Hollis Michael L.

SEC source: 0001437749-22-027788 · rdgdoc.xml · nonDerivative · entry 2

Hollis Michael L. · CIK 0001559864 · Director · President

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 249,887

F2 · price: The price reported in Column 4 is a weighted average price. These shares of common stock were purchased in multiple transactions at prices ranging from $22.000 to $22.500, inclusive. The reporting person undertakes to provide to the Issuer, any security holder of the Issuer, or the staff of the Securities and Exchange Commission, upon request, full information regarding the number of shares of common stock purchased at each separate price within the ranges set forth in footnote (2) to this Form 4.

SEC source: 0001437749-26-001014 · rdgdoc.xml · nonDerivative · entry 1

Hollis Michael L. · CIK 0001559864 · Director · President and CEO

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 1,978,312

F1 · shares: The shares of restricted common stock vest in three equal installments: one-third on the first anniversary of the date of the grant, one-third on the second anniversary of the grant and one-third on the third anniversary of the date of the grant.

SEC source: 0001437749-26-000320 · rdgdoc.xml · nonDerivative · entry 1

Hollis Michael L. · CIK 0001559864 · Director · President and CEO

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 1,428,312

F1 · shares: The reporting person had 115,000 shares of restricted stock that fully vested on December 31, 2025, of which 45,253 shares of common stock were withheld by the Company to satisfy Mr. Hollis's tax withholding obligations, resulting in a net issuance to Mr. Hollis of 69,747 shares of common stock.

SEC source: 0001437749-24-037346 · rdgdoc.xml · nonDerivative · entry 3

Hollis Michael L. · CIK 0001559864 · Director · President

10b5-1 filing: No plan indicated

Ownership: Indirect · By son

Disclosed balance after: 1,860

F1 · kind: On December 11, 2024, the reporting person gifted 1,760 shares of common stock, par value $0.0001 per share ("Common Stock") of HighPeak Energy, Inc. (the "Issuer"), to each of the reporting person's sons (the "Record Holders"). The reporting person disclaims beneficial ownership of the Common Stock held by the Record Holders except to the extent of his pecuniary interest in each of the Record Holders, and this report shall not be deemed an admission that he is the beneficial ownership of such securities for purposes of Section 16 or for any other purpose. The reporting person disclaims beneficial ownership of the securities held by his sons, and this report shall not be deemed an admission that the reporting person is the beneficial owner of the securities for purposes of Section 16 or for any other purpose.

F2 · ownership.nature: Shares held by each Record Holder.

SEC source: 0001437749-24-037346 · rdgdoc.xml · nonDerivative · entry 2

Hollis Michael L. · CIK 0001559864 · Director · President

10b5-1 filing: No plan indicated

Ownership: Indirect · By son

Disclosed balance after: 1,860

F1 · kind: On December 11, 2024, the reporting person gifted 1,760 shares of common stock, par value $0.0001 per share ("Common Stock") of HighPeak Energy, Inc. (the "Issuer"), to each of the reporting person's sons (the "Record Holders"). The reporting person disclaims beneficial ownership of the Common Stock held by the Record Holders except to the extent of his pecuniary interest in each of the Record Holders, and this report shall not be deemed an admission that he is the beneficial ownership of such securities for purposes of Section 16 or for any other purpose. The reporting person disclaims beneficial ownership of the securities held by his sons, and this report shall not be deemed an admission that the reporting person is the beneficial owner of the securities for purposes of Section 16 or for any other purpose.

F2 · ownership.nature: Shares held by each Record Holder.

SEC source: 0001437749-24-037346 · rdgdoc.xml · nonDerivative · entry 1

Hollis Michael L. · CIK 0001559864 · Director · President

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 1,473,565

F1 · kind: On December 11, 2024, the reporting person gifted 1,760 shares of common stock, par value $0.0001 per share ("Common Stock") of HighPeak Energy, Inc. (the "Issuer"), to each of the reporting person's sons (the "Record Holders"). The reporting person disclaims beneficial ownership of the Common Stock held by the Record Holders except to the extent of his pecuniary interest in each of the Record Holders, and this report shall not be deemed an admission that he is the beneficial ownership of such securities for purposes of Section 16 or for any other purpose. The reporting person disclaims beneficial ownership of the securities held by his sons, and this report shall not be deemed an admission that the reporting person is the beneficial owner of the securities for purposes of Section 16 or for any other purpose.

