CPHC

SEC source: 0001672909-26-000014 · primary_doc.xml · nonDerivative · entry 1

Himle John Stefan · CIK 0001790337 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 17,450

F1 · shares: Deferred stock award vesting at the Company's 2027 Annual Meeting of Shareholders, but not delivered until one year from the vesting date. The number of shares to be issued was determined based on the closing price of $15.70 as of June 4, 2026.

SEC source: 0001672909-26-000013 · primary_doc.xml · nonDerivative · entry 1

SCHRAMM DAMON E. · CIK 0001667127 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 8,769

F1 · shares: Deferred stock award vesting at the Company's 2027 Annual Meeting of Shareholders, but not delivered until one year from the vesting date. The number of shares to be issued was determined based on the closing price of $15.70 as of June 4, 2026.

SEC source: 0001672909-26-000011 · primary_doc.xml · nonDerivative · entry 1

Chronister Mark · CIK 0001825499 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 13,528

F1 · shares: Deferred stock award vesting at the Company's 2027 Annual Meeting of Shareholders, but not delivered until one year from the vesting date. The number of shares to be issued was determined based on the closing price of $15.70 as of June 4, 2026.

SEC source: 0001672909-26-000012 · primary_doc.xml · nonDerivative · entry 1

OFFERMAN CARIN J · CIK 0001189759 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 118,852

F1 · shares: Deferred stock award vesting at the Company's 2027 Annual Meeting of Shareholders, but not delivered until one year from the vesting date. The number of shares to be issued was determined based on the closing price of $15.70 as of June 4, 2026.

SEC source: 0001672909-26-000010 · primary_doc.xml · nonDerivative · entry 1

Bausch Maureen Hooley · CIK 0001790336 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 17,089

F1 · shares: Deferred stock award vesting at the Company's 2027 Annual Meeting of Shareholders, but not delivered until one year from the vesting date. The number of shares to be issued was determined based on the closing price of $15.70 as of June 4, 2026.

SEC source: 0001672909-26-000009 · primary_doc.xml · nonDerivative · entry 1

Ahn Peter · CIK 0001949472 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 8,769

F1 · shares: Deferred stock award vesting at the Company's 2027 Annual Meeting of Shareholders, but not delivered until one year from the vesting date. The number of shares to be issued was determined based on the closing price of $15.70 as of June 4, 2026.

SEC source: 0001672909-26-000008 · primary_doc.xml · nonDerivative · entry 3

Dehmer Randy J · CIK 0001778622 · Chief Financial Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 26,385

F1 · shares: The reporting person has elected to satisfy his tax withholding obligation in connection with the vesting of a prior deferred stock grant by directing the Company to withhold shares otherwise issuable pursuant to the previously reported grant.

SEC source: 0001672909-26-000008 · primary_doc.xml · nonDerivative · entry 2

Dehmer Randy J · CIK 0001778622 · Chief Financial Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 26,621

F1 · shares: The reporting person has elected to satisfy his tax withholding obligation in connection with the vesting of a prior deferred stock grant by directing the Company to withhold shares otherwise issuable pursuant to the previously reported grant.

SEC source: 0001672909-26-000008 · primary_doc.xml · nonDerivative · entry 1

Dehmer Randy J · CIK 0001778622 · Chief Financial Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 26,948

F1 · shares: The reporting person has elected to satisfy his tax withholding obligation in connection with the vesting of a prior deferred stock grant by directing the Company to withhold shares otherwise issuable pursuant to the previously reported grant.

SEC source: 0001672909-26-000007 · primary_doc.xml · nonDerivative · entry 2

SAMPSON RANDALL D · CIK 0001042527 · Director · President & CEO · 10% owner

Sampson Family Real Estate Holdings, LLC · CIK 0001904182 · 10% owner

Joint disclosure: these amounts are not allocated separately to each reporting owner.

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 313,559

F2 · shares: Deferred stock awards vest 25% annually for each of the next four years.

