Group Underwriter

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

Benefits offered by this job

Company-paid benefits

Bonus program

Pension plan

Generous vacation

Remote/hybrid work

Job summary

DGA Careers Inc. is partnering with a global reinsurance organization in Canada to hire a senior underwriter focused on group life & health. You will handle complex, non-standard cases and help shape guidelines rather than simply applying them.

Join a small, experienced team where technical depth and independent judgment matter most, with hybrid or remote options for suitable candidates nationwide. The role offers a competitive base salary and annual bonus.

Qualifications

• 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).

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 (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.

Skills

Group life & health underwriting

Technical foundation

Ambiguity tolerance

Client communication

English proficiency

Education

Actuarial/Math/Finance degree (asset)

Job description

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 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