Job Title: Group Benefits Manager (Large Market)
Contract Length: Permanent
Location: Hybrid - Mississauga, ON
Federal Government Clearance Level Required: None
Vacancy Type:
☐ New Position
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About Us:
Maplesoft Group is currently seeking a hybrid Group Benefits Manager (Large Market) for our client.
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Position Summary:
The Group Benefits Manager is accountable for delivering high quality, outsourced benefits administration services and for fostering strong, trusted partnerships with client organizations. Leading a dedicated operations team, this role ensures service accuracy, operational efficiency, and an outstanding client experience. The successful candidate combines deep group benefits administration expertise with proven leadership skills and a passion for elevating client service standards.
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Key Responsibilities
• Serve as the senior relationship manager for assigned client accounts, ensuring proactive communication, effective issue resolution, and consistently high quality service delivery. 
• Oversee day to day operations for client accounts, ensuring accurate, timely delivery of outsourced benefits administration services. 
• Manage and prioritize client tasks to ensure service commitments, deadlines, and quality standards are consistently met. 
• Monitor team workload and capacity, allocating work effectively to balance demand, support productivity, and maintain service excellence. 
• Lead incident management activities, including escalation, root cause analysis, and implementation of corrective actions to prevent recurrence. 
• Direct the annual enrollment cycle for each client in the portfolio, ensuring seamless planning, execution, communication, and post implementation validation. 
• Administer and oversee the Change Request process, collaborating with clients to define requirements, assess impacts, and ensure changes are delivered accurately. 
• Prepare and validate client billing, ensuring accurate invoicing aligned with contractual terms and timelines. 
• Ensure all client requirements documentation is accurately maintained, up to date, and easily accessible to support consistent service delivery. 
• Oversee the creation, maintenance, and continuous improvement of Standard Operating Procedures (SOPs) to ensure they remain accurate, efficient, and reflective of evolving processes.
• Prepare and maintain operational dashboards and scorecards for clients and internal leadership, providing clear visibility into performance, trends, and service metrics.
• Provide people leadership, including coaching, performance management, and development planning to build a high performing, engaged team. 
• Drive a culture of continuous improvement by proactively identifying opportunities to streamline workflows, reduce manual processes, introduce automation, and enhance overall operational efficiency across the benefits administration lifecycle.
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Required Qualifications:
• 5+ years of progressive experience in group benefits administration
• Strong working knowledge of group benefits plans, including eligibility, enrolment, billing, and reporting
• Demonstrated experience managing client relationships, with the ability to build trust and influence stakeholders.
• Experience supporting large client organizations and engaging directly with senior level customer stakeholders.
• Proven ability to interpret contracts, plan texts, and insurer policies, and apply them accurately in operational contexts.
• Experience leading or supporting benefits implementations and transitions, including coordination of activities, data, and communications.
• Familiarity with benefits administration systems and data management processes, with the ability to quickly learn new tools and technologies.
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Skills & Competencies:
• Exceptional attention to detail, with high standards for accuracy, quality, and compliance.
• Strong client service orientation, with excellent communication and relationship‑management skills.
• Strong written and verbal communication skills, with the ability to convey information clearly, professionally, and in a manner that builds client understanding and confidence.
• Proven ability to manage multiple priorities and deadlines in a fast‑paced, dynamic environment.
• Advanced problem‑solving skills, with the ability to navigate escalated, complex, or sensitive issues effectively.
• Project management capability, including coordinating activities, timelines, and stakeholders to achieve successful outcomes.
• Sound professional judgment and discretion when handling confidential or sensitive information.
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Compensation:
Salary Range: $75,000 – $120,000 per year

Other Compensation (if applicable):
• Up to 10% annual performance bonus
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Benefits:

• Comprehensive benefits package

• Wellness benefits with carry-forward

• Defined contribution pension plan

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Our recruitment process is led by human recruiters who review all applications and make the final hiring decisions. We use AI-assisted tools to help screen and organize applications. These tools do not replace human judgment, and all hiring decisions are made by people.
Please note that data collected by the Company may be stored or processed on servers located outside of Canada.
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Application Submission Details
Submission Deadline:
Friday, March 20, 2026, 12:00pm EST

How to Apply:
Submit your resume (and cover letter) to:
• info@maplesoftgroup.com
Or
• https://www.maplesoftgroup.com/Careers/Career-Opportunities
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Maplesoft is an equal opportunity employer and welcomes applications from all qualified candidates. Accommodations are available upon request throughout the recruitment process.