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 26 insurance jobs listed below pay well, with salaries between $47,223 and $84,560 per year. Insurance Advisor, Insurance Broker and Underwriter are among the most popular high-paying roles in Winnipeg, MB.
Job title
Updated Oct. 17, 2026
Job title
Winnipeg, MB
Manitoba
Job openings (Winnipeg)
Insurance Agent
Winnipeg
$84,560
per year
Manitoba
$84,489
per year
Senior Claims Adjuster
Winnipeg
$83,173
per year
Manitoba
$83,173
per year
Senior Claims Specialist
Winnipeg
$82,123
per year
Manitoba
$82,143
per year
Underwriter
Winnipeg
$68,465
per year
Manitoba
$68,465
per year
Insurance Advisor
Winnipeg
$67,538
per year
Manitoba
$65,043
per year
Insurance Broker
Winnipeg
$47,223
per year
Manitoba
$47,530
per year
Job descriptions below are for educational purposes. Please refer to the employer's job description for complete details.
-
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 3 jobsAverage salary
Winnipeg
$84,560 per yearManitoba
$84,489 per yearSkills
- Communication skills
- Sales
- Negotiation
- Business development
-
Senior Claims Adjuster
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Please refer to the employers job description for complete details.
Senior Claims Adjusters oversee complex insurance claims investigations, negotiate settlements, and ensure compliance with policy terms. They need expertise in claims analysis, strong knowledge of insurance regulations in Canada, and effective communication skills.
See 2 jobsAverage salary
Winnipeg
$83,173 per yearManitoba
$83,173 per year -
Senior Claims Specialist
See 2 jobsAverage salary
Winnipeg
$82,123 per yearManitoba
$82,143 per year -
Underwriter
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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 4 jobsAverage salary
Winnipeg
$68,465 per yearManitoba
$68,465 per yearSkills
- Microsoft Office
- IT
- Microsoft Excel
- Analysis skills
-
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 10 jobsAverage salary
Winnipeg
$67,538 per yearManitoba
$65,043 per yearSkills
- Sales
- Customer service
- B2B sales
- Marketing
-
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 5 jobsAverage salary
Winnipeg
$47,223 per yearManitoba
$47,530 per yearSkills
- Communication skills
- Sales
- Insurance sales
- Analysis skills
- Customer service