SEC source: 0001437749-23-026522 · rdgdoc.xml · nonDerivative · entry 2

Hollis Michael L. · CIK 0001559864 · Director · President

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 1,477,085

SEC source: 0001437749-23-026522 · rdgdoc.xml · nonDerivative · entry 1

Hollis Michael L. · CIK 0001559864 · Director · President

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 1,471,096

SEC source: 0001437749-23-020448 · rdgdoc.xml · derivative · entry 3

Hollis Michael L. · CIK 0001559864 · Director · President

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 400,000

Underlying: Common Stock, par value $0.0001 per share · 400,000 shares

Expires 2026-10-31

F2 · derivative.exercise_date: The stock option was designed to comply with the requirements of Section 409A of the Internal Revenue Code of 1986, as amended, and the guidance thereunder, and is exercisable only during the 90 day period following the earlier to occur of the Reporting Person's separation from service due to death or disability, the occurrence of a change in control of the Issuer, or August 1, 2026.

SEC source: 0001437749-23-020448 · rdgdoc.xml · nonDerivative · entry 1

Hollis Michael L. · CIK 0001559864 · Director · President

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 1,467,256

F1 · price: Represents shares of HighPeak Energy, Inc. (the "Issuer") common stock, par value $0.0001 per share ("Common Stock") purchased by the Reporting Person from Roth Capital Partners, LLC (the "Underwriter") in an underwritten public offering conducted by the Issuer pursuant to an Underwriting Agreement between the Issuer and the Underwriter.

SEC source: 0001437749-22-028682 · rdgdoc.xml · nonDerivative · entry 2

Hollis Michael L. · CIK 0001559864 · Director · President

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 324,714

F2 · price: The price reported in Column 4 is a weighted average price. These shares of common stock were purchased in multiple transactions at prices ranging from $21.470 to $21.840, inclusive. The reporting person undertakes to provide to the Issuer, any security holder of the Issuer, or the staff of the Securities and Exchange Commission, upon request, full information regarding the number of shares of common stock purchased at each separate price within the ranges set forth in footnote (2) to this Form 4.

SEC source: 0001437749-22-028682 · rdgdoc.xml · nonDerivative · entry 1

Hollis Michael L. · CIK 0001559864 · Director · President

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 322,889

F1 · price: The price reported in Column 4 is a weighted average price. These shares of common stock were purchased in multiple transactions at prices ranging from $21.590 to $22.250, inclusive. The reporting person undertakes to provide to the Issuer, any security holder of the Issuer, or the staff of the Securities and Exchange Commission, upon request, full information regarding the number of shares of common stock purchased at each separate price within the ranges set forth in footnote (1) to this Form 4.

SEC source: 0001437749-22-027935 · rdgdoc.xml · nonDerivative · entry 2

Hollis Michael L. · CIK 0001559864 · Director · President

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 292,889

F2 · price: The price reported in Column 4 is a weighted average price. These shares of common stock were purchased in multiple transactions at prices ranging from $22.405 to $22.500, inclusive. The reporting person undertakes to provide to the Issuer, any security holder of the Issuer, or the staff of the Securities and Exchange Commission, upon request, full information regarding the number of shares of common stock purchased at each separate price within the ranges set forth in footnote (2) to this Form 4.

SEC source: 0001437749-22-027935 · rdgdoc.xml · nonDerivative · entry 1

Hollis Michael L. · CIK 0001559864 · Director · President

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 292,089

F1 · price: The price reported in Column 4 is a weighted average price. These shares of common stock were purchased in multiple transactions at prices ranging from $21.450 to $22.410, inclusive. The reporting person undertakes to provide to the Issuer, any security holder of the Issuer, or the staff of the Securities and Exchange Commission, upon request, full information regarding the number of shares of common stock purchased at each separate price within the ranges set forth in footnote (1) to this Form 4.

SEC source: 0001437749-22-027788 · rdgdoc.xml · nonDerivative · entry 1

Hollis Michael L. · CIK 0001559864 · Director · President

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 237,033

F1 · price: The price reported in Column 4 is a weighted average price. These shares of common stock were purchased in multiple transactions at prices ranging from $22.330 to $22.500, inclusive. The reporting person undertakes to provide to the Issuer, any security holder of the Issuer, or the staff of the Securities and Exchange Commission, upon request, full information regarding the number of shares of common stock purchased at each separate price within the ranges set forth in footnote (1) to this Form 4.

