Classification Title: Team Lead
Department: Special Projects, Training and Employment Services
Hours of Work: 40 Hours Per Week (Full-Time, 1-Year Fixed-Term Contract)
Reports to: Manager, Training and Employment Services
Number of Position: 1 (2 Carlton St., Toronto, with travel to Street Haven sites as needed)
Pay Rate: $32.34 Per Hour or $67,267.20 Annually
Application Deadline: Friday, July 10, 2026
Requisition Type: Active Job Posting
Company Overview:
Street Haven at the Crossroads is a multidisciplinary agency dedicated to supporting women on their journey toward safety, stability, and personal empowerment. The organization provides a continuum of care that includes emergency shelter services, supportive housing, addiction recovery programs, mental health supports, and skills training. Since 1965, Street Haven has served women across the Greater Toronto Area through both onsite and outreach community-based programs, meeting women where they are. Through an integrated and compassionate approach to service delivery, Street Haven helps women rebuild their lives with dignity, resilience, and hope.
Position Overview
Reporting to the Manager of Training and Employment Services, the Team Lead, Employment Services is responsible for oversight of the delivery of employment related services to clients. The Team Lead will support the Intake Administrators for both the Integrated Employment Support program (IES) and the Skills Development Training program (SDF).
The Team Lead will oversee the recruitment and maintenance of the participants in the Women’s Healthcare Pathways (SDF) as well as support the clients enrolled in IES program.
Overall, the Team Lead will support the team to manage the client experience from intake to employment, connect clients to appropriate programs and training, fulfilling Street Haven’s mission to provide integrated support for women as they move forward in their own journey.
Key Responsibilities
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Support Intake/Outreach staff to refer clients through the training pathway: pre training support, training (PSW or HSW), providing support as required, leading to successful employment opportunities.
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Maintain statistics on client enrollment, progress and graduation from training
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Work with a reduced caseload of clients in both IES and SDF to support their progress toward employment and/or training
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Assisting participants to develop resumes and cover letters ensuring they are effective and appropriate representations of the participants’ skills and qualifications
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Supporting participants in conducting job search based on realistic and accurate assessment of qualifications and employer expectations through research of information provided within posting
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Coaching, supporting, and monitoring participants in the initial stages of employment
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Administration of financial supports to clients as needed
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Developing and maintaining accurate and detailed reports, cases notes and documentation related participants’ progress; creating individualized service plans to support client progress toward employment
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Support with client queries and application submissions for Better Jobs Ontario (BJO)
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Managing individual administrative duties: data entry in all databases (FFAI, CAMS) completing necessary paperwork, maintaining participant records as required
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Attending meetings as required
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Other duties as required
Qualifications, Skills and Experiences
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A post-secondary education in Career and Work Counseling, Adult Education or a related field and/or a combination of related work experience
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Strong knowledge of labour market trends, employment counselling and presentation techniques to facilitate adult learning
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A strong desire to work with people who face multiple barriers to employment
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Solid interpersonal and communication skills
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Excellent skills using Microsoft Office software including Word, Excel and PowerPoint
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Knowledge of the challenges experienced by clients who face barriers
Working Environment
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Days with occasional evenings and weekends
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On site at the office, and various Street Haven locations
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The environment is dynamic and unpredictable and involves regular exposure to clients who have been homeless and are living with challenges associated with mental health and addictions.
Inclusion
We are committed to diversity, equity and inclusion. Street Haven is an equal opportunity employer and candidates from diverse communities are strongly encouraged to apply.
We are committed to providing employment accommodation in accordance with the Ontario Human Rights Code and the Accessibility for Ontarians with Disabilities Act. Please advise us in advance if you require accommodation so we can plan as necessary.
Application process
To be considered for this position, you are committed to the mission of Street Haven. Street Haven is directed by the principles of Housing First and Harm Reduction, with all policies, procedures and service delivery informed by a demonstrated commitment to diversity and inclusion. We strongly encourage applications from women, and we welcome applications from candidates who can relate to and understand the unique needs of our client population.
We thank all applicants for their interest but only those selected for an interview will be contacted.
