westlandcorp
Senior Benefits Associate - Westland Benefits
Burlington, Ontario, Canada
Mississauga, Ontario, Canada
On-site · $50k–$62k (as posted)
First seen by offpeak October 22, 2026
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We’re searching for a Senior Benefits Associate. Are you searching for new possibilities?
Westland Insurance Group Ltd. is growing, and we're looking for a collaborative and detail-oriented professional to join our Group Benefits division as a Senior Benefits Associate, based out of our office in Mississauga, ON, or Burlington, ON. In this role, you will support the day-to-day administration and maintenance of group benefits clients, work closely with Benefits Advisors, and provide training and coaching to junior team members while delivering exceptional client service. This role will be hybrid.
Expected Compensation: The expected hiring range for this role is $49,600 to $62,000 based on a 37.5-hour work week. Actual offered salary will depend on the successful candidate’s qualifications and experience, as well as market conditions for the role, and internal equity.
Westland is committed to continuous learning where employees can grow their potential and write the stories of their careers. Financial assistance is available for approved work-related training/development courses leading to certification, and programs that offer professional development, including seminars and conferences.
Reason for Vacancy: This posting is to fill a current vacancy on our team.
Discover what’s possible, with Westland.
The Westland story is all about growth, and that means plenty of possibility for everyone on our team. Every day, Westland proves that building a great business means taking care of communities, clients, and each other with equal commitment. As we continue to open new doors, we're inviting amazing people like you to join us.
Interested in learning more?
Why you'll love Westland:
- An open, flexible and welcoming workplace
- Plenty of opportunities to grow and learn
- Autonomy to own your own success
- Excellent communication and interpersonal skills
- Be part of our inclusive culture, alongside an extraordinarily talented community of people with a wide variety of backgrounds
- Total rewards program that takes care of your financial, physical, and mental health
- Flexible paid Values Days to celebrate days important to you
- Act as a liaison between clients, advisors, and insurance carriers to respond to inquiries and resolve issues
- Amplifying Communities, a program to support causes that matter most to our employees
Why we’ll love You:
- 2-3 years of experience in a Benefits Associate or similar role
- Experience supporting group life, health, dental, and pension plans
- Strong administrative, organizational, and time management skills
- Excellent communication and interpersonal skills
- Proficiency with Microsoft Office, including Word, Excel, and PowerPoint
- Post-secondary education or insurance industry experience is an asset
Once here, you'll:
- Support Senior Benefits Consultants and advisors with client service, renewals, and administrative activities
- Act as a liaison between clients, advisors, and insurance carriers to respond to inquiries and resolve issues
- Manage the day-to-day administration and maintenance of group benefits client accounts
- Coordinate group benefit renewals, client documentation, signatures, and submissions
- Prepare presentations, reports, and other client-facing materials using Excel and PowerPoint
- Support market reviews, carrier comparisons, and Individual Life, Health & Dental quoting activities
- Train and coach new team members while supporting compliance and licensing activities
As part of our commitment to transparency, we want to let you know that while our recruitment system includes AI capabilities, these are never used to screen, evaluate, or select candidates. The only AI functionality that Westland uses is for transcribing notes during candidate calls, and this occurs with your consent. These tools aren't used to make any hiring decisions throughout our recruitment process.
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Want to get to know each other better? Send your resume our way.