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Group Underwriter

  • Canada
  • Remote
  • Posted Oct 8, 2026
  • 1 position

$100,000–$130,000 / year

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Employment type
Full-time
Experience level
Lead · 10+ years
Minimum education
Bachelor’s degree
Posting language
English
Working hours
40 hours per week
Location requirements
Country, Toronto, Ontario, Canada
Seniority
Mid-Senior level
Application method
Apply on LinkedIn (LinkedIn sign-in required)

Job summary

Advise insurer clients across Canada on group reinsurance treaties, quotes, and renewals, taking ownership of complex and non-standard underwriting cases. Draft and negotiate treaty language, help develop underwriting guidelines, and collaborate with actuarial, medical underwriting, claims, and senior leadership teams.

Job details

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 Compensation & Benefits 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

What you’ll do

Advise insurer clients across Canada on group reinsurance treaties, quotes, and renewals, taking ownership of complex and non-standard underwriting cases. Draft and negotiate treaty language, help develop underwriting guidelines, and collaborate with actuarial, medical underwriting, claims, and senior leadership teams.

Requirements

Requires 10 or more years of progressive Canadian group life and health underwriting experience, strong technical judgment, and the ability to develop solutions for ambiguous cases without established precedents. Excellent client-facing communication is expected; a relevant university degree is an asset but not required, and French is an asset except where required in Quebec.

Benefits

  • Performance Bonus
  • Company-Paid Benefits
  • Health And Wellness Spending Allowance
  • Company-Matched Retirement Or Pension Contributions
  • Vacation And Personal Days
  • Additional Paid Time Off
  • Equipment For Hybrid Or Remote Work

Listed skills

  • Client Relationship Management · Preferred
  • Exception Management · Preferred
  • Communication · Preferred
  • Cross-Functional Collaboration · Preferred

Other relevant skills

Identified from the job description. Confirm important requirements above.

  • Group Life And Health Underwriting
  • Group Reinsurance Underwriting
  • Complex Risk Assessment
  • Treaty Negotiation
  • Treaty Drafting
  • Underwriting Guideline Development
  • Client Relationship Management
  • Technical Underwriting Judgment
  • Exception Management
  • Communication
  • Cross-Functional Collaboration
  • Market And Legislative Trend Analysis

Job areas

  • Finance & Accounting
  • Management & Leadership
  • Consulting

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