and among Prairie Operating Co., Gary C. Hanna, Edward Kovalik, Bristol
Capital, LLC and Georgina Asset Management, LLC (incorporated by reference to Exhibit 10.1 of the Company’s Current Report
on Form 8-K, filed with the SEC on September 5, 2023).
10.5#
Amended
& Restated Prairie Operating Co. Long-Term Incentive Plan, effective as of August 25, 2023 (incorporated by reference to Exhibit
10.24 of the Company’s Amendment No. 4 to Form S-1, filed with the SEC on October 24, 2023).
10.6#
Form
of Restricted Stock Unit Award Agreement (for Non-Employee Directors and Consultants) (incorporated by reference to Exhibit 10.25
of the Company’s Amendment No. 4 to Form S-1, filed with the SEC on October 24, 2023).
10.7#
Form
of Restricted Stock Unit Award Agreement (for Employees) (incorporated by reference to Exhibit 10.26 of the Company’s Amendment
No. 4 to Form S-1, filed with the SEC on October 24, 2023).
10.8#
Form
of Amended and Restated Employment Agreement (President and CEO) (incorporated by reference to Exhibit 10.18 of the Company’s
Amendment No. 4 to Form S-1, filed with the SEC on October 24, 2023).
10.9#
Form
of Amended and Restated Employment Agreement (Other Executive Officers) (incorporated by reference to Exhibit 10.19 of the Company’s
Amendment No. 4 to Form S-1, filed with the SEC on October 24, 2023).
10.10
Master
Services Agreement and Order Form, dated February 16, 2023, by and between Atlas Power Hosting, LLC and Creek Road Miners, Inc. (incorporated
by reference to Exhibit 10.1 of the Company’s Current Report on Form 8-K, filed with the SEC on March 6, 2023).
10.11+
Amended
and Restated Purchase and Sale Agreement, dated as of May 3, 2023, by and among Prairie Operating Co., LLC, Exok, Inc. and Creek
Road Miners, Inc. (incorporated by reference to Exhibit 10.1 of the Company’s Current Report on Form 8-K, filed with the SEC
on May 4, 2023).
10.12+
Support
Agreement (Series B Preferred Stock), dated as of May 3, 2023, by and between Creek Road Miners, Inc. and Bristol Investment Fund,
Ltd. (incorporated by reference to Exhibit 10.3 of the Company’s Current Report on Form 8-K, filed with the SEC on May 4, 2023).
120
10.13+
Form of Support Agreement (Series C Preferred Stock) (incorporated by reference to Exhibit 10.4 of the Company’s Current Report on Form 8-K, filed with the SEC on May 4, 2023).
10.14+
Support
Agreement (Senior Secured Convertible Debenture), dated as of May 3, 2023, by and between Creek Road Miners, Inc. and Bristol Investment
Fund, Ltd. (incorporated by reference to Exhibit 10.5 of the Company’s Current Report on Form 8-K, filed with the SEC on May
4, 2023).
10.15+
Support
Agreement (Senior Secured Convertible Debenture and Series A Preferred Stock), dated as of May 3, 2023, by and among Creek Road Miners,
Inc., Barlock 2019 Fund, LP, Scott D. Kaufman and American Natural Energy Corporation (incorporated by reference to Exhibit 10.6
of the Company’s Current Report on Form 8-K, filed with the SEC on May 4, 2023).
10.16
Support
Agreement (Convertible Promissory Note), dated as of May 3, 2023, by and between Creek Road Miners, Inc. and Creecal Holdings, LLC
(incorporated by reference to Exhibit 10.7 of the Company’s Current Report on Form 8-K, filed with the SEC on May 4, 2023).
10.17
Form of Registration Rights Agreement (incorporated by reference to Exhibit 10.3 of the Company’s Current Report on Form 8-K, filed with the SEC on May 9, 2023).
10.18
Stockholders
Agreement, dated as of May 3, 2023, by and among Creek Road Miners, Inc., Bristol Capital Advisors, LLC, Paul Kessler, Edward Kovalik
and Gary C. Hanna (incorporated by reference to Exhibit 10.4 of the Company’s Current Report on Form 8-K, filed with the SEC
on May 9, 2023).
10.19#
Form
of Indemnification Agreement (incorporated by reference to Exhibit 10.8 of the Company’s Current Report on Form 8-K, filed
with the SEC on May 9, 2023).
10.20+
Form
of 12% Amended and Restated Senior Secured Convertible Debenture Due December 31, 2023 (incorporated by reference to Exhibit 10.9
of the Company’s Current Report on Form 8-K, filed with the SEC on May 9, 2023).
10.21
Amended
and Restated Security Agreement, dated as of May 3, 2023, by and among Prairie Operating Co. and its subsidiaries, Barlock 2019 Fund,
LP and Bristol Investment Fund, Ltd. (incorporated by reference to Exhibit 10.10 of the Company’s Current Report on Form 8-K,
filed with the SEC on May 9, 2023).
10.22
Form
of Amended and Restated Non-Compensatory Option Agreement (incorporated by reference to Exhibit 10.11 of the Company’s Current
Report on Form 8-K, filed with the SEC on May 9, 2023).
21.1
List
of Subsidiaries (incorporated by reference to Exhibit 21.1 of the Company’s Registration Statement on Form S-1, filed with
the SEC on June 16, 2023).
23.1*
Consent of Ham, Langston & Brezina, L.L.P.
23.2*
Consent of Cawley, Gillespie & Associates, Inc.
31.1*
Certification
by the Principal Executive Officer of Registrant pursuant to Section 302 of the Sarbanes-Oxley Act of 2002 (Rule 13a-14(a) or Rule
15d-14(a)).
31.2*
Certification
by the Principal Financial Officer of Registrant pursuant to Section 302 of the Sarbanes-Oxley Act of 2002 (Rule 13a-14(a) or Rule
15d-14(a)).
32.1**
Certification
by the Principal Executive Officer pursuant to 18 U.S.C. 1350 as adopted pursuant to Section 906 of the Sarbanes-Oxley Act of 2002.
32.2**
Certification
by the Principal Financial Officer pursuant to 18 U.S.C. 1350 as adopted pursuant to Section 906 of the Sarbanes-Oxley Act of 2002.
97.1*
Clawback Policy.
99.1*
Report of Cawley, Gillespie & Associates, Inc., dated March 15, 2024, as to the reserves of Prairie Operating Co. as of December 31, 2023.
101.INS*
Inline
XBRL Instance Document
101.SCH*†
Inline
XBRL Taxonomy Extension Schema
101.CAL*†
Inline
XBRL Taxonomy Extension Calculation Linkbase
101.DEF*†
Inline
XBRL Taxonomy Extension Definition Linkbase
101.LAB*†
Inline
XBRL Taxonomy Extension Label Linkbase
101.PRE*†
Inline
XBRL Taxonomy Extension Presentation Linkbase
104.0
Cover
Page Interactive Data File (formatted as Inline XBRL and contained in Exhibit 101).
* Filed
herewith
** Furnished
herewith
+ Certain
exhibits and schedules to this Exhibit have been omitted in accordance with Item 601(b)(2)
of Regulation S-K. The Company agrees to furnish supplementally a copy of any omitted exhibit
or schedule to the SEC upon its request.
† Users
of this data are advised pursuant to Rule 406T of Regulation S-T that this interactive data
file is deemed not filed or part of a registration statement for purposes of Section 11 or
12 of the Securities Act, is deemed not filed for purposes of Section 18 of the Exchange
Act, and otherwise is not subject to liability under these sections.
# Indicates a management contract or compensatory
plan or arrangement.
121