Senior Group Underwriter, Reinsurance - 225

DGA Careers Inc.; Calgary; Hybrid; CAD 100,000 - 130,000; Full time

Benefits offered by this job

Health benefits

Hybrid work arrangement

Performance bonus

Pension plan

Generous vacation

Equipment provided

Job summary

DGA Careers Inc. is recruiting a Senior Group Underwriter to support insurer clients nationwide in Canadian group life & health reinsurance.

You’ll tackle complex, non-standard cases and help shape underwriting guidelines, working with actuarial, medical underwriting, claims, and senior leadership. Hybrid work is offered (Toronto or Montreal preferred; remote considered for the right candidate in other cities).

Qualifications

• 10+ years of progressive Canadian group life & health underwriting experience.
• Strong ability to explain guideline reasoning and build solutions where no precedent exists.
• Comfort operating in ambiguous, non-black-and-white situations.

Responsibilities

• 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 with no standard template.
• Draft and negotiate treaty language and amendments; evolve underwriting guidelines.
• 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.

Skills

Group life underwriting

Health underwriting

Technical depth

Ambiguity handling

Client relations

Education

University degree in actuarial science, math, statistics, or finance

Job 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 quotingReal 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

DGA Careers has been proudly serving the Canadian insurance industry for over 40 years, specializing in providing insurance recruiting services to major insurers, insurance brokerage firms and independent adjusting firms. With offices in Toronto, Vancouver, Montreal, Edmonton, and Calgary, DGA Careers is well positioned to conduct searches with a national scope. Our unrivalled professional network across Canada provides us with the ability to reach vital key influencers and passive candidates nationally.