Facilitator / Employment Transition Coach

About The Career Foundation: The Career Foundation is a dynamic non-profit organization that offers a wide range of employment, training, and HR services to job seekers and employers. Since its inception in 1988, The Career Foundation has steadily expanded its services. Operating out of multiple locations, we now help thousands of people each year successfully accomplish their employment goals. Our team of dedicated professionals has described The Career Foundation as caring, compassionate, innovative, and team-oriented. For more information about us and our services, please visit our website at CareerFoundation.com.

Some of the benefits available to our employees include:

• Competitive compensation
• Employee wellness initiatives
• Paid days off for religious observance purposes
• Paid days off for personal wellness purposes

Program and Role Description

The Career Foundation’s Readiness for Successful Employment Transition (ReSet) program is designed to help income-support recipients prepare for and successfully transition into employment. This program consists of two phases. Phase one focuses on helping participants recognize the barriers that prevent them from pursuing meaningful careers. Through employment readiness and life skills training and coaching, participants develop a new outlook and a strong interest in pursuing employment. As a result of phase one, clients successfully transition into phase two: the Integrated Employment Service. Phase two provides alumni support and coaching to ensure clients are equipped and motivated to strengthen their attachment to the labour market.

As a Facilitator/Employment Transition Coach, you will be an integral member of the program team, responsible for delivering inspirational group training that highlights the value and impact of work on clients’ professional, personal, and family lives. Through engaging workshops and one-to-one coaching, you will help clients develop life skills and prepare for active job searching, which is the intended purpose of the ReSet program. You will also support community outreach efforts to recruit eligible participants and promote the ReSet program within the communities we serve. You will have individual targets to meet, contributing to the team’s overall goal of achieving successful outcomes for our clients.

Position type:

Full-time contract (37.5 hours per week) until March 31, 2026, with excellent potential to lead to a permanent employment opportunity within the organization.

Base Location and Travel Requirements:

This position is based on site at our North York office, located near Lawrence Avenue West and Allen Road. The position also requires local travel to employer sites, community partner locations, and other sites within the communities that we serve to support program activities, including outreach and attending workplace tours. All Facilitator/Employment Transition Coaches are also required to travel to and work from our Scarborough and Toronto offices on a rotational basis to support program delivery.

The successful candidate should possess a valid Ontario G driver’s licence and a reliable vehicle to perform the core deliverables of the position that require frequent travel, including to locations not accessible by transit.

Vulnerable Sector Check:

An offer of employment for this opportunity will be contingent on the incumbent providing an acceptable Vulnerable Sector Check (VSC).

Start date:

As soon as possible

Reporting to:

Program Manager

Responsibilities include:

Workshop Facilitation

• Designs and delivers engaging in-person workshops through interactive activities and discussions focused on changing mindsets, goal setting, dispelling myths about work, and progressing clients towards enrolling in an employment program.
• Maintains an effective working relationship with clients when presenting workshops, ensuring clients with different learning styles and needs are accommodated, including conducting knowledge checks and feedback sessions to ensure reflection, progress, and continuous attendance.
• Coordinates guest speakers, training opportunities, and group mentorship events to advance clients’ learning, exposure, and networking.
• Manages conflict or disruptions during workshops in a proactive, positive, and professional manner.
• Facilitates direct coordination of services with employment service partners, ensuring clients successfully transition to Phase 2 of the program, which is active job search.
• Follows up with each client to ensure their positive engagement in the job search program and provides support as needed.
• Fosters an alumni network and facilitates follow-up workshops, including life skills sessions that support active job search and job retention topics.
• Performs other relevant duties as assigned

Employment Transition Coaching

• Conducts accurate assessments of potential clients and their eligibility for the program.
• Assesses the needs of clients and identifies their barriers to program participation and employment, utilizing prescribed processes and systems.
• Develops customized service plans with appropriate coaching support and employment exposure to help clients transition into active job search.
• Provides one-to-one life skills coaching to clients, encouraging them to apply skills learned through workshops and progress toward their goals and employment program participation.
• Coaches and motivates clients during the program and follows up during the early phases of Phase 2, which involves active job search.
• Partners with the employment program to support the clients’ job search engagement and progress toward employment.
• Utilizes systems and technologies provided by The Career Foundation to further support clients in achieving successful outcomes.
• Performs other relevant duties as assigned.

