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100 Insure Jobs in Toronto, ON (NOW HIRING)

Wawanesa Insurance

Salesforce Lead Developer

Toronto, ON · Hybrid

CA$100K - CA$130K/yr

About The Wawanesa Mutual Insurance Company Founded in 1896, The Wawanesa Mutual Insurance Company is one of Canada's largest mutual insurers, 100% owned by its members, with more than $4.1 billion ...

Td

Small Business Insurance - Senior Underwriter

Markham, ON · On-site

CA$79K - CA$111K/yr

TD Insurance Pay Details: $79,100 - $111,700 CAD TD is committed to providing fair and equitable compensation opportunities to all colleagues. Growth opportunities and skill development are defining ...

Td

Business Insights Analyst II

Toronto, ON · On-site

CA$79K - CA$111K/yr

Analytics, Insights, & Artificial Intelligence Pay Details: 79,100 $/$79,100 - 111,700 $/$111,700 ... As part of TD Insurance, the Data, Analysis, and Insights (DAI) group supports internal business ...

Altig - Agency - AO

Be Seen First

Sales Representative Entry Level - Work From Home

Toronto, ON · Remote

$50K - $60K/yr

1099 Job Position summary American Income Life is a leading insurance and supplemental benefits ... This position is 100% COMMISSION BASED PAY ONLY. Company background AIL has been in business for ...

New

Wawanesa Insurance

Senior Innovation Consultant

Toronto, ON · Hybrid

CA$110K - CA$130K/yr

About The Wawanesa Mutual Insurance Company Founded in 1896, The Wawanesa Mutual Insurance Company is one of Canada's largest mutual insurers, 100% owned by its members, with more than $4.1 billion ...

New

Wawanesa Insurance

Catastrophe Risk Specialist

Toronto, ON · Hybrid

CA$85K - CA$115K/yr

About The Wawanesa Mutual Insurance Company Founded in 1896, The Wawanesa Mutual Insurance Company is one of Canada's largest mutual insurers, 100% owned by its members, with more than $4.1 billion ...

Wawanesa Insurance

Catastrophe Risk Specialist

Toronto, ON · Hybrid

CA$85K - CA$115K/yr

About The Wawanesa Mutual Insurance Company Founded in 1896, The Wawanesa Mutual Insurance Company is one of Canada's largest mutual insurers, 100% owned by its members, with more than $4.1 billion ...

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Showing results 41-60

All Jobs100 Insure Jobs100 Insure Jobs in Toronto, ON

100 Insure information

What is a 100 Insure agent?

A 100 Insure agent is a professional who helps clients find and purchase suitable insurance policies, often specializing in life, health, or supplemental insurance products. They assess clients' needs, explain coverage options, and guide them through the application process. Agents working with 100 Insure may represent multiple insurance carriers, allowing them to provide clients with a variety of policy choices. Their goal is to ensure customers are adequately protected based on their unique situations.

What are the key skills and qualifications needed to thrive as an insurance agent?

To thrive as an Insurance Agent, you need strong sales abilities, a deep understanding of insurance products, and typically a state-issued insurance license. Familiarity with CRM systems, quoting software, and industry-specific platforms is essential for managing client information and policy applications. Outstanding interpersonal skills, active listening, and trustworthiness help agents build lasting client relationships and effectively address customer needs. These skills and qualifications are vital for meeting sales targets, ensuring regulatory compliance, and delivering excellent customer service in a competitive industry.

What is the difference between 100 Insure vs 100 Insurance Agent?

Aspect100 Insure100 Insurance Agent
CredentialsLicensing varies by state, often requires insurance licenseRequires state-specific insurance license
Work EnvironmentTypically office-based or remote, focusing on policy managementField and office-based, engaging directly with clients
Industry UsageUsed by companies offering insurance products and servicesRefers to licensed professionals selling insurance policies

100 Insure generally refers to a platform or service related to insurance management, while 100 Insurance Agent describes a licensed professional selling insurance policies. Both roles require licensing, but their functions differ: one is a service platform, the other a sales professional.

What are the primary challenges faced by insurance agents working at 100 Insure, and how can new hires best prepare for them?

At 100 Insure, insurance agents often face the challenge of staying updated with rapidly changing insurance products and regulations, as well as meeting ambitious sales targets in a competitive market. New hires can best prepare by actively participating in training sessions, seeking mentorship from experienced colleagues, and developing strong organizational and communication skills. Building rapport with clients and learning to tailor coverage options to individual needs are also key to success in this role. Collaboration with underwriters and customer service teams is integral to delivering excellent service and achieving business goals.
What are popular job titles related to 100 Insure jobs in Toronto, ON? For 100 Insure jobs in Toronto, ON, the most frequently searched job titles are:
What job categories do people searching 100 Insure jobs in Toronto, ON look for? The top searched job categories for 100 Insure jobs in Toronto, ON are:
100 Insure jobs near you
Infographic showing various 100 Insure job openings in Toronto, ON as of June 2026, with employment types broken down into 88% Full Time, 8% Part Time, and 4% Contract. Highlights an 95% Physical, 3% Hybrid, and 2% Remote job distribution.

