Description

Senior Group Underwriter, Reinsurance

Toronto or Montreal | Hybrid, with remote considered for the right candidate in other Canadian cities The Chance

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 strong 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

📌 Senior Group Underwriter, Reinsurance - 225 (Toronto)
🏢 DGA Careers
📍 Toronto