Outreach to Participants and Employers

• Performs effective outreach to recruit eligible participants who have been receiving Ontario Works Income Support or have been unemployed for an extended time.
• Presents the program to community partners and potential participants, ensuring they understand the program objectives.
• Conducts outreach and cold calls to employers to promote the ReSet program and arranges guest speaking sessions, workplace tours and exposure opportunities, mentorships, and professional networking sessions.
• Develops two new employer contacts each week and eight new employer contacts each month to generate work exposure opportunities for clients of the program.
• Conducts accurate assessments of participants based on program eligibility requirements and ensures all mandatory intake forms are completed.
• Supports the Program Manager in preparing communications about the program, including success stories and entries for annual reports.
• Performs other relevant duties as needed.

Case Management & Documentation

• Maintains accurate case notes and files in compliance with internal policies and funder requirements.
• Prepares and maintains documentation on client intakes, referrals, attendance, suitability indicators, outcomes, and other required information.
• Monitors clients’ progress with ongoing follow-up calls and meetings and ensures all appropriate documentation is recorded in online reporting systems.
• Provides the Program Manager with documentation for supports to be purchased for program participants.
• Ensures that client records are kept up-to-date and audit-ready.
• Performs customer service and administrative functions, including document creation and file retrieval.
• Performs other relevant duties as assigned.

Qualifications/ Skills Required:

• Post-secondary degree or diploma in human services, social sciences, or a related field is highly preferred, or an equivalent combination of education and experience is required.
• Must possess a minimum of two years of related experience in workshop facilitation, job or life skills coaching, or other professional experience that is directly transferable to the responsibilities of the position.
• Confident public speaking and presentation skills to effectively engage clients during workshops and other program activities.
• Excellent verbal and written English communication skills.
• Valid Ontario G driver’s licence and reliable vehicle to conduct essential work-related travel.
• Experience with community outreach, recruitment, and/or developing relationships with employers considered strong assets.
• High emotional intelligence, demonstrating patience, empathy, and connectivity when working with clients of various experiences, needs, abilities, and cultural or social backgrounds.
• Demonstrated track record in a results-driven environment with experience meeting targets.
• Exceptional customer service skills and the ability to uphold the organization’s service standards, policies, and core values.
• Knowledge of current labour market trends, job search techniques, and employment research methods is considered an asset.
• Professional and courteous approach to client service with a high level of respect for the diversity of the people served.
• Ability to maintain sensitive information and exhibit tact, diplomacy, and good judgment, with high standards of ethics and confidentiality.
• Advanced proficiency in Microsoft Office Suite (Word, PowerPoint, Excel) and Outlook 365 applications, including Teams and SharePoint. Must possess the aptitude and willingness to learn and work with new online systems and technologies.
• Flexibility to occasionally work outside regular business hours when required to ensure the team meets all objectives.
• Demonstrated ability to remain flexible and resilient, adapting quickly to changing priorities while maintaining trust and positive working relationships.
• Strong work ethic with the ability to multitask while maintaining a positive and proactive attitude.

The Career Foundation’s Commitment:

The Career Foundation is committed to diversity and inclusion and aims to create a healthy and rewarding environment for all. We welcome applications from qualified individuals who represent the diversity of the people we proudly serve, including, but not limited to, visible minorities, women, persons with disabilities, Indigenous peoples, and individuals of all genders and sexual orientation. The Career Foundation, in accordance with the Accessibility for Ontarians with Disabilities Act (AODA), is also committed to accommodating applicants with disabilities throughout the recruitment process. We will work with candidates requesting accommodation at any stage of the hiring process.