Systems Trainer

Location: 505 Miller Avenue, Markham, Ontario

Position Type: Permanent Full-Time

Reporting To: Director of Equipment

Start Date: Immediately

Hours: Monday to Friday, 8:00am to 5:00pm

The Dossier (AMCS) Systems & Fleet Maintenance Trainer is responsible for generating and maintaining work orders and life data for commercial trucks and equipment. This highly motivated individual will be responsible for system maintenance, vendor liaison, employee training, and continuous improvement of our Dossier fleet maintenance management system across multiple operating locations.

This role serves as the primary subject matter expert (SME) for Dossier, providing frontline support, coaching, process guidance, and system oversight to ensure consistent use of standardized maintenance procedures. The successful candidate will work closely with Operations, Maintenance, IT, and our software vendor to drive system improvements, support integrations, and enhance fleet maintenance performance.

In the position of Dossier (AMCS) Systems & Fleet Maintenance Trainer your responsibilities will include, but not be limited to:

• Lead new facility implementations and Dossier go-live activities, including acquisitions, asset setup, VRMS coding, and system configuration.
• Serve as the frontline trainer and subject matter expert for all Dossier users.
• Travel to operating locations to provide hands‑on coaching during implementation and post go‑live support.
• Conduct follow‑up audits to ensure proper adoption, data integrity, and standardized maintenance processes.
• Provide ongoing oversight and coaching to Maintenance and Parts Coordinators during the first several months following implementation to identify training gaps and reinforce best practices.
• Ensure all facilities consistently follow company maintenance procedures and Dossier standards.

• Develop and deliver standardized onboarding and training programs for new Dossier users across all locations.
• Maintain consistency in training to ensure all employees receive the same procedural instruction regardless of location.
• Create, update, and maintain training materials using platforms such as Click Learn, Articulate 360, and other learning tools.
• Identify knowledge gaps and develop additional learning resources as required.
• Act as the primary point of contact for Dossier procedural questions and user support.
• Host regular virtual user support sessions where employees can ask questions, share ideas, and discuss best practices.
• Lead bi‑weekly Dossier enhancement meetings to review system improvements and outstanding issues.
• Participate in monthly meetings with the Dossier (AMCS) development team to prioritize enhancements, review deficiencies, and influence future product improvements.
• Evaluate enhancement requests and make recommendations regarding system procedures and configuration.
• Communicate system updates, outages, procedural changes, and important announcements to all Dossier users.

• Monitor daily API integration reports between Sage and Dossier and investigate upload errors.
• Work closely with IT and business stakeholders to resolve interface issues.
• Participate in ongoing API integration initiatives to improve system functionality and automation.
• Assist with testing new integrations and system enhancements.

• Support ongoing improvement of Preventive Maintenance (PM) compliance through meter threshold optimization and reporting enhancements.
• Collaborate with Operations and IT to improve fleet maintenance reporting and key performance indicators.
• Assist locations with complex Dossier corrections, including:
• Timecard labour entry corrections
• Meter reading corrections
• Other procedural data issues requiring specialized system knowledge
• Support implementation and ongoing maintenance of shop dashboard displays used for technician productivity and live maintenance updates.
• Work with internal stakeholders to ensure dashboard accuracy and continued effectiveness.

• Experience using Dossier (AMCS) Fleet Maintenance Software or a similar Computerized Maintenance Management System (CMMS).…