Training Specialist

Upstaff


Job Location:

Toronto - Canada

Monthly Salary: CAD 70 - 70
Experience Required: 5years
Posted on: 4 days ago
Vacancies: 1 Vacancy

Job Summary

Training Specialist

Role: Training Specialist
Work Arrangement: 5 Days Onsite - 56 Wellesley St East Toronto
Industry Focus: Healthcare / Long-Term Care / EMR / HIS Training Support
Closing Date: June 9 2026

Overview

We are seeking an experienced Training Specialist to lead the design development delivery and evaluation of comprehensive training programs supporting healthcare and public sector technology initiatives. The successful candidate will work closely with business stakeholders subject matter experts project teams vendors and end-users to identify learning needs develop effective training solutions and ensure successful adoption of new systems and processes.

Key Responsibilities

Training Strategy and Development

  • Lead and conduct training needs assessments to identify learning requirements for all stakeholder groups and end-users.
  • Develop and implement comprehensive training strategies aligned with organizational objectives and OPS Change Management practices.
  • Design end-to-end training curricula learning paths and supporting resources.
  • Create high-quality training materials including:
    • User guides
    • Facilitator guides
    • Quick reference materials
    • Job aids
    • E-learning modules
    • Training presentations
    • Online learning resources
  • Conduct training evaluations and measure learning outcomes to support continuous improvement and ongoing learning initiatives.
  • Ensure training content complies with accessibility and usability standards.

Project Management

  • Provide project management expertise to support training initiatives and ensure alignment with overall project schedules and deliverables.
  • Monitor project progress identify risks resolve issues and communicate status updates to project leadership and stakeholders.
  • Coordinate training activities across multiple stakeholder groups vendors and technical teams.

Facilitation and Delivery

  • Deliver instructor-led training sessions in both classroom and virtual environments.
  • Support and coach facilitators to ensure consistent and effective delivery.
  • Apply adult learning principles and instructional design methodologies to maximize learner engagement and knowledge retention.
  • Present complex technical and business concepts to both technical and non-technical audiences.


Requirements

Stakeholder Engagement and Collaboration

  • Collaborate with subject matter experts business stakeholders healthcare professionals project teams vendors and working groups to define learning requirements.
  • Serve as a liaison between technical teams and business users during implementation and transition activities.
  • Support quality assurance testing and operational readiness activities.
  • Manage and escalate issues appropriately while providing recommendations for resolution.

Compliance and Accessibility

  • Ensure all training materials and delivery methods comply with:
    • Accessibility for Ontarians with Disabilities Act (AODA)
    • Ontario Design System (ODS)
    • Digital Service Standard
    • Service Design Playbook
  • Support healthcare privacy requirements related to personal health information where applicable.

Required Qualifications

Healthcare and Public Sector Experience

  • Minimum 2 years of experience providing training support within healthcare environments.
  • Experience working with:
    • Long-Term Care systems
    • Electronic Medical Records (EMR)
    • Hospital Information Systems (HIS)
    • Clinical Assessment Tools
  • Knowledge of healthcare privacy legislation and personal health information protection requirements is preferred.

Adult Learning and Training Expertise

  • Strong knowledge of adult education theories principles and practices.
  • Experience facilitating adult learning programs using multiple delivery methods including instructor-led virtual and self-paced learning.
  • Demonstrated expertise in instructional design curriculum development and training evaluation.

Technical Skills

  • Advanced proficiency with e-learning authoring tools such as Articulate 360 and similar platforms.
  • Experience using Learning Management Systems (LMS).
  • Advanced Microsoft Office skills.
  • Knowledge of OPS Change Management practices Ontario Design System (ODS) Digital Service Standard and Service Design Playbook.

Mandatory Requirements (Must Have)

Experience facilitating adult learning programs using multiple delivery methods
Experience developing training materials guides facilitator manuals and e-learning modules
Strong experience with Articulate 360 LMS platforms and Microsoft Office
Knowledge of Accessibility for Ontarians with Disabilities Act (AODA)
Excellent verbal written presentation and communication skills
Strong stakeholder engagement and consulting experience.

Communication and Relationship Management

  • Excellent verbal written facilitation presentation and interpersonal communication skills.
  • Strong stakeholder engagement and consulting skills.
  • Proven ability to build productive working relationships across business and technical teams.
  • Exceptional analytical problem-solving and decision-making abilities.
  • Strong negotiation conflict resolution and customer service skills.
  • French language proficiency is considered an asset.

