Supervisor, Supportive Housing Programs (2026-364-CC)

WoodGreen Community Services; Toronto; Hybrid; CAD 65,000 - 70,000; Full time

Job summary

WoodGreen Community Services is seeking a Supervisor for the Supportive Housing Programs to oversee daily operations and staff onsite at 185 Cummer Ave, North York, ON. The role focuses on implementing program activities, overseeing staff, and engaging with clients to meet program expectations.

The position supports development of partnerships, coordination of care, and reporting while upholding equity and community objectives. Onsite work with a 35-hour week is required.

Qualifications

• Bachelor’s degree in a related field.
• 3+ years of experience implementing programs and working with homeless/vulnerably housed older adults and seniors.
• 3+ years of experience supervising staff, preferably in a unionized environment.

Responsibilities

• Support the Manager with implementing the operational responsibilities of programs, services, and initiatives.
• Provide daily oversight of program staff and support with orientation of staff.
• Work directly with the program participants to ensure they are meeting program expectations.
• Provide support to staff regarding program issues, team building, and crises incidents through individual meetings and team meetings.
• Support volunteers and students across programming activities and staff development.
• Promote awareness of the programs and its services to the community and partners.
• Build and maintain internal and external partnerships and collaborative activities.
• Develop and implement program initiatives such as food access, peer involvement, and life skills programming.
• Support Coordinated Care Plans and Case Plans development and execution.
• Assist with tenancy and building issue strategies and coordination with Housing Units.
• Support property management with WoodGreen Housing and Building Services.
• Contribute to data tracking systems, reporting tools, and completion of reports.
• Prepare statistical and program reports for the Manager as requested.
• Ensure equity objectives and community development policies are followed within programs.
• Participate in supervisory sessions and ongoing training to upgrade skills.

Skills

Staff supervision

Program implementation

Community engagement

Crisis management

Education

Bachelor’s degree

Job description

Employment Type: Contract Salary, Non-Bargaining Unit

Work Hours: 35 hours/week (Mon–Fri, 7am-3pm)

Work Setting: Exclusively onsite - 185 Cummer Avenue, North York, ON

Hourly Rate Range: $65,000 - $70,000

Application Deadline: September 28, 2026by 11.59pm

Competition #2026-364-CC Supervisor, Supportive Housing Programs (2026-364-CC) Employment Type: Contract Salary, Non-Bargaining UnitWork Hours: 35 hours/week (Mon–Fri, 7am-3pm) Work Setting: Exclusively onsite - 185 Cummer Avenue, North York, ON Hourly Rate Range: $65,000 - $70,000 Application Deadline: September 28, 2026by 11.59pm

Who We Are

WoodGreen is a team of diverse and innovative change makers working together to make a difference in our communities. A United Way Anchor Agency with a proven track record and an entrepreneurial mindset, we continuously seek to develop solutions to critical social needs while striving to become a Centre for Equity. Visit www. woodgreen.org to learn more about who we are and to review our Equity Statement .

We are committed to building an inclusive and diverse workforce, representative of the communities we serve. We encourage, and are pleased to consider, applications from Indigenous peoples, racialized persons/persons of colour, women/women identifying, persons with disabilities, 2SLGBTQIA+ persons, and others who contribute towards promoting innovative ideas and solutions.

Program Overview – Supportive Housing Programs, Community Care Unit

The Supportive Housing Program provides housing for seniors who have been street involved, experiencing mental health and/or addictions issues. The program provides onsite psychosocial, primary care supports and services including: intensive case management; harm reduction and addiction supports; therapeutic and supportive counseling; 24-hour staffing; assistance with activities of daily living; PSW services; life skills development; social and recreational activities; volunteer opportunities; and follow up support.

What You Will Do

• Support the Manager with implementing the operational responsibilities of programs, services, and initiatives associated with the Supportive Housing Program.
• Provide daily oversight of program staff and support with orientation of staff.
• Work directly with the program participants to ensure they are meeting program expectations.
• Provide support to staff regarding program issues, team building, and crises incidents through individual meetings with staff and participation in team meetings.
• Support the effective utilization, training, and support of volunteers and students throughout the various programming activities.
• Support the Manager with the planning and implementation of staff development.
• Support the promotion/awareness building of the programs and its services to the immediate and broader community.
• Support in building and maintaining internal and external partnerships and collaborative activities.
• Support in the development of and implements program initiatives, such as food access, peer involvement, and social and recreational and life skills programming.
• Support staff with the development and execution of Coordinated Care Plans and Case Plans.
• Support in the development of common strategies to address tenancy and building issues.
• Support WoodGreen Housing and Building Services with property management.
• Support the Housing Unit with tenancy issues, including pest control, hoarding, arrears, inspections, notices and work orders.
• Support the Manager with the implementation of program/operational protocols.
• Support the Manager with the implementation of organizational policies and procedures being carried out within all programs areas and services.
• Support the Manager with the implementation of data tracking systems and reporting tools and completion of reports.
• Prepare statistical and program reports for the Manager as requested.
• Ensure that the equity objectives and community development policies of the organization are followed within the programs.
• Participate in regular supervisory sessions with the Manager.
• Engage in training and education to upgrade skills as directed.
• Might be exposed to second-hand smoke, behavioral & cognitive outbursts, death, dying, drug use, pest-related concerns etc.
• Able to lift 40 lbs.
• Carry out relevant tasks as directed by Manager, and Director

What You Bring to the Team

• Bachelor’s degree in a related field.
• 3+ years of experience implementing programs and working with homeless/vulnerably housed older adults and seniors.
• 3+ years of experience supervising staff, preferably in a unionized environment.

What Will Set You Apart

• Knowledge of RTA and occupancy agreements, and property management.
• Understanding of homelessness, poverty, mental health, substance use and harm reduction philosophy.
• Ability to develop effective services for individuals and communities facing these challenges.
• Exercise excellent judgment, flexibility, creativity, and sensitivity to changing situations/needs.
• Ability to implement program initiatives and build partnerships, with an understanding of program development.
• Excellent interpersonal and communication skills,
• Ability to challenge organizations, staff and tenant communities in a positive/creative way.
• Knowledge of budgets and funding.
• Knowledge of group facilitation and policy development skills.
• Strong conflict resolution, negotiation, and crisis prevention/intervention skills.
• Excellent multi-tasking, time management, writing, and editing skills.
• Strong computer proficiency.

WoodGreen is an equal opportunity employer. We are committed to providing an inclusive and barrier-free selection process and work environment. If contacted in relation to an employment opportunity, please advise our People & Culture representatives at [e-mail] of the accommodation measures required. Information received relating to accommodation will be addressed confidentially.

This public job posting uses AI-powered tools to screen, assess, or select applicants.

Are you currently employed by Woodgreen?*

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How many years of experience do you have supervising staff, preferably in a unionized environment?*