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Supervisor, Employee Services

COVID-19 Vaccination Requirement:

Pursuant to the Government of Canada's mandate that all federally-regulated employers require their employees to be fully vaccinated against COVID-19, CP requires all prospective employees to confirm their vaccination status, as part of the hiring process and as a condition of continued employment.


  • Req ID: 95330
  • Department: Information Services
  • Job Type: Full-Time
  • Position Type: Non-Union
  • Location: Winnipeg, Manitoba
  • Country: Canada
  • % of Travel: 0-10%
  • # of Positions: 1
  • Job Available to: Internal & External
  • Deadline to apply: 05/26/2022


Canadian Pacific is a transcontinental railway in Canada and the United States with direct links to major ports on the west and east coasts, providing North American customers a competitive rail service with access to key markets in every corner of the globe. CP is growing with its customers, offering a suite of freight transportation services, logistics solutions and supply chain expertise. Visit to see the rail advantages of CP.



The Supervisor Employee Services will be responsible to lead a diverse team through technology and continuous improvement activities. Assist the manager for all functions including employee life cycle event transactions, employee inquires, audits, prioritize workflow, escalation for Internal/External customers, overview all process and transactions to ensure employee and organizations data is accurate and timely, payroll control adherence for over 13,000 employees.  In addition, HR services are delivered based on customer requirements, government legislation, and delegation of authority, company policy, and fiscally responsible practices.



  • Working directly with unionized employees to establish self-managed work teams and provides guidance and support to employees creating and sustaining an empowered and engaged workforce;
  • Resolving and/or escalating as appropriate, issues associated with Employee Services;
  • Conducting stand up whiteboard meetings, efficiency tests and process compliance audits;
  • Monitoring workflow to ensure service level commitments are being met;
  • Dealing with errors/issues arising from unionized workforce appropriately and immediately;
  • Working with Administration/Staffing to ensure there is adequate coverage;
  • Acting as a resource to the staff in relation to processes and systems required to perform functions;
  • Identifying and implementing process improvements;
  • Identifying gaps in Employee Services training/ knowledge reporting same to the Manager, Employee Services;
  • Providing input on production standards and metrics as well as providing expertise to support achievement of service level agreements;
  • Ensure compliance with collective bargaining agreements and CP policies.



  • University degree preferred and/or 2 years’ railway operations experience;
  • Knowledge of the following computer applications would be considered an asset;
  • SAP HCM;
  • Excellent communication (written and verbal), organizational, and troubleshooting skills;
  • Must be able to work with vast array of employees and be adaptable;
  • Ability to build a solid team and influence the people to strive for success and move to the next level;
  • Ability to drill down, understand root cause and resolve complex issues;
  • Ability to exercise innovation, analytical, persuasion & influence skills in solving problems;
  • Ability to interact effectively with internal and external customers;
  • Ability to manage conflict and function as part of a team, using tact to influence and persuade others;
  • Ability to influence up to Stratum 3 by intelligent use of communication skills.



  • Flexible and competitive benefits package
  • Competitive company pension plan
  • Employee Share Purchase Plan
  • Performance Incentive Program 
  • Annual Fitness Subsidy



As an employer with national presence, the possibility does exist that the location of your position may be changed based on organizational requirements.


Background Investigation:

The successful candidate will need to successfully complete the following clearances:    

  • Criminal history check
  • Reference check


Management Conductor Program:

Becoming a qualified conductor or locomotive engineer is the single best way for a management employee to learn the business at CP. You may be required to obtain a certification or to maintain your current certification/qualification as a conductor or locomotive engineer.


CP is an equal opportunity employer committed to the principles of employment equity and inclusion. We welcome applications from all qualified individuals. All applicant information will be managed in accordance with the federal Personal Information Protection and Electronic Documents Act ("PIPEDA").

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