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Entry Level Insurance Underwriter Jobs in Ontario

Technical Accountant

Toronto, ON · Hybrid

CA$59K - CA$77K/yr

Develop effective relationships with Underwriting and Claims personnel for continuous collaboration ... General accounting courses or college diploma required Basic knowledge of (re)insurance Ongoing ...

... underwriters Reconcile balances to client reports and individual items for internal matching Post ... Basic knowledge of (re)insurance Ongoing upgrading of PC Skills and Accounting knowledge Preferred ...

Entry Level Insurance Underwriter information

See Ontario salary details

$20.5K

$61.4K

$114K

How much do entry level insurance underwriter jobs pay per year?

As of Aug 23, 2026, the average yearly pay for entry level insurance underwriter in Ontario is $61,397.00, according to ZipRecruiter salary data. Most workers in this role earn between $39,000.00 and $79,000.00 per year, depending on experience, location, and employer.

What does an entry level insurance underwriter do?

An entry level insurance underwriter reviews applications for insurance coverage and evaluates the risks involved in insuring people or assets. They analyze information such as financial data, health records, and other relevant documents to determine if the applicant meets the company's guidelines. Their responsibilities also include making recommendations on coverage amounts, premiums, and policy terms under the supervision of more experienced underwriters. This role is essential for making sure insurance companies issue policies that are both fair to the customer and profitable for the business.

What are the key skills and qualifications needed to thrive as an entry level insurance underwriter, and why are they important?

To thrive as an Entry Level Insurance Underwriter, you need a solid understanding of risk assessment, analytical thinking, and attention to detail, typically backed by a bachelor’s degree in finance, business, or a related field. Familiarity with underwriting software, insurance databases, and sometimes certifications like Associate in Commercial Underwriting (AU) are valuable. Strong communication, organizational skills, and the ability to make sound judgments help you stand out in this position. These skills and qualifications ensure accurate risk evaluations, effective decision-making, and smooth collaboration with clients and colleagues.

What are some typical challenges faced by entry level insurance underwriters, and how can they be overcome?

Entry level insurance underwriters often encounter challenges such as learning to assess risk accurately with limited experience, keeping up with ever-changing regulations, and managing a high volume of applications within tight deadlines. Overcoming these challenges involves actively seeking mentorship from senior underwriters, participating in ongoing training programs offered by employers, and developing strong organizational skills. Collaborating closely with colleagues in claims, sales, and actuarial departments also helps new underwriters gain a broader perspective and make more informed decisions.

What is the difference between Entry Level Insurance Underwriter vs Insurance Claims Adjuster?

AspectEntry Level Insurance UnderwriterInsurance Claims Adjuster
Required CredentialsHigh school diploma or bachelor’s; some certifications (e.g., CPCU) beneficialHigh school diploma or bachelor’s; licensing may be required
Work EnvironmentOffice-based, analyzing applications and risk factorsField and office work, investigating claims
Industry UsageInsurance companies, underwriting departmentsInsurance companies, claims departments
Common Search/ComparisonEntry Level Insurance Underwriter vs Insurance Claims Adjuster

While both roles are vital in the insurance industry, an Entry Level Insurance Underwriter primarily assesses risk and approves policies, whereas an Insurance Claims Adjuster investigates and settles claims. Both positions require strong analytical skills and industry knowledge, but they focus on different stages of the insurance process.

Is insurance underwriting hard to get into?

Entry level insurance underwriting can be competitive, but it is accessible to those with a relevant degree such as in finance, risk management, or related fields. Strong analytical skills, attention to detail, and familiarity with underwriting software can improve chances of entry, and some employers offer training programs for new underwriters.

What qualifications do you need to be an entry level insurance underwriter?

Entry level insurance underwriters typically need a bachelor's degree in fields such as finance, economics, or business. Strong analytical skills, attention to detail, and familiarity with insurance policies and underwriting software are also important. Some employers may prefer candidates with internships or related experience in insurance or risk assessment.

What are the most commonly searched types of Insurance Underwriter jobs in Ontario?