SEC source: 0001437749-22-022977 · rdgdoc.xml · nonDerivative · entry 1

Hollis Michael L. · CIK 0001559864 · Director · President · 10% owner

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 237,033

SEC source: 0001437749-22-021857 · rdgdoc.xml · nonDerivative · entry 1

Hollis Michael L. · CIK 0001559864 · Director · President · 10% owner

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 233,533

F1 · balance_after: On September 2, 2022, the Reporting Person purchased shares of HighPeak Energy, Inc.'s (the "Issuer") common stock, par value $0.0001 per share ("Common Stock"), pursuant to a subscription agreement by and between the Reporting Person and the Issuer, as part of a private placement. The issuance of the shares to the Reporting Person was approved by the Issuer's board of directors in the manner contemplated by Rule 16b-3 under the Securities Exchange Act of 1934, as amended.

SEC source: 0001437749-22-021263 · rdgdoc.xml · nonDerivative · entry 1

Hollis Michael L. · CIK 0001559864 · Director · President · 10% owner

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 217,336

F1 · balance_after: On August 22, 2022, the Reporting Person purchased shares of HighPeak Energy, Inc.'s (the "Issuer") common stock, par value $0.0001 per share ("Common Stock"), pursuant to a subscription agreement by and between the Reporting Person and the Issuer, as part of a private placement. The issuance of the shares to the Reporting Person was approved by the Issuer's board of directors in the manner contemplated by Rule 16b-3 under the Securities Exchange Act of 1934, as amended (the "Exchange Act").

SEC source: 0001437749-22-020615 · rdgdoc.xml · derivative · entry 1

Hollis Michael L. · CIK 0001559864 · Director · President

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 104,700

Underlying: Common Stock, par value $0.0001 per share · 104,700 shares

Expires 2032-08-13

F1 · derivative.exercise_date: The option was fully vested as of the date of grant.

SEC source: 0001437749-22-010934 · rdgdoc.xml · derivative · entry 1

Hollis Michael L. · CIK 0001559864 · Director · President

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 121,500

Underlying: Common Stock, par value $0.0001 per share · 121,500 shares

Expires 2032-05-03

F1 · derivative.exercise_date: The option was fully vested as of the date of grant.

F2 · balance_after: This Form 4 reports in Box 9 the aggregate number of Employee Stock Options of the same class beneficially owned by the reporting person. In prior Form 4 filings, the reporting person reported in Box 9 the aggregate number of Employee Stock Options of all classes beneficially owned by the reporting person; however, the reporting person hereby undertakes to report in Box 9 only the aggregate number of Employee Stock Options of the same class beneficially owned by the reporting person herein and in future filings.

SEC source: 0001437749-22-006863 · rdgdoc.xml · derivative · entry 2

Hollis Michael L. · CIK 0001559864 · Director · President

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 11,756

Underlying: Common Stock, par value $0.0001 per share · 97 shares

Expires not disclosed

F1 · derivative.exercise_price: Pursuant to the Contingent Value Rights Agreement, dated August 21, 2020 (the "CVR Agreement"), by and among (i) HighPeak Energy, Inc. (the "Issuer"), (ii) HighPeak Energy, LP, (iii) HighPeak Energy II, LP, (iv) HighPeak Pure Acquisition, LLC and (v) Continental Stock Transfer & Trust Company, as rights agent, entered into in connection with the Transaction, each CVR entitles Qualifying CVR Holders (as defined in the CVR Agreement) to receive, in certain circumstances, additional shares of common stock (or, in limited circumstances, such other form as is provided for in the CVR Agreement), if necessary, to satisfy a 10% preferred simple annual return (based on a $10.00 per share price at the closing of the Transaction), subject to a floor downside per-share price of $4.00, for certain qualifying holders as of the CVR Maturity Date (as defined in the CVR Agreement).

F5 · kind: The Reporting Person's sale of Contingent Value Rights reported herein was matchable under Section 16(b) of the Securities Act of 1934, as amended. The Reporting Person has agreed to pay the Issuer, upon settlement of the sale, the full amount of profit realized in connection with the short-swing transaction, less transaction costs.

F3 · price: The price reported in Column 8 is the price received in a single sale transaction of contingent value rights.