SEC source: 0001672909-26-000006 · primary_doc.xml · nonDerivative · entry 2

Dehmer Randy J · CIK 0001778622 · Chief Financial Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 27,365

F2 · shares: Deferred stock awards vest 25% annually for each of the next four years.

SEC source: 0001672909-26-000007 · primary_doc.xml · nonDerivative · entry 1

SAMPSON RANDALL D · CIK 0001042527 · Director · President & CEO · 10% owner

Sampson Family Real Estate Holdings, LLC · CIK 0001904182 · 10% owner

Joint disclosure: these amounts are not allocated separately to each reporting owner.

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 303,459

F1 · shares: The reporting person has elected to satisfy his tax withholding obligation in connection with the vesting of a prior deferred stock grant by directing the Company to withhold shares otherwise issuable pursuant to the previously reported grant.

SEC source: 0001672909-26-000006 · primary_doc.xml · nonDerivative · entry 1

Dehmer Randy J · CIK 0001778622 · Chief Financial Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 20,965

F1 · shares: The reporting person has elected to satisfy his tax withholding obligation in connection with the vesting of a prior deferred stock grant by directing the Company to withhold shares otherwise issuable pursuant to the previously reported grant.

SEC source: 0001672909-26-000002 · primary_doc.xml · nonDerivative · entry 1

SAMPSON RANDALL D · CIK 0001042527 · Director · President & CEO · 10% owner

Sampson Family Real Estate Holdings, LLC · CIK 0001904182 · 10% owner

Joint disclosure: these amounts are not allocated separately to each reporting owner.

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 303,822

F1 · shares: The reporting person has elected to dispose of these shares through a bona fide gift.

SEC source: 0001672909-26-000003 · primary_doc.xml · nonDerivative · entry 2

Dehmer Randy J · CIK 0001778622 · Chief Financial Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 21,183

F1 · shares: These shares were acquired pursuant to Canterbury Park Holding Corporation's Employee Stock Purchase Plan (ESPP). The shares were acquired in transactions exempt from Section 16b-3.

SEC source: 0001672909-26-000003 · primary_doc.xml · nonDerivative · entry 1

Dehmer Randy J · CIK 0001778622 · Chief Financial Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 21,084

F1 · shares: These shares were acquired pursuant to Canterbury Park Holding Corporation's Employee Stock Purchase Plan (ESPP). The shares were acquired in transactions exempt from Section 16b-3.

SEC source: 0001672909-25-000014 · primary_doc.xml · nonDerivative · entry 1

OFFERMAN CARIN J · CIK 0001189759 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 116,305

F1 · shares: Deferred stock award vesting at the Company's 2026 Annual Meeting of Shareholders, but not delivered until one year from the vesting date. The number of shares to be issued was determined based on the closing price of $17.61 as of June 5, 2025.

SEC source: 0001672909-25-000013 · primary_doc.xml · nonDerivative · entry 1

SCHRAMM DAMON E. · CIK 0001667127 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 6,222

F1 · shares: Deferred stock award vesting at the Company's 2026 Annual Meeting of Shareholders, but not delivered until one year from the vesting date. The number of shares to be issued was determined based on the closing price of $17.61 as of June 5, 2025.

SEC source: 0001672909-25-000012 · primary_doc.xml · nonDerivative · entry 1

Himle John Stefan · CIK 0001790337 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 14,903

F1 · shares: Deferred stock award vesting at the Company's 2026 Annual Meeting of Shareholders, but not delivered until one year from the vesting date. The number of shares to be issued was determined based on the closing price of $17.61 as of June 5, 2025.

SEC source: 0001672909-25-000011 · primary_doc.xml · nonDerivative · entry 1

Chronister Mark · CIK 0001825499 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 10,981

F1 · shares: Deferred stock award vesting at the Company's 2026 Annual Meeting of Shareholders, but not delivered until one year from the vesting date. The number of shares to be issued was determined based on the closing price of $17.61 as of June 5, 2025.

