Description
Senior Group Underwriter, Reinsurance
Toronto or Montreal | Hybrid, with remote considered for the right candidate in other Canadian cities

The Opportunity

Our client is a large, well-established global reinsurance organization with a long-standing presence in the Canadian group life & health market. Their group reinsurance underwriting team is adding a senior underwriter to support insurer clients across the country, this is a step up from day-to-day primary insurer underwriting into consultative, escalation-level work: complex, non-standard cases where there isn't already a playbook to follow.

You'd be joining a small, experienced team where technical depth and independent judgment matter more than volume, the person hired will be trusted to help shape guidelines, not just apply them.

What You'll Do

Serve as a trusted underwriting resource for insurer clients across Canada on group reinsurance treaties, quotes, and renewals

Take ownership of unusual or complex cases (hard-to-place risks, unusual accounting arrangements, exception scenarios) with no standard template

Draft and negotiate treaty language and amendments; help evolve underwriting guidelines and practices

Collaborate with actuarial, medical underwriting, claims, and senior leadership on client relationships

Stay current on product, market, and legislative trends affecting the group benefits space

What You Bring

10+ years of progressive Canadian group life & health underwriting experience (insurer, reinsurer, or related consulting background)

Strong technical foundation,



able to explain the reasoning behind a guideline, not just apply it, and to build a solution when no precedent exists

Comfort operating in ambiguous, non-black-and-white situations

Confident, polished communication style; able to represent the organization credibly with client-side underwriting teams

A relevant university degree is an asset (actuarial science, math, statistics, or finance), but not required for the right background

English required; French is an asset but not mandatory (unless in Quebec)

Why This Role

A genuine broadening of scope, exposure to underwriting practices across many Canadian insurers rather than a single book of business

Escalation-level, intellectually engaging work rather than high-volume daily quoting

Real autonomy, senior underwriters here are trusted to own their calls

Minimal travel; client review work is largely handled remotely today

Flexible hybrid arrangement, or fully remote for candidates outside commuting distance of a major office

Competitive base salary, $100 to $130K

Annual company performance bonus, with a robust recent payout track record

Fully company-paid benefits from day one, plus a flexible health & wellness spending allowance

Company-matched retirement/pension plan contributions

Generous vacation, personal days, and additional paid time off

Equipment provided for hybrid or remote work

Information

City: Toronto

Job Type: Full-Time

Education: Post Secondary Education

Minimum experience required: 11 or more Years

Salary (annually): from $100,000 to $130,000

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📌 Senior Group Underwriter, Reinsurance - 225 (Ontario)
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📍 Ontario