Instructor Training - Train & Engine

Canadian Pacific Railway; Winnipeg; On-site; CAD 65,000 - 95,000; Full time

Benefits offered by this job

Flexible benefits

Pension plan

Employee share purchase plan

Performance incentive plan

Annual fitness subsidy

Job summary

Canadian Pacific Railway is seeking a Training Specialist to design, deliver, and support high-quality programs for Operations, ensuring PSR safety and efficiency across locations.

You will coordinate courses, manage examinations, and maintain LMS records while collaborating with field managers and unions to ensure consistent training and compliance with policy. A strong safety record and LMS familiarity are essential.

Qualifications

• Experience in railroad operations and training delivery.
• Knowledge of Adult Education Principles and Instructional Design.
• Ability to train diverse client groups and unions.
• Strong safety performance record is essential.

Responsibilities

• Design, deliver, and support training programs for Operations.
• Coordinate courses, programs, and examinations; update content as needed.
• Enter training records into LMS for Train and Engine groups; resolve issues.
• Provide ongoing support to field managers, new hires, and client groups.
• Evaluate trainee on-the-job performance and maintain confidentiality.

Skills

Facilitation

Leadership

Interpersonal skills

Presentation

Education

High School Graduation or GED

Tools

LMS

Job description

Join CPKC, North America’s first transnational railroad connecting U.S., Canada, and Mexico, where your career drives progress and safety is paramount. We connect communities, fuel economic growth, and provide meaningful work in a culture that values diversity, accountability, and pride. With opportunities for training, development, and advancement, you’re not just building a career—you’re part of something bigger. Together, we move goods, connect people, and create lasting change. Your future starts here.

PURPOSE OF THE POSITION:

Apply technical training expertise to design, deliver, and support high-quality training programs that align with organizational performance targets and business strategies. This role is critical in ensuring Operations employees are equipped with the knowledge, skills, and competency required to execute Precision Scheduled Railroading (PSR) safely, efficiently, and consistently across all locations.

POSITION ACCOUNTABILITIES:

• Schedule, deliver, and support training sessions aligning overall business strategies and performance targets for the Operations department
• Coordinate and manage courses, programs, and examinations, revising content as necessary to adhere to policy or procedure changes
• Assist in the development of structured training plans and deliver courses according to established curriculum guidelines
• Accurately enter training records into the Learning Management System (LMS) for Train and Engine (T&E) and proactively address any emerging training issues
• Provide continuous support to client groups, field managers, and new hires, ensuring they receive the necessary training and resources
• Evaluate on-the-job performance of trainees, maintaining confidentiality of classes and employee results
• Be prepared to deploy to various locations to support operations as needed
• Deliver training sessions at remote terminals to ensure all employees receive consistent and comprehensive training

POSITION REQUIREMENTS:

• High School Graduation or General Equivalency
• 5 years of experience in a railroad operations role with a preference for extensive experience in T&E, with the capability to train various client groups
• Active Conductor certification with a preference for Locomotive Engineer qualification
• Outstanding safety record as an operational employee
• Understanding of collective agreement issues related to training
• Knowledge of Adult Education Principles and Instructional Design
• In-depth knowledge of the technical subjects being taught; familiarity with (LMS)
• Experience in applying business knowledge to the area of accountability
• Strong facilitation, interpersonal skills, presentation, and leadership skills, especially when working with client groups and unions
• Valid driver’s license

WHAT CPKC HAS TO OFFER:

• Flexible and competitive benefits package
• Competitive company pension and/or retirement plans
• Employee share purchase plan
• Performance incentive plan
• Annual fitness subsidy

PRE-EMPLOYMENT REQUIREMENTS:

Medical and Drug Testing

This is a safety critical position and a successful pre-employment medical assessment including physical, vision, hearing, and a negative company drug test is required. Post hire qualification drug testing may also be required.

• Criminal history check
• Education verification
• Professional references
• Driver’s license verification and driving history

BECOMING A RAILROADER:

As an employee with a North American presence, the possibility does exist that the location of your position may be changed based on organizational requirements.

Management Conductor Program

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

CULTURE OF INCLUSION:

For our U.S. applicants, CPKC is an equal opportunity/affirmative action employer, inclusive of protected veterans and individuals with disabilities. For Canadian applicants CPKC is an employment equity employer committed to the principles of employment equity and inclusion. We encourage all qualified candidates to apply including: women, Black, Indigenous, People of Color (BIPOC), members of the LGBTQ+ community and people with disabilities. Accommodations for the job application process can be provided, as appropriate, upon request. All applicant information will be managed in accordance with the federal Personal Information Protection and Electronic Documents Act (PIPEDA).

• Department: Safety, Training Standards & Rules