Olympia Financial Group Inc. — Proxy Solicitation & Information Statement 2020

May 12, 2020

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OLYMPIA FINANCIAL GROUP INC.

(the “Company”)

INSTRUMENT OF PROXY

Annual General Meeting to be held on June 15, 2020 at 2:00 p.m. (MDT) Suite 2300, 125 – 9[th] Ave SE Calgary, AB T2G 0P6

(the “Meeting”) Proxies must be received by 2:00 p.m. (MDT) on June 11, 2020

VOTING METHOD

INTERNET[Go to ][https://css.olympiatrust.com/pxlogin][ and enter the 12 digit control ] number shown on reverse. EMAIL proxy@olympiatrust.com FACSIMILE (403) 668-8307 MAIL Olympia Trust Company PO Box 128, STN M Calgary, AB T2P 2H6 Attn: Proxy Dept.

The undersigned hereby appoints Rick Skauge, President and Chief Executive Officer of the Company, whom failing Gerhard Barnard, Chief Financial Officer of the Company (the “Management Nominees”), or instead of any of them, the following Appointee

Please print appointee name

as proxyholder on behalf of the undersigned with the power of substitution to attend, act and vote for and on behalf of the undersigned in respect of all matters that may properly come before the Meeting and at any adjournment(s) or postponement(s) thereof, in accordance with voting instructions, if any, provided below.

- SEE VOTING GUIDELINES ON REVERSE -

RESOLUTIONS – MANAGEMENT VOTING RECOMMENDATIONS ARE INDICATED BY HIGHLIGHTED TEXT

1. Number of Directors	FOR	AGAINST
To set the number of directors to be elected at the Meeting at eight (8).		
2. Election of Directors	FOR	WITHHOLD
a)Rick Skauge		
b)Craig Skauge		
c)Gerard Janssen		
d)Brian Newman		
e)Diana Wolfe		
f)Tony Lanzl		
g)Antony Balasubramanian		
h)Brenda Eprile		
3. Appointment of Auditors	FOR	WITHHOLD
Appointment of PricewaterhouseCoopers LLP, as auditor of the Corporation for the ensuing year andauthorizing the Board of Directors of the Corporation to fix the auditor's remuneration.		

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----- Start of picture text ----- This proxy revokes and supersedes all earlier dated proxies and MUST BE SIGNEDPLEASE PRINT NAME Signature of registered owner(s) Date (MM/DD/YYYY)Request for Financial StatementsIn accordance with securities regulations, security holders may elect to receive Annual Financial Statements, Interim Financial Statements and MD&As.Instead of receiving the financial statements by mail, you may choose to view these documents on SEDAR at www.sedar.com.I am currently a security holder of the Company and as such request the following:Interim Financial Statements with MD&A – Check the box to the Annual Financial Statements with MD&A – Check the box toright if you would like to RECEIVE interim financial statements and the right if you would like to DECLINE to receive the Annualaccompanying Management’s Discussion & Analysis by mail. Financial Statements and accompanying Management’sDiscussion and Analysis by mail.----- End of picture text -----

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Proxy Voting – Guidelines and Conditions

1. THIS PROXY IS SOLICITED BY MANAGEMENT OF THE COMPANY.

2. THIS PROXY SHOULD BE READ IN CONJUNCTION WITH THE MEETING MATERIALS PRIOR TO VOTING.

1. If you appoint the Management Nominees to vote your securities, they will vote in accordance with your instructions or, if no instructions are given, in accordance with the Management Voting Recommendations highlighted for each Resolution on the reverse. If you appoint someone else to vote your securities, they will also vote in accordance with your instructions or, if no instructions are given, as they in their discretion choose.

2. Each security holder has the right to appoint a person other than the Management Nominees specified herein to represent them at the Meeting or any adjournment or postponement thereof. Such right may be exercised by inserting in the space labeled “ Please print appointee name ”, the name of the person to be appointed, who need not be a security holder of the Company.

3. To be valid, this proxy should be signed in the exact manner as the name appears on the proxy. If the proxy is not dated, it is deemed to bear the date of its mailing to the security holders of the Company.

4. To be valid, this proxy must be filed using one of the Voting Methods and must be received by Olympia Trust Company before the date noted on the reverse, or in the case of any adjournment or postponement of the Meeting not less than 48 hours, Saturdays, Sundays and holidays excepted, before the time of the adjourned or postponed meeting.

5. Guidelines for proper execution of the proxy are available at www.stac.ca. Please refer to the Proxy Protocol.