SEC source: 0001672909-25-000010 · primary_doc.xml · nonDerivative · entry 1

Bausch Maureen Hooley · CIK 0001790336 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 14,542

F1 · shares: Deferred stock award vesting at the Company's 2026 Annual Meeting of Shareholders, but not delivered until one year from the vesting date. The number of shares to be issued was determined based on the closing price of $17.61 as of June 5, 2025.

SEC source: 0001672909-25-000009 · primary_doc.xml · nonDerivative · entry 1

Ahn Peter · CIK 0001949472 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 6,222

F1 · shares: Deferred stock award vesting at the Company's 2026 Annual Meeting of Shareholders, but not delivered until one year from the vesting date. The number of shares to be issued was determined based on the closing price of $17.61 as of June 5, 2025.

SEC source: 0001672909-25-000007 · primary_doc.xml · nonDerivative · entry 3

Dehmer Randy J · CIK 0001778622 · Chief Financial Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 21,003

F2 · shares: The reporting person has elected to satisfy his tax withholding obligation in connection with the vesting of a prior deferred stock grant by directing the Company to withhold shares otherwise issuable pursuant to the previously reported grant.

SEC source: 0001672909-25-000007 · primary_doc.xml · nonDerivative · entry 2

Dehmer Randy J · CIK 0001778622 · Chief Financial Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 21,236

F2 · shares: The reporting person has elected to satisfy his tax withholding obligation in connection with the vesting of a prior deferred stock grant by directing the Company to withhold shares otherwise issuable pursuant to the previously reported grant.

SEC source: 0001672909-25-000008 · primary_doc.xml · nonDerivative · entry 1

SAMPSON RANDALL D · CIK 0001042527 · Director · President & CEO · 10% owner

Sampson Family Real Estate Holdings, LLC · CIK 0001904182 · 10% owner

Joint disclosure: these amounts are not allocated separately to each reporting owner.

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 304,122

F1 · shares: Deferred stock awards vest 25% annually for each of the next four years.

SEC source: 0001672909-25-000007 · primary_doc.xml · nonDerivative · entry 1

Dehmer Randy J · CIK 0001778622 · Chief Financial Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 21,559

F1 · shares: Deferred stock awards vest 25% annually for each of the next four years.

SEC source: 0001672909-25-000006 · primary_doc.xml · nonDerivative · entry 1

SAMPSON RANDALL D · CIK 0001042527 · Director · President & CEO · 10% owner

Sampson Family Real Estate Holdings, LLC · CIK 0001904182 · 10% owner

Joint disclosure: these amounts are not allocated separately to each reporting owner.

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 296,622

F1 · shares: The reporting person has elected to satisfy his tax withholding obligation in connection with the vesting of a prior deferred stock grant by directing the Company to withhold shares otherwise issuable pursuant to the previously reported grant.

SEC source: 0001672909-25-000005 · primary_doc.xml · nonDerivative · entry 1

Dehmer Randy J · CIK 0001778622 · Chief Financial Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 16,959

F1 · shares: The reporting person has elected to satisfy his tax withholding obligation in connection with the vesting of a prior deferred stock grant by directing the Company to withhold shares otherwise issuable pursuant to the previously reported grant.

SEC source: 0001672909-25-000002 · primary_doc.xml · nonDerivative · entry 2

Dehmer Randy J · CIK 0001778622 · Chief Financial Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 17,174

F1 · shares: These shares were acquired pursuant to Canterbury Park Holding Corporation's Employee Stock Purchase Plan (ESPP). The shares were acquired in transactions exempt from Section 16b-3.

SEC source: 0001672909-25-000001 · primary_doc.xml · nonDerivative · entry 1

SAMPSON RANDALL D · CIK 0001042527 · Director · Chief Executive Officer · 10% owner

Sampson Family Real Estate Holdings, LLC · CIK 0001904182 · 10% owner

Joint disclosure: these amounts are not allocated separately to each reporting owner.

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 296,981

F1 · shares: 1. The reporting person has elected to dispose of these shares through a bona fide gift.

