Sec Form 4 Filing - BRADLEY THOMAS A @ Argo Group International Holdings, Ltd. - 2022-06-23

FORM 4 Check this box if no longer subject to Section 16. Form 4 or Form 5 obligations may continue. See Instruction 1(b).

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 STATEMENT OF CHANGES IN BENEFICIAL OWNERSHIP Filed pursuant to Section 16(a) of the Securities Exchange Act of 1934, Section 17(a) of the Public Utility Holding Company Act of 1935 or Section 30(h) of the Investment Company Act of 1940

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1. Name and Address of Reporting Person BRADLEY THOMAS A 2. Issuer Name and Ticker or Trading Symbol Argo Group International Holdings, Ltd. [ ARGO] 5. Relationship of Reporting Person(s) to Issuer (Check all applicable) X __ Director _____ 10% Owner X __ Officer (give title below) _____ Other (specify below) Chief Executive Officer (Last) (First) (Middle) ARGO GROUP INTERNATIONAL HOLDINGS, LTD., 90 PITTS BAY ROAD 3. Date of Earliest Transaction (MM/DD/YY) 06/23/2022 (Street) PEMBROKE, HM 08 D0 4. If Amendment, Date Original Filed (MM/DD/YY) 6. Individual or Joint/Group Filing (Check Applicable Line) __ X __ Form filed by One Reporting Person _____ Form filed by More than One Reporting Person (City) (State) (Zip)

Table I - Non-Derivative Securities Acquired, Disposed of, or Beneficially Owned 1.Title of Security (Instr. 3) 2. Transaction Date (MM/DD/YY) 2A. Deemed Execution Date, if any (MM/DD/YY) 3. Transaction Code (Instr. 8) 4. Securities Acquired (A) or Disposed of (D) (Instr. 3, 4 and 5) 5. Amount of Securities Beneficially Owned Following Reported Transaction(s) (Instr. 3 and 4) 6. Ownership Form: Direct (D) or Indirect (I) (Instr. 4) 7. Nature of Indirect Beneficial Ownership (Instr. 4) Code V Amount (A) or (D) Price Common Stock 06/23/2022 A 78,760( 1 ) A $ 0 98,061 D Common Stock 06/23/2022 F 6,025 D $ 0 92,036 D

Table II - Derivative Securities Acquired, Disposed of, or Beneficially Owned ( e.g. , puts, calls, warrants, options, convertible securities) 1. Title of Derivative Security (Instr. 3) 2. Conversion or Exercise Price of Derivative Security 3. Transaction Date (MM/DD/YY) 3A. Deemed Execution Date, if any (MM/DD/YY) 4. Transaction Code (Instr. 8) 5. Number of Derivative Securities Acquired (A) or Disposed of (D) (Instr. 3, 4, and 5) 6. Date Exercisable and Expiration Date (MM/DD/YY) 7. Title and Amount of Underlying Securities (Instr. 3 and 4) 8. Price of Derivative Security (Instr. 5) 9. Number of Derivative Securities Beneficially Owned Following Reported Transaction(s) (Instr. 4) 10. Ownership Form of Derivative Security: Direct (D) or Indirect (I) (Instr. 4) 11. Nature of Indirect Beneficial Ownership (Instr. 4) Code V (A) (D) Date Exercisable Expiration Date Title Amount or Number of Shares Stock Appreciation Rights $ 43.8( 2 ) 06/23/2022 A 135,000 ( 3 ) 06/23/2027( 3 ) Common Stock 135,000 $ 0 135,000 D

Reporting Owners Reporting Owner Name / Address Relationships Director 10% Owner Officer Other BRADLEY THOMAS A ARGO GROUP INTERNATIONAL HOLDINGS, LTD. 90 PITTS BAY ROAD PEMBROKE, HM 08 D0 X Chief Executive Officer Signatures /s/ Allison D. Kiene, attorney-in-fact 06/23/2022 Signature of Reporting Person Date

Explanation of Responses:

( 1 )Represents the restricted stock award granted on June 23, 2022 under the Argo Group International Holdings, Ltd. (the "Company") 2019 Omnibus Incentive Plan (the "2019 Plan") that vests in equal monthly installments over a twelve month period beginning as of March 3, 2022, subject to Mr. Bradley's continued employment as the Company's Chief Executive Officer. ( 2 )Represents the exercise price of a stock appreciation right ("SAR") award equal to 115% of the closing price of a share of the Company's common stock on the date prior to the grant. ( 3 )Represents the SAR award granted on June 23, 2022 under the 2019 Plan that vests in one-third equal installments on each of the first three anniversaries of the grant date, subject to Mr. Bradley's continued employment as the Company's Chief Executive Officer.

Remarks: This Form 4 reports the restricted stock and stock appreciation right awards granted to Mr. Bradley in connection with his appointment as the Company's Chief Executive Officer.

Reminder: Report on a separate line for each class of securities beneficially owned directly or indirectly.

* If the form is filed by more than one reporting person, see Instruction 4(b)(v).

** Intentional misstatements or omissions of facts constitute Federal Criminal Violations. See 18 U.S.C. 1001 and 15 U.S.C. 78ff(a).

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