Implementation & Maintenance Administrator

Benefits Implementation & Maintenance Administrator

Johnston Group provides employee benefit solutions to over 30,000 companies, ranging from one employee to thousands across various product lines, including Chambers of Commerce Group Insurance Plan, Canada’s #1 employee benefits plan small businesses. JG is a platinum member of Canada’s Best Managed Companies and was named one of Manitoba’s Top Employers. We support a positive work atmosphere where we value the diversity in the people we serve and are looking for talent who will contribute to our diverse and inclusive workplace;

where individual differences are recognized, appreciated, and respected. JG believes in giving back and contributes significantly to local health, arts, sports, and other community organizations.

The Benefits Implementation & Maintenance Administrator is responsible for coordinating the setup and ongoing administration of group benefit plans for new and existing clients. This role requires strong organizational skills, attention to detail, and the ability to manage multiple priorities in a busy and changing environment.

You will work closely with clients, advisors, and internal teams to ensure all benefit plans are implemented accurately and maintained effectively. Clear communication, both written and verbal, is essential. You will coordinate project timelines, manage enrolment setup, and oversee multiple moving parts throughout each implementation process.

This position is best suited for someone who is self-motivated, comfortable taking initiative, and able to determine what needs to be done without constant direction. You must be able to handle frequent interruptions, adapt to shifting priorities, and maintain accuracy under pressure. A strong focus on procedures and quality control is important, as errors can require significant re-work.

You need to think critically, adapt to each client’s situation, and apply creative problem-solving when things do not fit neatly into a standard process.

If you are detail-oriented, organized, and enjoy a structured environment where you can think independently while managing complex client needs, this role offers the opportunity to build your expertise in group benefits administration through challenging, varied, and rewarding work.

* Hybrid working model based out of our Winnipeg, MB office, with three days in office per week.

Key Responsibilities:

• Implement new client benefit plans from start to finish by working closely with clients, Business Development Directors, Underwriting, and Advisors.
• Maintain existing client plans, including amendments, carrier changes, and annual rate renewals.
• Prepare sold case documents, code systems, update plan data, and verify accuracy using checklists and written processes.
• Communicate directly with clients through calls, virtual meetings, and email. Provide clear updates and professional correspondence.
• Manage a high workload by prioritizing what is most important each day while meeting service standards and deadlines.
• Work with multiple systems and applications across several monitors, keeping information organized and accurate.
• There are procedures and resources available to support your work, but this role requires critical thinking and the ability to adapt those resources to unique client situations.
• Collaborate with other departments such as Claims, Accounting, IT, and Business Development to align on client goals and resolve issues.
• Conduct self-review and quality checks on all completed work to confirm accuracy and compliance.
• Maintain accurate and well-documented records for easy reference and future use.
• Support colleagues when workloads shift to maintain consistency and workflow continuity.

Qualifications:

• 3 to 5 years of experience in group benefits administration or a related administrative role is an asset.
• Strong organizational and time management skills, with the ability to handle high volumes of work and competing priorities.
• High attention to detail and accuracy in every task.
• Demonstrates strong written and verbal communication skills, including professional email and presentation capabilities. Fluency in French (written & verbal) is…