The most popular types of Insurance Underwriter jobs in Ontario are:

What are popular job titles related to Entry Level Insurance Underwriter jobs in Ontario?

For Entry Level Insurance Underwriter jobs in Ontario, the most frequently searched job titles are:

What job categories do people searching Entry Level Insurance Underwriter jobs in Ontario look for?

The top searched job categories for Entry Level Insurance Underwriter jobs in Ontario are:

Infographic showing various Entry Level Insurance Underwriter job openings in Ontario as of August 2026, with employment types broken down into 1% As Needed, 68% Full Time, 27% Part Time, and 4% Contract. Highlights an 89% Physical, 1% Hybrid, and 10% Remote job distribution, with an average salary of $61,397 per year, or $29.5 per hour.

Assistant, Commercial Underwriting (12 month Contract)

Definity Financial

Toronto, ON • Hybrid

CA$45K - CA$60K/yr

Full-time

Re-posted 9 days ago


Job description

The Opportunity

Reporting to the Team Leader of Technical Processing, you will be responsible for contributing to achieving Processing Center's service targets, by proactively and consistently working through Commercial Business requests from a service que. You will be accountable for your individual work list by maintaining organized and efficient work habits, and providing exceptional customer service to our broker partners and Underwriting teams.  Also supporting a once and done environment and completing tasks in designated timeframes.  

What to Expect

  • Underwriting Assistant is an entry level processing role within the Processing Center.  Within this role you will begin to understand the underwriting processes and familiarize yourself with our guidelines and workflow in order to support completion of a variety of tasks. 
  • Working closely with the Underwriters and Technical Processing teams, ensuring work is accurately and fully completed
  • Contributing to achieving defined Service Level Agreements and Operating Level Agreements
  • Meeting quality and production expectations on a regular basis
  • Data entry into our policy systems, including some manual coding of off-system policies
  • Order required reports on policies
  • Help out with general office and other duties as required

What you Bring

  • Completed high school diploma
  • Any relevant work experience is an asset, but not necessary
  • Preference will be given to candidates with a post-secondary degree or diploma or willingness to complete a CIP designation
  • Professional, friendly, and courteous in all interactions, both within the company and our broker partners
  • Able to prioritize and organize your day-to-day tasks, working efficiently to complete tasks
  • Perform well in a busy environment and remain calm under pressure
  • Courteous and positive interactions with other team members and our Broker partners in all forms of communication
  • Team player adaptable to a changing environment
  • Strong written and verbal communication skills
  • Strong organizational and time management skills
  • Strong attention to detail, ensuring accuracy on transactions handled
  • Strong computer skills including previous experience in working in case management tools, portals or databases will be an asset

Salary Range: $45,000-$60,400

Actual salary for the role may vary depending on work location of the successful candidate and other factors including but not limited to, skills, education, experience, working conditions and the local labour market.

This position is being posted to fill an existing vacancy.

We also take potential into consideration. If you don't have this exact experience, but you know you have what it takes, be sure to give us more insight through your application and cover letter. 

Our inclusive work environment welcomes diversity and supports accessibility. If you require accommodation at any time during the recruitment process, please let us know by contacting accessibility@economical.com.

As part of Definity's commitment to reconciliation, we acknowledge that our work, meetings, and travel take place on the lands now known as Canada, and recognize the enduring presence, wisdom, and stewardship of the First Nations, Metis, and Inuit peoples who have long cared for these lands.

Background checks

This role requires successful clearance of a background check (including criminal checks and leadership references). 


#LI-Hybrid

Economical is part of Definity, which includes some of Canada's most long-standing and innovative insurance brands, including Economical Insurance, Sonnet Insurance, Family Insurance Solutions, and Petline Insurance. Our ambition is to be one of Canada's leading and most innovative property and casualty insurers. We can't do that without our people, so we embrace and encourage a culture that's collaborative, ambitious, rewarding, and empowering. 

We offer a flexible, hybrid work experience where employees work from the office and virtually depending on the type of work they are doing and who they are working with. Bring your true self and be a part of our journey. It's better here.