SMALL GROUP UNDERWRITER (12 MONTHS) - Hybrid

Greenshield.4

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Toronto, CA, Montreal, QUEBEC, Quebec City Until 9/16/2026 1+ years exp First posted July 18, 2026 Last posted July 18, 2026
Job description

WHO WE ARE
When it comes to health, we’re always looking for ways to push for better. It’s why we were founded in the first place. In 1957, our founder, pharmacist William Wilkinson, witnessed a mother sacrifice her health by forgoing her own medicine to pay for her sick daughter’s prescription. He knew there had to be a better way. So, he introduced North America’s first prepaid drug plan, and GreenShield was born as a non-profit with a mission to support better health for all Canadians.

We aren’t just a health and benefits company. We’re the only non-profit social enterprise that brings worlds of coverage and care together, all in one place.
We’re noble challengers, purposefully building a better way and we need the best people to help us create a more holistic approach that takes care of the mind and body.

Our mission is to create better health for all Canadians, and we know that starts with our employees. 

THE ROLE IN A NUTSHELL

Base Salary: CAD $51,383.00 - 79,261.00

OVERVIEW OF RESPONSIBILITIES: 

 

  • Assist the underwriters a regular basis in their quote activity for prospective/new business.  

  • Support the underwriters on a regular basis in their renewal and alternative plan design costing activities, as well as the audit of key financial factors for newly sold business.  

  • Preparation of EP3 statements for all applicable clients.

  • Preparation of ASO reconciliations and Transfer ASO deposit calculations, in coordination with Accounting.

  • Assist in the preparation of the small group “pool” monthly renewals, ensuring proper groups and appropriate rates are applied.  

  • Assist the Director, Group Underwriting as well as the Manager, Group Underwriting, in performing various on-going departmental functions, as well as various reporting functions, and responses to client requests.

  • Assist in developing departmental strategy and improving processes, in order to meet departmental/company objectives.

  • Other duties as required.


WHO WE'RE LOOKING FOR
  • Post-secondary degree in Mathematics, Economics, Statistics or Computer Science or proven analytical and problem solving skills.

  • Minimum of 1 to 3 years' work experience in the Group Insurance industry 

  • Technically proficient with Microsoft Office, including working knowledge of Excel, Word, etc.

  • Bilingual (English-French) is an asset.

  • Business Objects knowledge an asset. 

  • Organizational and time management skills a must.

  • Ability to work under minimal supervision.

  • Ability to prioritize and organize workloads efficiently in order to meet deadlines.

  • Able to effectively draft a concise, clear proposal, and be able to present the proposal to Sales when required.

THE CULTURE
We believe a career should be meaningful. Not just a means to earn a living. Our culture is one where everyone's voice is heard and valued. Because that’s what it takes to create better health for all. We dare to challenge the status quo. And we’re driven by people who have challenged theirs.  We believe that your workplace should empower you to be the best version of yourself. That’s why we provide a place where you can be inspired, challenged, and rewarded. 

Where your growth means our growth.
Where your voice is heard and valued.
Where your work has purpose. And purpose matters.

We believe our people are critical to our overall success. Inclusivity makes us a stronger, smarter and more informed organization. Being intentionally inclusive of diverse backgrounds, perspectives and experiences will enhance our company culture to positively impact how we support our communities. A career at GreenShield isn’t just about personal achievements, it's about making a
difference together.

Here’s to Better Health for All!

A FEW MORE DETAILS
Proficiency in English is required for this position. As part of this role, you will be required to communicate with colleagues or customers who use English as their primary language.  By requiring English proficiency for this position, we aim to ensure that our employees can excel in their roles, collaborate, and communicate effectively, and contribute to the success of our organization. 

GS supports diversity, equity and inclusion in our teams and communities, and we value the unique contributions made by all. Even if your experience doesn’t align perfectly to every requirement, we invite you to apply.   We encourage applications from all candidates and will accommodate needs under human rights legislation throughout all stages of the recruitment and selection process. Please let us know of any accommodation through [email protected]. Information received relating to accommodation will be addressed confidentially. 

Providing this information gives GS consent to use your personal information to assess your suitability for specific positions, future opportunities or for your personnel file. Your résumé will be held in strict confidence and will be viewed only by the Organization. Information may be stored outside of Canada and could be used for aggregate statistical purposes (which uses no personal identification). 

AI Usage - GreenShield leverages AI to help produce Job Descriptions, and ideate on interview questions. We also leverage AI for interview transcription support.

About this role

Summary

Assist underwriters with quotes, renewals, financials, and process improvements.

Job title

Small Group Underwriter (12 months)

Experience level

1-3 years

Minimum experience

1+ years exp

Industry

healthcare

Location requirements

Hybrid in Toronto, Montreal, Quebec; remote possible.

Salary

C$51k–C$79k

Management role

No

Skills & keywords

Required skills

Microsoft OfficeExcelWord

Preferred skills

FrenchBusiness Objects

Specializations

underwritinggroup insurancefinancial analysisrenewalsplan design
Locations

Structured locations inferred from the posting.

Toronto, ON, Canada

Hybrid City

Montreal, QC, Canada

Hybrid City

Québec City, QC, Canada

Hybrid City
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