Senior Benefits Specialist — Remote Canada (Equity Eligible)

Jobgether; Canada; Remote; CAD 90,000 - 112,000; Full time

Benefits offered by this job

Health benefits

Equity compensation

Vacation and wellness days

Remote work

Job summary

Jobgether is seeking a Senior Benefits Specialist based in Canada to join a growing Total Rewards team. You will manage benefits inquiries, enrollment accuracy, and data integrity across US/Canada programs while collaborating with People Operations and leadership.

The role blends hands-on administration with analytics, using AI to streamline tasks and drive improvements across benefits offerings and experiences for employees.

Qualifications

• 3–5 years of experience in benefits administration or benefits management, with exposure to Canadian and US benefits programs.
• Strong analytical skills and the ability to interpret benefits data, including utilization, costs, and trends.
• Excellent written and verbal communication skills, with the ability to explain complex benefits topics clearly.
• Experience managing employee inquiries, escalations, and exceptions with sound judgment and discretion.
• Demonstrated vendor management experience, including maintaining relationships and resolving service-related issues.
• Strong organizational skills and ability to manage multiple priorities and deadlines.
• Discretion and professionalism when handling confidential information.
• Collaborative approach with People Operations and external providers.
• Curiosity/adaptability with AI tools to improve processes.
• Nice to have: Workday administration and benefits design exposure.

Responsibilities

• Manage the employee benefits inquiry and escalation process from initial contact through resolution.
• Ensure accurate enrollment and data transfers between HRIS and providers, resolving discrepancies.
• Analyze benefits utilization, costs, inquiries, and trends to identify gaps and opportunities.
• Develop insights and recommendations for existing and future benefits offerings.
• Manage relationships with benefits vendors and address service issues.
• Identify opportunities to streamline and automate benefits administration processes.
• Enhance self-service resources and documentation for benefits questions.
• Leverage AI tools to improve response times and automate routine tasks.
• Contribute to evolving benefits programs in line with organizational needs.

Skills

Benefits management

Analytical skills

Communication

Vendor management

Organizational skills

Discretion

Collaboration

AI tools

Tools

Workday

Job description

Jobgether is seeking a Senior Benefits Specialist based in Canada to join a growing Total Rewards team. You will manage benefits inquiries, enrollment accuracy, and data integrity across US/Canada programs while collaborating with People Operations and leadership.

The role blends hands-on administration with analytics, using AI to streamline tasks and drive improvements across benefits offerings and experiences for employees.