SEC source: 0001672909-25-000002 · primary_doc.xml · nonDerivative · entry 1

Dehmer Randy J · CIK 0001778622 · Chief Financial Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 17,099

F1 · shares: These shares were acquired pursuant to Canterbury Park Holding Corporation's Employee Stock Purchase Plan (ESPP). The shares were acquired in transactions exempt from Section 16b-3.

SEC source: 0001672909-24-000011 · primary_doc.xml · nonDerivative · entry 1

Bausch Maureen Hooley · CIK 0001790336 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 12,271

F1 · shares: Deferred stock award vesting at the Company's 2025 Annual Meeting of Shareholders, but not delivered until one year from the vesting date. The number of shares to be issued was determined based on the closing price of $22.35 as of June 6, 2024.

SEC source: 0001672909-24-000012 · primary_doc.xml · nonDerivative · entry 1

Ahn Peter · CIK 0001949472 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 3,951

F1 · shares: Deferred stock award vesting at the Company's 2025 Annual Meeting of Shareholders, but not delivered until one year from the vesting date. The number of shares to be issued was determined based on the closing price of $22.35 as of June 6, 2024.

SEC source: 0001672909-24-000009 · primary_doc.xml · nonDerivative · entry 1

Himle John Stefan · CIK 0001790337 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 12,632

F1 · shares: Deferred stock award vesting at the Company's 2025 Annual Meeting of Shareholders, but not delivered until one year from the vesting date. The number of shares to be issued was determined based on the closing price of $22.35 as of June 6, 2024.

SEC source: 0001672909-24-000010 · primary_doc.xml · nonDerivative · entry 1

Chronister Mark · CIK 0001825499 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 8,710

F1 · shares: Deferred stock award vesting at the Company's 2025 Annual Meeting of Shareholders, but not delivered until one year from the vesting date. The number of shares to be issued was determined based on the closing price of $22.35 as of June 6, 2024.

SEC source: 0001672909-24-000008 · primary_doc.xml · nonDerivative · entry 1

SCHRAMM DAMON E. · CIK 0001667127 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 3,951

F1 · shares: Deferred stock award vesting at the Company's 2025 Annual Meeting of Shareholders, but not delivered until one year from the vesting date. The number of shares to be issued was determined based on the closing price of $22.35 as of June 6, 2024.

SEC source: 0001672909-24-000007 · primary_doc.xml · nonDerivative · entry 1

OFFERMAN CARIN J · CIK 0001189759 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 114,034

F1 · shares: Deferred stock award vesting at the Company's 2025 Annual Meeting of Shareholders, but not delivered until one year from the vesting date. The number of shares to be issued was determined based on the closing price of $22.35 as of June 6, 2024.

SEC source: 0001672909-24-000006 · primary_doc.xml · nonDerivative · entry 2

SAMPSON RANDALL D · CIK 0001042527 · Director · President & CEO · 10% owner

Sampson Family Real Estate Holdings, LLC · CIK 0001904182 · 10% owner

Joint disclosure: these amounts are not allocated separately to each reporting owner.

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 300,981

F2 · shares: The reporting person has elected to satisfy his tax withholding obligation in connection with the vesting of a prior deferred stock grant by directing the Company to withhold shares otherwise issuable pursuant to the previously reported grant.

SEC source: 0001672909-24-000005 · primary_doc.xml · nonDerivative · entry 2

Dehmer Randy J · CIK 0001778622 · Chief Financial Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 17,024

F2 · shares: The reporting person has elected to satisfy his tax withholding obligation in connection with the vesting of a prior deferred stock grant by directing the Company to withhold shares otherwise issuable pursuant to the previously reported grant.

SEC source: 0001672909-24-000006 · primary_doc.xml · nonDerivative · entry 1

SAMPSON RANDALL D · CIK 0001042527 · Director · President & CEO · 10% owner

Sampson Family Real Estate Holdings, LLC · CIK 0001904182 · 10% owner

Joint disclosure: these amounts are not allocated separately to each reporting owner.

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 301,332

F1 · shares: Deferred stock awards vest 25% annually for each of the next four years.

