Supervisor, Benefits & Employee Services (4965)

Job Posting

Supervisor, Benefits & Employee Services
Organization:  City of Toronto
Province:  Ontario
Location:  Toronto

Supervisor, Benefits & Employee Services
Requisition #: 2316804 X
Division: Pension, Payroll & Employee Benefits
Section: Benefits
Work Location: METRO HALL, 55 JOHN ST
Job Location: Canada-Ontario-Toronto
Job Stream:  Accounting/Finance
Job Type: Permanent, Full-Time
Salary/Rate: $87,887.80 - $103,248.60 / Year
Hours of Work (bi-weekly): 70.00
Shift Information: Monday to Friday, 35 Hours per Week
Affiliation: Non-Union
Number of Positions Open: 1
Posting Date: 17-Dec-2018
Expiry date: 07-Jan-2019

Job Description

This leadership role with the City of Toronto’s Pension, Payroll and Employee Benefits Division is an exceptional career opportunity for a customer service-driven professional who can effectively plan and administer the delivery of employee benefits services. 

As Supervisor, your role will encompass the full scope of benefits and employee benefits responsibilities, as you will provide supervision to staff in the administration of benefits processing for new hire onboarding and retirements. Your success will be measured in large part by your ability to ensure that all legislated and contractual deadlines are met and to resolve complex benefit administration issues.

Your proven communication skills, both orally and in writing, will be evident as you maintain effective working relationships with employees, retirees, other divisions and departments, and insurance carriers in the efficient delivery of employee benefits services. We will also count on you to provide specialized benefit-related counselling in sensitive and confidential situations, including participating in or attending arbitration and court hearings. Working closely with the Auditor General's Office, operating divisions, Employee & Labour Relations and Legal Services, you will oversee and facilitate workplace investigations with regards to benefit fraud allegations.

How to Apply:

For more information on this and other opportunities with the City of Toronto, visit us online at To apply online, submit your resume, quoting File #2316804X, by January 7, 2019.

Accommodation: If you are an individual who requires accommodation, due to disability under the Ontario Human Rights Code, to apply for this position, please email us at, quoting job ID #2316804 and the job classification title. The City is committed to providing Code-protected accommodation throughout its hiring process. Please visit Hiring Policies and Statements for further details.


As an effective member of the Division’s management team, you will assist in the collective agreement bargaining process, provide essential data related to benefits administration, assist with the development and implementation of detailed benefit plans, and recommend policies and procedures regarding program-specific requirements. With a focus on having a skilled and knowledgeable team in place, you will provide staff training on benefit-related policies and procedures, and legislative requirements in the interpretation of various collective agreements, the Employment Standards Act, Canada Pension Plan legislation and the Income Tax Act as they pertain to benefits administration.

An analytical thinker and problem-solver with demonstrated initiative, you will liaise with IT and Payroll system staff and recommend changes to improve system functionality and ensure the integrity of system changes affecting benefits data accumulation, as well as oversee the implementation of any system changes related to benefits. At the same time, you will both lead, and participate in, special projects and various committees and meetings where benefits administration is impacted.

Success in this role calls for experience in supervising, training and motivating staff in a unionized environment, together with the flexibility and ability to thrive in a high-stress, creative environment with frequently changing and often-competing deadlines. Equally important will be your ability to establish effective working relationships with employees, client departments, outside agencies and/or politicians and other levels of government, and achieve results.

As the ideal candidate, you will have a post-secondary education in business management combined with financial management experience in a major public or private organization, specifically including work in employee benefits and pensions. A CIBS or CHRP designation would be an asset.