Preferred Qualifications

  • Experience supporting digital transformation initiatives within healthcare or government organizations.
  • Experience developing accessible digital learning content.
  • Knowledge of healthcare system implementations and change management methodologies.

Work Environment

  • Full-time onsite assignment (5 days per week).
  • Collaborative environment involving healthcare stakeholders technical teams vendors and government partners.

Ideal Candidate

The ideal candidate is a highly organized and proactive Training Specialist with healthcare sector experience strong instructional design expertise and a proven ability to develop and deliver engaging learning solutions. They possess exceptional stakeholder management skills are proficient with modern e-learning technologies and can successfully support large-scale organizational change and technology adoption initiatives.




Required Skills:

Mandatory Skills & Experience Cloud & Infrastructure Engineering Proven experience designing deploying and maintaining hybrid infrastructure environments across: Microsoft Azure Amazon Web Services (AWS) Linux-based environments SaaS solutions COTS solutions On-premises systems Strong experience with Windows and Linux server administration including: CentOS Ubuntu CoreOS Experience supporting modern web technology stacks including: LAMP MEAN Drupal Elasticsearch Experience with virtualization platforms storage solutions networking and enterprise infrastructure services. Strong understanding of cloud architecture frameworks technology assessments and cloud solution strategies. Identity & Access Management Experience managing and supporting identity and access controls using: Active Directory Microsoft Entra ID Enterprise IAM solutions Experience implementing authentication authorization and access governance controls. DevOps & CI/CD Automation Strong experience designing building and administering CI/CD pipelines for continuous integration and deployment. Experience with development and collaboration tools including: Azure DevOps JIRA Confluence Maven Jenkins Experience with Infrastructure as Code (IaC) and version-controlled deployments. Strong knowledge of DevOps methodologies automation frameworks and release management best practices. Experience with containerization and orchestration technologies including: Docker Kubernetes AKS / EKS Experience automating operational and compliance-related activities using: PowerShell Bash Python Programming & Scripting Hands-on experience with scripting and programming languages including: Python Bash PHP Java JavaScript Experience with build and configuration management tools including: Git Ansible Chef Puppet API & Integration Experience Experience building and consuming APIs and integration endpoints. Experience integrating cloud platforms enterprise systems and deployment pipelines. Understanding of enterprise integration architectures and service-based deployments. Security Monitoring & Compliance Strong understanding of infrastructure security cloud security and DevOps security best practices including: Least privilege access Secure logging Secrets management Vulnerability remediation Experience with security and monitoring tools including: Radware Dynatrace Splunk Azure Monitor / Log Analytics AWS CloudTrail / CloudWatch ELK Stack / SIEM solutions Experience implementing centralized audit logging and monitoring across enterprise platforms. Ability to support internal and external audits through reporting evidence gathering and log analysis. Experience supporting forensic investigations audit remediation and incident reviews. Familiarity with Government of Ontario I&IT Directives Policies and Information Technology Standards. Release Management & Operational Support Experience coordinating infrastructure and application releases across technical and business teams. Knowledge of change management processes deployment approvals rollback planning and release governance. Experience with release readiness reviews deployment validation and post-release monitoring. Ability to maintain release documentation operational records and audit artifacts. Project Management & Communication Strong project planning coordination and resource management skills. Experience with roadmap planning modernization initiatives and infrastructure investment planning. Strong stakeholder communication and cross-functional collaboration skills. Ability to explain complex technical concepts to business users leadership teams and non-technical stakeholders. Strong documentation reporting presentation and technical writing skills. Mobile Device Management Experience supporting mobile device management for cellular devices and tablets across multiple platforms and operating systems. Desirable Skills Experience supporting Government of Ontario enterprise environments. Experience with enterprise modernization and cloud transformation initiatives. Familiarity with enterprise governance compliance frameworks and audit readiness programs. Experience mentoring and coaching junior DevOps and infrastructure resources. Strong understanding of operational resilience disaster recovery and enterprise monitoring strategies. Additional Information Strong hands-on DevOps cloud infrastructure automation CI/CD security and enterprise release management experience is mandatory for this role.

Training SpecialistRole: Training Specialist Work Arrangement: 5 Days Onsite - 56 Wellesley St East Toronto Industry Focus: Healthcare / Long-Term Care / EMR / HIS Training Support Closing Date: June 9 2026OverviewWe are seeking an experienced Training Specialist to lead the design development deli...