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Group Underwriting Lead

Remote / Online - Candidates ideally in
Kelowna, BC, Canada
Listing for: Simply Benefits Inc.
Full Time, Remote/Work from Home position
Listed on 2026-02-23
Job specializations:
  • Insurance
    Underwriter, Risk Manager/Analyst, Insurance Analyst, Insurance Risk / Loss Control
  • Finance & Banking
    Underwriter, Risk Manager/Analyst
Job Description & How to Apply Below
Position: Group Benefits Underwriting Lead
Simply Benefits is seeking a  Team Lead, Group Benefits Underwriting  to provide day-to-day leadership and technical guidance to the underwriting team. This role is responsible for supporting consistent underwriting decisions, mentoring underwriters, and acting as a first point of escalation for complex cases across new business, renewals, and plan amendments. The ideal candidate brings strong hands-on group benefits underwriting experience, a collaborative leadership style, and the ability to operate effectively in a multi-carrier TPA environment.

Key Responsibilities   Provide daily guidance, coaching, and support to Group Benefits Underwriters.
Act as the first escalation point for complex or non-standard underwriting cases.
Review underwriting decisions for accuracy, consistency, and adherence to underwriting guidelines.
Support onboarding and training of new underwriting team members.
Foster a collaborative, accountable, and solutions-oriented team environment.
Perform underwriting for new business, renewals, and plan changes across insured and ASO arrangements, as required.
Support pricing analysis, experience reviews, trend assumptions, and credibility assessments.
Assist with underwriting exceptions and carrier negotiations.
Ensure accurate handling of plan amendments, carrier changes, and benefit transitions.
Cross-Functional Collaboration   Work closely with Sales, Client Management and Group Service Reps to support timely and accurate execution.
Provide underwriting input on complex client scenarios, escalations, and operational impacts.
Ensure underwriting decisions and assumptions are clearly documented and communicated to internal stakeholders.
Process, Quality & Continuous Improvement   Support consistent application of underwriting standards and best practices.
Identify process gaps, training needs, and opportunities for operational improvement.
Assist with system enhancements, testing, and underwriting workflow improvements.
Contribute to reporting, quality checks, and audit readiness activities.
Qualifications

Required:

5–8+ years of Group Benefits underwriting experience.
Strong technical knowledge across EHC, Dental, Disability, and ancillary benefits.
Experience underwriting experience-rated groups, renewals, and plan amendments.
Demonstrated ability to coach, mentor, or informally lead peers.
Strong communication, analytical, and problem-solving skills.
Preferred:
Previous experience in a Team Lead, Senior Underwriter, or similar role.
CEBS, or progress toward a professional designation.
Experience working in a TPA or multi-carrier environment.
Exposure to underwriting systems, automation, or process improvement initiatives.
Strong technical underwriting judgment
Collaborative and supportive leadership style
Attention to detail and operational discipline.
Ability to manage competing priorities in a fast-paced environment.
Clear and effective communication
Why Simply Benefits?
Exposure to diverse clients, carriers, and complex underwriting scenarios
Supportive, collaborative team culture
Competitive compensation, benefits, and professional development opportunities
Job Type:  Full-time, Permanent

Schedule:

Monday to Friday, 8 hour days

Location:

Kelowna, BC (remote work available within Western Canada)

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