F1 · derivative.exercise_date: Pursuant to the Contingent Value Rights Agreement, dated August 21, 2020 (the "CVR Agreement"), by and among (i) HighPeak Energy, Inc. (the "Issuer"), (ii) HighPeak Energy, LP, (iii) HighPeak Energy II, LP, (iv) HighPeak Pure Acquisition, LLC and (v) Continental Stock Transfer & Trust Company, as rights agent, entered into in connection with the Transaction, each CVR entitles Qualifying CVR Holders (as defined in the CVR Agreement) to receive, in certain circumstances, additional shares of common stock (or, in limited circumstances, such other form as is provided for in the CVR Agreement), if necessary, to satisfy a 10% preferred simple annual return (based on a $10.00 per share price at the closing of the Transaction), subject to a floor downside per-share price of $4.00, for certain qualifying holders as of the CVR Maturity Date (as defined in the CVR Agreement).

F1 · derivative.expiration_date: Pursuant to the Contingent Value Rights Agreement, dated August 21, 2020 (the "CVR Agreement"), by and among (i) HighPeak Energy, Inc. (the "Issuer"), (ii) HighPeak Energy, LP, (iii) HighPeak Energy II, LP, (iv) HighPeak Pure Acquisition, LLC and (v) Continental Stock Transfer & Trust Company, as rights agent, entered into in connection with the Transaction, each CVR entitles Qualifying CVR Holders (as defined in the CVR Agreement) to receive, in certain circumstances, additional shares of common stock (or, in limited circumstances, such other form as is provided for in the CVR Agreement), if necessary, to satisfy a 10% preferred simple annual return (based on a $10.00 per share price at the closing of the Transaction), subject to a floor downside per-share price of $4.00, for certain qualifying holders as of the CVR Maturity Date (as defined in the CVR Agreement).

F1 · derivative.underlying_shares: Pursuant to the Contingent Value Rights Agreement, dated August 21, 2020 (the "CVR Agreement"), by and among (i) HighPeak Energy, Inc. (the "Issuer"), (ii) HighPeak Energy, LP, (iii) HighPeak Energy II, LP, (iv) HighPeak Pure Acquisition, LLC and (v) Continental Stock Transfer & Trust Company, as rights agent, entered into in connection with the Transaction, each CVR entitles Qualifying CVR Holders (as defined in the CVR Agreement) to receive, in certain circumstances, additional shares of common stock (or, in limited circumstances, such other form as is provided for in the CVR Agreement), if necessary, to satisfy a 10% preferred simple annual return (based on a $10.00 per share price at the closing of the Transaction), subject to a floor downside per-share price of $4.00, for certain qualifying holders as of the CVR Maturity Date (as defined in the CVR Agreement).

F1 · balance_after: Pursuant to the Contingent Value Rights Agreement, dated August 21, 2020 (the "CVR Agreement"), by and among (i) HighPeak Energy, Inc. (the "Issuer"), (ii) HighPeak Energy, LP, (iii) HighPeak Energy II, LP, (iv) HighPeak Pure Acquisition, LLC and (v) Continental Stock Transfer & Trust Company, as rights agent, entered into in connection with the Transaction, each CVR entitles Qualifying CVR Holders (as defined in the CVR Agreement) to receive, in certain circumstances, additional shares of common stock (or, in limited circumstances, such other form as is provided for in the CVR Agreement), if necessary, to satisfy a 10% preferred simple annual return (based on a $10.00 per share price at the closing of the Transaction), subject to a floor downside per-share price of $4.00, for certain qualifying holders as of the CVR Maturity Date (as defined in the CVR Agreement).

SEC source: 0001437749-22-006863 · rdgdoc.xml · derivative · entry 1

Hollis Michael L. · CIK 0001559864 · Director · President

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 11,802

Underlying: Common Stock, par value $0.0001 per share · 31,875 shares

Expires not disclosed

F1 · derivative.exercise_price: Pursuant to the Contingent Value Rights Agreement, dated August 21, 2020 (the "CVR Agreement"), by and among (i) HighPeak Energy, Inc. (the "Issuer"), (ii) HighPeak Energy, LP, (iii) HighPeak Energy II, LP, (iv) HighPeak Pure Acquisition, LLC and (v) Continental Stock Transfer & Trust Company, as rights agent, entered into in connection with the Transaction, each CVR entitles Qualifying CVR Holders (as defined in the CVR Agreement) to receive, in certain circumstances, additional shares of common stock (or, in limited circumstances, such other form as is provided for in the CVR Agreement), if necessary, to satisfy a 10% preferred simple annual return (based on a $10.00 per share price at the closing of the Transaction), subject to a floor downside per-share price of $4.00, for certain qualifying holders as of the CVR Maturity Date (as defined in the CVR Agreement).

