High-paying insurance jobs in Winnipeg
Insurance is a financial product that protects individuals and businesses from unexpected losses. The insurance industry manages risk through various policies, including health, auto, home, and life insurance. Agents and underwriters assess needs to ensure comprehensive coverage.
The 27 insurance jobs listed below pay well, with salaries between $46,615 and $83,829 per year. Insurance Advisor, Personal Lines Executive and Underwriter are among the most popular high-paying roles in Winnipeg, MB.
Job title
Updated Nov. 07, 2026
Job title
Winnipeg, MB
Manitoba
Job openings (Winnipeg)
Senior Claims Specialist
Winnipeg
$83,829
per year
Manitoba
$83,833
per year
Insurance Agent
Winnipeg
$82,297
per year
Manitoba
$83,768
per year
Personal Lines Executive
Winnipeg
$79,601
per year
Manitoba
$73,535
per year
Insurance Advisor
Winnipeg
$70,760
per year
Manitoba
$65,043
per year
Claims Adjuster
Winnipeg
$69,845
per year
Manitoba
$69,845
per year
Underwriter
Winnipeg
$68,465
per year
Manitoba
$68,465
per year
Insurance Broker
Winnipeg
$46,615
per year
Manitoba
$47,320
per year
Job descriptions below are for educational purposes. Please refer to the employer's job description for complete details.
-
Senior Claims Specialist
See jobsAverage salary
Winnipeg
$83,829 per yearManitoba
$83,833 per year -
Insurance Agent
Review job description
Please refer to the employers job description for complete details.
Insurance Agents guide clients through policy options, assess risk needs, and support claims processing. They need strong interpersonal expertise, knowledgeable familiarity with Canadian regulations, and effective sales communication skills to excel.
See jobsAverage salary
Winnipeg
$82,297 per yearManitoba
$83,768 per yearSkills
- Communication skills
- Sales
- Negotiation
- Business development
-
Personal Lines Executive
See jobsAverage salary
Winnipeg
$79,601 per yearManitoba
$73,535 per year -
Insurance Advisor
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Please refer to the employers job description for complete details.
Insurance Advisors assess client needs, recommend suitable policies, and guide clients through claims processes. They need expertise in insurance products, knowledge of Canadian regulations, and strong communication skills to explain coverage clearly.
See jobsAverage salary
Winnipeg
$70,760 per yearManitoba
$65,043 per yearSkills
- Sales
- Customer service
- B2B sales
- Marketing
-
Claims Adjuster
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Please refer to the employers job description for complete details.
Claims Adjusters evaluate insurance claims, investigate facts, and determine claim validity and compensation. They need expertise in policy interpretation, knowledge of insurance regulations, and strong analytical and communication skills to handle complex cases fairly and efficiently.
See jobsAverage salary
Winnipeg
$69,845 per yearManitoba
$69,845 per yearSkills
- Analysis skills
- Negotiation
- Customer service
- Organizational skills
- Microsoft Office
-
Underwriter
Review job description
Please refer to the employers job description for complete details.
Underwriters evaluate credit risk, analyse insurance applications, and decide coverage terms while ensuring regulatory compliance. They need strong risk-assessment expertise, industry knowledge of financial products, and skills in critical thinking and data analysis.
See jobsAverage salary
Winnipeg
$68,465 per yearManitoba
$68,465 per yearSkills
- Microsoft Office
- IT
- Microsoft Excel
- Analysis skills
-
Insurance Broker
Review job description
Please refer to the employers job description for complete details.
Insurance Brokers assess client needs, compare policies from providers, and advise on coverage options for best protection. They need knowledge of insurance products, strong negotiation skills, and expertise in regulatory compliance within the Canadian market.
See jobsAverage salary
Winnipeg
$46,615 per yearManitoba
$47,320 per yearSkills
- Communication skills
- Sales
- Insurance sales
- Analysis skills
- Customer service