Senior Underwriter - Commercial Lines, Mid-Market, Ontario

Wawanesa Insurance

Toronto, ON • Hybrid

CA$80K - CA$100K/yr

Other

Retirement, PTO

Posted 27 days ago

Job description

Job ID: 10178 


Employment Type: Existing Role 

Work Environment: We offer a hybrid work environment that offers flexibility to our employees in balancing in-office (2 days per week OR 15 hours per week in a Wawanesa office) and remote work. You may work from any of the following locations:  Toronto (North York), ON; Kitchener, ON; Ottawa, ON. 

Working Business Language: English. This role is considered a head-office role and will be required to communicate with internal stakeholders across Canada where the primary business language utilized is English.

Salary: At Wawanesa, salary is only one component of a holistic, comprehensive and competitive offering that we provide to our employees. In addition to salary, full-time and part-time permanent employees are eligible for an annual bonus plan, leave of absence top-up programs and provided with generous vacation time, personal days, premium free benefits and pension plan. 
 

The salary offered for this role is determined with consideration to various factors, including but not limited to: your work location, local labour market conditions, external market salary data, internal pay equity and the knowledge, skills, experience and anticipated proficiency in the role. The salary offered is estimated to be within the following range: $80,000 - $100,000. Candidates with salary expectations outside of the range are still encouraged to apply. 

About The Wawanesa Mutual Insurance Company
Founded in 1896, The Wawanesa Mutual Insurance Company is one of Canada's largest mutual insurers, 100% owned by its members, with more than $4.1 billion in annual revenue and $12.5 billion in assets. Headquartered in Winnipeg, Wawanesa is the parent company of Wawanesa Life, which provides life insurance solutions throughout Canada, and Western Financial Group, a leading national distributor of personal and business insurance. In March of 2026, Wawanesa entered into an agreement to acquire Everest Insurance Company of Canada to strengthen its commercial insurance capabilities and advance its long-term growth strategy.


Wawanesa proudly serves more than 1.8 million members and we are home to more than 3,000 employees across Canada. The company actively gives back to organizations that strengthen communities, donating more than $4 million annually to charitable organizations, including more than $2 million each year in support of people on the front lines of climate change. Learn more at wawanesa.com.

We are currently looking for dedicated, driven, and enthusiastic individuals who thrive in an environment that welcomes change and are looking for an opportunity for diverse experience and advancement on a growing team.

Job Overview

Working under minimal supervision, the Senior, Underwriter, Commercial Lines is responsible for analyzing the acceptability of complex and high premium volume business according to company guidelines by working collaboratively with our sales force and providing value added expertise and service to both potential and existing policyholders.

Job Responsibilities

  • Perform risk analysis using technology as well as external data sources for the purposes of quoting, negotiating and authorizing the acceptance of risk.  
  • Arrange reinsurance or subscribing companies where appropriate.
  • Determine eligibility for policy renewals based on guidelines and retention goals of the company.
  • Maintain accurate records of decisions made and maintain completeness of policy data.
  • Communicate decisions, and respond to requests in a prompt and professional manner.
  • Act as a subject matter expert for insurance policies, processes, regulations and audit.
  • Mentor and train less experienced team members.
  • Participate in periodic work reviews for quality assurance purposes.
  • Support the development and implementation of business change.
  • Ensure efficient handling of work assignments, including calls.
  • Influence team members in a positive manner, and provide short term direction effectively working towards team goals.
  • Foster positive working relationships with internal and external parties, including networking at industry events.
  • Perform other duties as assigned.
Qualifications
  • Five years Property and Casualty industry experience.
  • Post-secondary education or related business experience.
  • Completed or actively pursuing a Property and Casualty Industry Designation.
  • Working knowledge of Microsoft Office Suite.
  • Excellent attention to detail with the ability to review information carefully and comprehensively.
  • Excellent decision making skills with the ability to provide justification.
  • Excellent communication skills with the ability to present information in a convincing manner.
  • Excellent customer service skills.
  • Strong analytical and problem solving skills with the ability to identify and implement solutions. 
  • Adapts to change and performs effectively under pressure.
  • Ability to multi-task and monitor progress to meet deadlines.


Diversity Equity, Inclusion& Belonging
At Wawanesa, we are committed to Diversity, Equity, Inclusion and Belonging (DEIB) and believe that our strength lies in the diversity of our people - this is supported by having a representative workforce.

We welcome applications from all qualified candidates, including racialized persons, women, Indigenous Peoples, persons with disabilities, members of the 2SLGBTQIA+ community, gender-diverse and neurodiverse individuals, and anyone who can contribute to the further diversification of thought and ideas. 
 

We aim to ensure our recruitment process is accessible to all candidates. If you require accommodations during any stage of the recruitment process, please reach out in confidence to jobs@wawanesa.com.
 

All Wawanesa job applicants are subject to Wawanesa's Privacy Policy.

Please note that the recruitment process for this position may involve the use of AI tools to screen, assess, or select applicants. All final decisions are taken or reviewed by human recruiters and human hiring leaders in compliance with all applicable legislation.  
 

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