F5 · kind: The Reporting Person's sale of Contingent Value Rights reported herein was matchable under Section 16(b) of the Securities Act of 1934, as amended. The Reporting Person has agreed to pay the Issuer, upon settlement of the sale, the full amount of profit realized in connection with the short-swing transaction, less transaction costs.

F2 · price: The price reported in Column 8 is the price received in a single sale transaction of contingent value rights.

F1 · derivative.exercise_date: Pursuant to the Contingent Value Rights Agreement, dated August 21, 2020 (the "CVR Agreement"), by and among (i) HighPeak Energy, Inc. (the "Issuer"), (ii) HighPeak Energy, LP, (iii) HighPeak Energy II, LP, (iv) HighPeak Pure Acquisition, LLC and (v) Continental Stock Transfer & Trust Company, as rights agent, entered into in connection with the Transaction, each CVR entitles Qualifying CVR Holders (as defined in the CVR Agreement) to receive, in certain circumstances, additional shares of common stock (or, in limited circumstances, such other form as is provided for in the CVR Agreement), if necessary, to satisfy a 10% preferred simple annual return (based on a $10.00 per share price at the closing of the Transaction), subject to a floor downside per-share price of $4.00, for certain qualifying holders as of the CVR Maturity Date (as defined in the CVR Agreement).

F1 · derivative.expiration_date: Pursuant to the Contingent Value Rights Agreement, dated August 21, 2020 (the "CVR Agreement"), by and among (i) HighPeak Energy, Inc. (the "Issuer"), (ii) HighPeak Energy, LP, (iii) HighPeak Energy II, LP, (iv) HighPeak Pure Acquisition, LLC and (v) Continental Stock Transfer & Trust Company, as rights agent, entered into in connection with the Transaction, each CVR entitles Qualifying CVR Holders (as defined in the CVR Agreement) to receive, in certain circumstances, additional shares of common stock (or, in limited circumstances, such other form as is provided for in the CVR Agreement), if necessary, to satisfy a 10% preferred simple annual return (based on a $10.00 per share price at the closing of the Transaction), subject to a floor downside per-share price of $4.00, for certain qualifying holders as of the CVR Maturity Date (as defined in the CVR Agreement).

F1 · derivative.underlying_shares: Pursuant to the Contingent Value Rights Agreement, dated August 21, 2020 (the "CVR Agreement"), by and among (i) HighPeak Energy, Inc. (the "Issuer"), (ii) HighPeak Energy, LP, (iii) HighPeak Energy II, LP, (iv) HighPeak Pure Acquisition, LLC and (v) Continental Stock Transfer & Trust Company, as rights agent, entered into in connection with the Transaction, each CVR entitles Qualifying CVR Holders (as defined in the CVR Agreement) to receive, in certain circumstances, additional shares of common stock (or, in limited circumstances, such other form as is provided for in the CVR Agreement), if necessary, to satisfy a 10% preferred simple annual return (based on a $10.00 per share price at the closing of the Transaction), subject to a floor downside per-share price of $4.00, for certain qualifying holders as of the CVR Maturity Date (as defined in the CVR Agreement).

F1 · balance_after: Pursuant to the Contingent Value Rights Agreement, dated August 21, 2020 (the "CVR Agreement"), by and among (i) HighPeak Energy, Inc. (the "Issuer"), (ii) HighPeak Energy, LP, (iii) HighPeak Energy II, LP, (iv) HighPeak Pure Acquisition, LLC and (v) Continental Stock Transfer & Trust Company, as rights agent, entered into in connection with the Transaction, each CVR entitles Qualifying CVR Holders (as defined in the CVR Agreement) to receive, in certain circumstances, additional shares of common stock (or, in limited circumstances, such other form as is provided for in the CVR Agreement), if necessary, to satisfy a 10% preferred simple annual return (based on a $10.00 per share price at the closing of the Transaction), subject to a floor downside per-share price of $4.00, for certain qualifying holders as of the CVR Maturity Date (as defined in the CVR Agreement).

SEC source: 0001437749-21-028023 · rdgdoc.xml · derivative · entry 2

Hollis Michael L. · CIK 0001559864 · Director · President

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 45,051

Underlying: Common Stock, par value $0.0001 per share · 130 shares

Expires 2025-08-21

F2 · price: These warrants were purchased in multiple transactions at a price of $4.50 per warrant.

