Training Lead, Enterprise Time and Attendance System

Role Overview

• Reporting to the Manager, HR Technology & Analytics, the Training Lead will support the implementation of the enterprise Time & Attendance system (UKG Pro WFM) in terms of end-to-end training strategy, planning, and execution.
• Responsible for designing, developing, and delivering the end-to-end training strategy and program to support successful adoption of the enterprise Time & Attendance system (UKG Pro WFM) across the City and its affiliates.
• Conduct comprehensive training needs assessments across business units to identify role-based learning requirements including functional and technical admins, managers, and frontline employees.
• Design and develop training curriculum, materials, and job aids, including instructor-led training, e-learning modules, quick reference guides, and system simulations.
• Work collaboratively with HR, Payroll, IT, Subject Matter Experts (SMEs), and Implementation Partner to translate system functionality (time entry, approvals, scheduling, absence management, etc.) into effective learning and user-friendly content.
• Develop and manage a training delivery plan, including scheduling, logistics, resource coordination, and rollout strategy across the City and its affiliates.
• Deliver or oversee delivery of training sessions, including train-the-trainer programs, classroom sessions, and virtual learning environments.
• Collaborate closely with the Organizational Change Management (OCM) Lead to align training with change management strategies, communications, and readiness activities.
• Establish and track training metrics and KPIs, including training effectiveness, participation, completion rates, knowledge retention, and user proficiency.
• Conduct training evaluations and gather feedback to continuously improve learning effectiveness and materials.
• Support organizational readiness and adoption efforts by reinforcing key messages and ensuring employees have the knowledge and tools required to transition successfully.
• Maintain training documentation repository and ensure content is current, version-controlled, and accessible.

Requirements

• University Degree in Education, Human Resources, Organizational Development, Business Administration, or related discipline, or equivalent combination of education and relevant experience.
• Considerable experience in training development and delivery for enterprise system implementations, preferably HR systems such as UKG Pro WFM, Kronos, or equivalent Time & Attendance solutions.
• Demonstrated experience designing and delivering large-scale, role-based training programs for complex organizations (3000+ users preferred).
• Strong understanding of workforce management processes, including timekeeping, scheduling, absence management, and payroll-related functions.
• Experience working within municipal, public sector, or unionized environments, with understanding of collective agreements and operational workforce needs, is strongly preferred.
• Demonstrated ability to develop instructional design materials using best practices in adult learning principles and methodologies.
• Experience delivering training through multiple channels, including instructor-led, virtual, and e-learning platforms.
• Familiarity with learning management systems (LMS) and digital learning tools is preferred.
• Excellent stakeholder engagement, facilitation, communication, writing, and presentation skills, with the ability to explain complex concepts in a clear, concise, and engaging manner to diverse audiences.
• Demonstrated knowledge and skills in business process analysis and business process mapping.
• Strong organizational and project coordination skills, with the ability to manage multiple training activities simultaneously.
• Experience measuring and reporting on training effectiveness, readiness, and adoption metrics.
• Strong collaboration skills with the ability to work effectively with cross-functional teams and subject matter experts.
• Proven ability to build, manage and foster a team-oriented environment.
• Has the ability to develop, maintain, strengthen and repair partnerships with others inside or outside of the organization to elicit cooperation.

Benefits

• Health insurance
• Training and professional development opportunities