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Facilitator/Assessor – Essential Skills Manitoba

Confidential

Winnipeg, Manitoba permanent

Posted: April 29, 2026

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Job Description

Essential Skills Manitoba (ESM) is looking for a Facilitator/Assessor who plays a central role in creating an engaging, inclusive, and productive environment where learners can learn, collaborate, and achieve defined outcomes. This role is responsible for guiding discussions, managing group dynamics, and ensuring that sessions whether training, workshops, or community engagements run smoothly and effectively. By using strong communication, active listening, and problem‑solving skills, the Facilitator/Assessor helps individuals clarify goals, explore ideas, and move towards learning objectives.

Qualifications and Requirements

Strong understanding of adult learning principles

Understanding of Skills for Success Framework is an asset

Experience in a similar position, as well as background in the nonprofit sector will be considered an asset

Demonstrates strong knowledge and supports individuals from diverse cultural and ethnic backgrounds, contributing to an inclusive and equitable workplace and learning environment

Confident delivery of training sessions

Ability to interpret and deliver curriculum, training plans, and learning materials

Skilled in group facilitation and learner engagement

Competent in documenting learner progress and providing constructive feedback

Experience guiding learners through assessments, activities, and practical tasks

Ability to adapt facilitation style to meet learner needs and organizational requirements

Deliver structured training programs across multiple cohorts

Support adult learners from diverse backgrounds through guided practice, coaching, and feedback

Collaborate with training teams to refine materials and improve delivery

 

Responsibilities

Serve as a positive and informed representative of the organization.

Understand and deliver the Skills for Success Framework.

Deliver ESM workshops as required, including preparation of materials and classrooms either independently or as a team, flexible to support team goals.

Conduct assessment services using the organization’s internal assessment tool.

Guide learners through Recognition of Prior Learning (RPL) activities.

Determine learner strengths and identify areas of development from assessment results, classroom observations, learner self‑assessments, and conversations.

Conduct debriefs with learners to explain assessment results and recommendations.

Write learner reports including assessment results, facilitator observation, RPL, and provide appropriate next‑step recommendations to address areas for development.

Communicate professionally and in a timely manner with learners and referring partners, in person, by phone, and by email.

Conduct post‑training follow‑up with learners to accurately document program outcomes and update learner status.

Perform administrative functions for service deliveries including organization of digital learner files, entering attendance records, and collecting and entering survey results.

Utilize appropriate data collection and measurement processes and internal data application tools.

Utilize technology as required for service deliveries, such as Chromebooks, Smart boards, Teams, Learning Management Systems, and data collection software.

Work with the Programs Assistants, Operations team, and Instructors to support learners through an appropriate path.

Respond in a timely manner when contacted by government or other referring partners.

Adhere to and stay up to date with all organizational policies and procedures.

Collaborate on development of or updates to program materials and curriculum.

Provide back‑up coverage to front desk Programs Assistants as required.

Deliver offsite ESM and WEM services as required, demonstrating flexibility and willingness to travel to support training requirements.

Other duties as assigned.

 

Job Type:  Full Time (37.5 hrs per week)

Applicants must be legally entitled to work in Canada.

 Successful applicant will be required to provide the results of the below listed safety checks.

Vulnerable Persons Check

Driver’s Abstract Check

If you are seeking an opportunity to work with a dynamic Organization, please forward your cover letter and resume on demonstrating how you meet the qualifications (including a list of references) to Essential Skills Manitoba no later than May 8, 2026.

To know more about Essential Skills Manitoba please visit About ESM - Workplace Education Manitoba

Applicants may request reasonable accommodation related to the materials or activities used throughout the selection process. 

This position will remain open until filled.

We thank all who apply and advise that only those selected for further consideration will be contacted.

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