SEC source: 0001437749-21-028023 · rdgdoc.xml · derivative · entry 1

Hollis Michael L. · CIK 0001559864 · Director · President

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 44,921

Underlying: Common Stock, par value $0.0001 per share · 3,000 shares

Expires 2025-08-21

F1 · price: These warrants were purchased in multiple transactions at a price of $4.45 per warrant.

SEC source: 0001437749-21-027741 · rdgdoc.xml · derivative · entry 5

Hollis Michael L. · CIK 0001559864 · Director · President

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 41,921

Underlying: Common Stock, par value $0.0001 per share · 3,403 shares

Expires 2025-08-21

F5 · price: The price reported in Column 8 is a weighted average price. These warrants were purchased in multiple transactions at prices ranging from $4.44 to $4.50, inclusive.

SEC source: 0001437749-21-027741 · rdgdoc.xml · nonDerivative · entry 2

Hollis Michael L. · CIK 0001559864 · Director · President

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 187,257

F2 · price: The price reported in Column 4 is a weighted average price. These shares of common stock were purchased in multiple transactions at prices ranging from $13.13 to $13.25, inclusive. The reporting person undertakes to provide to the Issuer, any security holder of the Issuer, or the staff of the Securities and Exchange Commission, upon request, full information regarding the number of shares of common stock purchased at each separate price within the ranges set forth in footnote (2) to this Form 4.

SEC source: 0001437749-21-027741 · rdgdoc.xml · derivative · entry 4

Hollis Michael L. · CIK 0001559864 · Director · President

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 38,518

Underlying: Common Stock, par value $0.0001 per share · 1,846 shares

Expires 2025-08-21

F4 · price: These warrants were purchased in multiple transactions at a price of $4.50 per warrant.

SEC source: 0001437749-21-027741 · rdgdoc.xml · derivative · entry 3

Hollis Michael L. · CIK 0001559864 · Director · President

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 36,672

Underlying: Common Stock, par value $0.0001 per share · 2,538 shares

Expires 2025-08-21

F3 · price: The price reported in Column 8 is a weighted average price. These warrants were purchased in multiple transactions at prices ranging from $4.42 to $4.50, inclusive. The reporting person undertakes to provide to the Issuer, any security holder of the Issuer, or the staff of the Securities and Exchange Commission, upon request, full information regarding the number of warrants purchased at each separate price within the ranges set forth in footnotes (3) and (5) to this Form 4.

SEC source: 0001437749-21-027741 · rdgdoc.xml · nonDerivative · entry 1

Hollis Michael L. · CIK 0001559864 · Director · President

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 185,057

F1 · price: These shares of common stock were purchased in multiple transactions at a price of $13.25 per share.

SEC source: 0001437749-21-027414 · rdgdoc.xml · derivative · entry 1

Hollis Michael L. · CIK 0001559864 · Director · President

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 34,134

Underlying: Common Stock, par value $0.0001 per share · 366 shares

Expires 2025-08-21

F1 · price: The price reported in Column 8 is a weighted average price. These warrants were purchased in multiple transactions at prices ranging from $4.45 to $4.50, inclusive. The reporting person undertakes to provide to the Issuer, any security holder of the Issuer, or the staff of the Securities and Exchange Commission, upon request, full information regarding the number of warrants purchased at each separate price within the ranges set forth in footnote (1) to this Form 4.

SEC source: 0001437749-21-025705 · rdgdoc.xml · derivative · entry 2

Hollis Michael L. · CIK 0001559864 · Director · President

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 1,285,000

Underlying: Common Stock, par value $0.0001 per share · 35,000 shares

Expires 2031-11-03

F1 · derivative.exercise_date: The option vests in three equal installments: one-third on the date of grant, one-third on the first anniversary of the date of grant, and one-third on the second anniversary of the date of grant.

SEC source: 0001437749-21-025705 · rdgdoc.xml · nonDerivative · entry 1

Hollis Michael L. · CIK 0001559864 · Director · President

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 182,256

SEC source: 0001437749-21-024153 · rdgdoc.xml · nonDerivative · entry 1

Hollis Michael L. · CIK 0001559864 · Director · President

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 67,256

F1 · shares: The Reporting Person purchased the shares of common stock reported hereby from the underwriters in an underwritten public offering conducted by the Issuer pursuant to an underwriting agreement, dated October 20, 2021, between the Issuer and the representative of the several underwriters. Each share of common stock was sold by the underwriters at a price of $10.00 per share.