SEC source: 0001672909-24-000005 · primary_doc.xml · nonDerivative · entry 1

Dehmer Randy J · CIK 0001778622 · Chief Financial Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 17,257

F1 · shares: Deferred stock awards vest 25% annually for each of the next four years.

SEC source: 0001672909-24-000004 · primary_doc.xml · nonDerivative · entry 2

SAMPSON RANDALL D · CIK 0001042527 · Director · President & CEO · 10% owner

Sampson Family Real Estate Holdings, LLC · CIK 0001904182 · 10% owner

Joint disclosure: these amounts are not allocated separately to each reporting owner.

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 295,632

F1 · shares: The reporting person has elected to satisfy his tax withholding obligation in connection with the vesting of a prior deferred stock grant by directing the Company to withhold shares otherwise issuable pursuant to the previously reported grant.

SEC source: 0001672909-24-000003 · primary_doc.xml · nonDerivative · entry 2

Dehmer Randy J · CIK 0001778622 · Chief Financial Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 13,657

F1 · shares: The reporting person has elected to satisfy his tax withholding obligation in connection with the vesting of a prior deferred stock grant by directing the Company to withhold shares otherwise issuable pursuant to the previously reported grant.

SEC source: 0001672909-24-000004 · primary_doc.xml · nonDerivative · entry 1

SAMPSON RANDALL D · CIK 0001042527 · Director · President & CEO · 10% owner

Sampson Family Real Estate Holdings, LLC · CIK 0001904182 · 10% owner

Joint disclosure: these amounts are not allocated separately to each reporting owner.

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 296,278

F1 · shares: The reporting person has elected to satisfy his tax withholding obligation in connection with the vesting of a prior deferred stock grant by directing the Company to withhold shares otherwise issuable pursuant to the previously reported grant.

SEC source: 0001672909-24-000003 · primary_doc.xml · nonDerivative · entry 1

Dehmer Randy J · CIK 0001778622 · Chief Financial Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 13,980

F1 · shares: The reporting person has elected to satisfy his tax withholding obligation in connection with the vesting of a prior deferred stock grant by directing the Company to withhold shares otherwise issuable pursuant to the previously reported grant.

SEC source: 0001672909-24-000001 · primary_doc.xml · nonDerivative · entry 2

Dehmer Randy J · CIK 0001778622 · Chief Financial Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 14,195

F1 · shares: These shares were acquired pursuant to Canterbury Park Holding Corporation's Employee Stock Purchase Plan (ESPP). The shares were acquired in transactions exempt from Section 16b-3.

SEC source: 0001672909-24-000001 · primary_doc.xml · nonDerivative · entry 1

Dehmer Randy J · CIK 0001778622 · Chief Financial Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 14,121

F1 · shares: These shares were acquired pursuant to Canterbury Park Holding Corporation's Employee Stock Purchase Plan (ESPP). The shares were acquired in transactions exempt from Section 16b-3.

SEC source: 0001615594-23-000048 · primary_doc.xml · nonDerivative · entry 2

SAMPSON RANDALL D · CIK 0001042527 · Director · President & CEO · 10% owner

10b5-1 filing: No plan indicated

Ownership: Indirect · By Trust

Disclosed balance after: 34,173

F2 · shares: Shares received as a gift from the Marian A. Sampson Exempt Marital Trust.

F3 · ownership.nature: Held by the Randall D. Sampson GST Trust, of which Mr. Sampson is the grantor and his grandchildren are beneficiaries.

SEC source: 0001615594-23-000048 · primary_doc.xml · nonDerivative · entry 1

SAMPSON RANDALL D · CIK 0001042527 · Director · President & CEO · 10% owner

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 296,620

F1 · shares: Shares received as a gift from the Marian Arlis Sampson Revocable Trust.

SEC source: 0001672909-23-000014 · primary_doc.xml · nonDerivative · entry 1

OFFERMAN CARIN J · CIK 0001189759 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 112,245

F1 · shares: Deferred stock award vesting at the Company's 2024 Annual Meeting of Shareholders, but not delivered until one year from the vesting date. The number of shares to be issued was determined based on the closing price of $23.01 as of June 1, 2023.