SEC source: 0001437749-21-000313 · rdgdoc.xml · derivative · entry 7

Hollis Michael L. · CIK 0001559864 · Director · President

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 33,768

Underlying: Common Stock, par value $0.0001 per share · 5,000 shares

Expires 2025-08-21

F5 · kind: The Reporting Person's sale of HPK warrants reported herein was matchable under Section 16(b) of the Securities Exchange Act of 1934, as amended, to the extent of 5,000 shares of common stock, with the following transactions: (i) the Reporting Person's purchase of 188 HPK Warrants at a price of $1.06 per share on August 28, 2020, (ii) the Reporting Person's purchase of 962 HPK warrants at a price of $1.24 per share on August 31, 2020, (iii) the Reporting Person's purchase of 100 HPK Warrants at a price of $1.13 per share on August 31, 2020, and (iv) the Reporting Person's purchase of 3,750 HPK warrants at a weighted average price of $1.18 per share on September 1, 2020. The Reporting Person has agreed to pay the Issuer, upon settlement of the sale, $17,942.84, representing the full amount of the profit realized in connection with the short-swing transaction, less transaction costs.

SEC source: 0001437749-21-000313 · rdgdoc.xml · derivative · entry 6

Hollis Michael L. · CIK 0001559864 · Director · President

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 1,215,000

Underlying: Common Stock, par value $0.0001 per share · 35,000 shares

Expires 2030-08-23

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F4 · derivative.exercise_date: The Reporting Person was granted options pursuant to Rule 16b-3 to purchase a total of 1,250,000 shares on August 24, 2020 (the "date of grant"), vesting in three equal installments: one-third on the date of grant, one-third on the first anniversary of the date of grant, and one-third on the second anniversary of the date of grant.

SEC source: 0001437749-21-000313 · rdgdoc.xml · nonDerivative · entry 3

Hollis Michael L. · CIK 0001559864 · Director · President

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 21,802

F2 · kind: The Reporting Person's sale of common stock of the Issuer reported herein was matchable under Section 16(b) of the Securities Exchange Act of 1934, as amended, to the extent of 3,386 shares of common stock, with the Reporting Person's purchase of 3,386 warrants of the Issuer (the "HPK warrants") at a price of $1.24 per share on August 31, 2020. The Reporting Person has agreed to pay the Issuer, upon settlement of the sale, $12,731.36, representing the full amount of the profit realized in connection with the short-swing transaction, less transaction costs.

SEC source: 0001437749-21-000313 · rdgdoc.xml · nonDerivative · entry 2

Hollis Michael L. · CIK 0001559864 · Director · President

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 26,802

F1 · price: The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $15.82 to $16.36, inclusive. The Reporting Person undertakes to provide to HighPeak Energy, Inc. (the "Issuer"), any security holder of the Issuer, or the staff of the U.S. Securities and Exchange Commission, upon request, full information regarding the number of shares of common stock, par value $0.001 per share of the Issuer ("common stock") sold at each separate price within the ranges set forth in this footnote (1).

SEC source: 0001437749-21-000313 · rdgdoc.xml · nonDerivative · entry 1

Hollis Michael L. · CIK 0001559864 · Director · President

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 61,802

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

SEC source: 0001437749-20-019149 · rdgdoc.xml · derivative · entry 3

Hollis Michael L. · CIK 0001559864 · Director · President

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 38,768

Underlying: Common Stock, par value $0.0001 per share · 3,750 shares

Expires 2025-08-21

F2 · price: The price in column 8 is a weighted average price. The warrants were purchased in multiple transactions at prices ranging from $1.10 to $1.21, inclusive.

SEC source: 0001437749-20-019149 · rdgdoc.xml · derivative · entry 2

Hollis Michael L. · CIK 0001559864 · Director · President

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 35,018

Underlying: Common Stock, par value $0.0001 per share · 4,448 shares

Expires 2025-08-21

F1 · price: The price in column 8 is a weighted average price. The warrants were purchased in multiple transactions at prices ranging from $1.13 to $1.24, inclusive

SEC source: 0001437749-20-019149 · rdgdoc.xml · derivative · entry 1

Hollis Michael L. · CIK 0001559864 · Director · President

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 30,570

Underlying: Common Stock, par value $0.0001 per share · 188 shares

Expires 2025-08-21

SEC source: 0001437749-20-018783 · rdgdoc.xml · derivative · entry 1

Hollis Michael L. · CIK 0001559864 · Director · President

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 1,250,000

Underlying: Common Stock, par value $0.0001 per share · 1,250,000 shares

Expires 2030-08-23

F1 · derivative.exercise_date: The option vests in three equal installments: one-third on the date of grant, one-third on the first anniversary of the date of grant, and one-third on the second anniversary of the date of grant.

SEC source: 0001437749-20-017706 · rdgdoc.xml · nonDerivative · entry 1

Hollis Michael L. · CIK 0001559864 · Director · President

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 16,802

F1 · price: The price reported in Column 4 is a weighted average price. These shares were purchased in multiple transactions at prices ranging from $10.59 to $10.62, inclusive.

F2 · balance_after: On August 5, 2020, the reporting person filed a Form 4 which inadvertently reported shares beneficially owned by the reporting person's sons as being directly owned by the reporting person. The amounts included in column 5 correct the amounts of shares of Class A Common Stock owned directly and indirectly by the reporting person

SEC source: 0001437749-20-016729 · rdgdoc.xml · nonDerivative · entry 6

Hollis Michael L. · CIK 0001559864 · President

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 5,200

SEC source: 0001437749-20-016729 · rdgdoc.xml · nonDerivative · entry 5

Hollis Michael L. · CIK 0001559864 · President

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 4,085

F2 · price: The price reported in Column 4 is a weighted average price. These shares were purchased in multiple transactions at prices ranging from $10.67 to $10.73, inclusive.

SEC source: 0001437749-20-016729 · rdgdoc.xml · derivative · entry 10

Hollis Michael L. · CIK 0001559864 · President

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 3,580

Underlying: Class A Common Stock · 200 shares

Expires not disclosed

F4 · derivative.exercise_date: The Warrants may be exercised during the period (a) commencing thirty (30) days after the completion of the issuer's initial business combination and (b) expiring on the fifth anniversary of the issuer's initial business combination, or earlier upon redemption or liquidation.

F4 · derivative.expiration_date: The Warrants may be exercised during the period (a) commencing thirty (30) days after the completion of the issuer's initial business combination and (b) expiring on the fifth anniversary of the issuer's initial business combination, or earlier upon redemption or liquidation.

SEC source: 0001437749-20-016729 · rdgdoc.xml · derivative · entry 9

Hollis Michael L. · CIK 0001559864 · President

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 3,380

Underlying: Class A Common Stock · 381 shares

Expires not disclosed

F4 · derivative.exercise_date: The Warrants may be exercised during the period (a) commencing thirty (30) days after the completion of the issuer's initial business combination and (b) expiring on the fifth anniversary of the issuer's initial business combination, or earlier upon redemption or liquidation.

F4 · derivative.expiration_date: The Warrants may be exercised during the period (a) commencing thirty (30) days after the completion of the issuer's initial business combination and (b) expiring on the fifth anniversary of the issuer's initial business combination, or earlier upon redemption or liquidation.

SEC source: 0001437749-20-016729 · rdgdoc.xml · derivative · entry 8

Hollis Michael L. · CIK 0001559864 · President

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 2,999

Underlying: Class A Common Stock · 499 shares

Expires not disclosed

F4 · derivative.exercise_date: The Warrants may be exercised during the period (a) commencing thirty (30) days after the completion of the issuer's initial business combination and (b) expiring on the fifth anniversary of the issuer's initial business combination, or earlier upon redemption or liquidation.

F4 · derivative.expiration_date: The Warrants may be exercised during the period (a) commencing thirty (30) days after the completion of the issuer's initial business combination and (b) expiring on the fifth anniversary of the issuer's initial business combination, or earlier upon redemption or liquidation.

SEC source: 0001437749-20-016729 · rdgdoc.xml · nonDerivative · entry 4

Hollis Michael L. · CIK 0001559864 · President

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 2,200

F1 · price: The price reported in Column 4 is a weighted average price. These shares were purchased in multiple transactions at prices ranging from $10.51 to $10.55, inclusive.

SEC source: 0001437749-20-016729 · rdgdoc.xml · nonDerivative · entry 3

Hollis Michael L. · CIK 0001559864 · President

10b5-1 filing: Not disclosed

Ownership: Indirect · By son

Disclosed balance after: 700

F3 · kind: This transaction involved gifts of securities by the reporting person to his daughter and son, who share reporting person's household. The reporting person disclaims beneficial ownership of the shares held by his daughter and son, and this report should not be deemed an admission that the reporting person is the beneficial owner of his daughter's or son's shares for purposes of Section 16 or for any other purpose.