Overnight Shelter Supervisor (Term)

ABOUT US

Siloam Mission is a Christian-based non-profit service organization for Manitobans who have experienced homelessness and who struggle with mental health issues, physical and cognitive disabilities, addictions, or trauma. Founded in 1987, the mission provides emergency shelter, meals and clothing, supportive housing, and a variety of healing, support, and recovery services to help people transform their own lives and reach their full potential.

What matters to you?

Being in a work culture that operates out of their core values of HEART (holistic, equity, altruism, relationships, and truth and reconciliation) - embracing diversity, promoting equality and inclusion. 

JOB SUMMARY: Winter Pop Up Supervisor

The Winter Pop Up Supervisor will provide professional, proactive, and hands-on leadership to Winter Pop Up Support Staff and Coordinators. This position is responsible for overseeing the day-to-day operations of the Winter Pop Up shelter, ensuring staff are supported, trained, and performing duties in alignment with Siloam Mission’s standards. The Supervisor will provide guidance, mentorship, and performance management to staff, while also providing direct support to community members using trauma-informed, behaviour-based, and culturally safe practices.

This position will work primarily during daytime hours, overlapping with Support Staff and Coordinators for approximately two hours each day for on-the-floor support, while dedicating the remaining time to operational oversight, planning, and administrative responsibilities.

KEY DUTIES & RESPONSIBILITIES

Operational Leadership & Shelter Oversight

• Oversee the day-to-day operations of the Winter Pop Up shelter, ensuring smooth and effective service delivery to community members;
• Make decisions that align with Siloam Mission priorities, values, and mission;
• Monitor capacity procedures and staffing ratios to maintain compliance with safety and operational standards;
• Collaborate with Support Staff and Coordinators during daily overlap periods to ensure continuity of care and clear communication;
• Review and follow up on critical incidents, including supporting critical incident response, reviewing security footage, gathering staff statements, and coordinating with management on appropriate next steps;
• Ensure confidentiality protocols are consistently followed and reinforced across all operations;
• Monitor and ensure cleanliness, maintenance, and opening and closing protocols of the Winter Pop Up facility are followed, including general housekeeping duties;
• Recommend and support implementation of policies, procedures, and best practices in consultation with leadership and executive;
• Delegate operational tasks to Coordinators such as daily shift coverage responsibilities, staff check-ins, and team huddles;
• Use operational hours outside of direct Pop Up overlap to focus on program planning, staff scheduling, training development, reporting, and process improvement;

Staff Supervision & Development

• Provide leadership, mentorship and oversight to a team of 20–25 staff, fostering a positive workplace culture that encourages teamwork, respect, accountability, collaboration, and continuous improvement;
• Conduct daily debriefs and bi-weekly one-on-one meetings with staff and Coordinators to provide ongoing feedback, review performance, development goals, and training needs;
• Support Coordinators by delegating responsibilities; assist with coaching conversations and staff supervision duties;
• Lead orientation and ongoing training for new and existing staff on trauma-informed practice, safety protocols, and operational procedures, ensuring onboarding training is completed within required timelines;
• Address staff concerns, mediate conflicts, and escalate issues to management as appropriate and in a timely manner;
• Collaborate with management on annual performance reviews, training, and staff development initiatives;
• Support staff development by providing opportunities for leadership, mentoring, and skill-building within the Winter Pop Up services;
• Ensure staff are meeting performance expectations and address performance concerns proactively through coaching, support, or corrective action;

Community Member Support

• Provide direct support to community members when on the floor, incorporating housing-focused, behaviour-based, trauma-informed, strengths-based, and harm reduction approaches;
• Promote consistency and fairness in service delivery, ensuring staff uphold Siloam's vision, values, and standards in interactions with community members;
• Respond appropriately to crises, behavioural issues, and emergencies within the Winter Pop Up;
• Conduct restorative circles and follow-up on suspension or incident reports when appropriate;
• Collaborate with Coordinators and Support Staff to identify needs, address concerns, and adapt supports as necessary;

Reporting & Collaboration

• Prepare and distribute reports on operational updates and concerns, incidents, issues, and staffing to leadership and executive, within established timelines while ensuring accurate and thorough documentation;
• Liaise with Drop-In, Shelter, and other Siloam departments to ensure coordination of services;
• Work collaboratively with leadership and executive to address performance, staffing, and service delivery matters;
• Participate in leadership meetings, offering input on program operations and staff needs;
• Participate in meetings with external stakeholders as required;
• Support the evaluation of Winter Pop Up operations and service delivery, providing recommendations for improvement;
• Maintain open communication with internal departments and external partners as required;

Other duties as assigned related to other departments such as Drop In and Shelter. When Winter Pop Up is not operating, key duties and responsibilities will shift to support other departments such as Drop In and Shelter. 

EDUCATION & EXPERIENCE

• Post-secondary education in social services or a related field preferred; an equivalent combination of education and experience will be considered;
• Minimum 2 years’ experience working with marginalized populations, including homelessness, mental health, and addictions;
• Minimum 2 years’ progressive leadership or supervisory experience, preferably in a shelter, community service or other non-profit environment;
• Experience managing teams of 15 or more staff, with proven ability to delegate, coach, and develop others;
• Experience providing trauma-informed, culturally safe, and harm reduction-based support preferred;
• Experience in incident management, reporting, and operational oversight;
• Certification in or demonstrated knowledge of Cultural Awareness, Anti-Oppressive Practice, NVCI, ASIST, First Aid, Mental Health First Aid, Trauma Informed best practices;

KNOWLEDGE/SKILLS/BEHAVIORS

• Demonstrated understanding of homelessness, poverty, mental health, addictions, and trauma-informed care;
• Knowledge of harm reduction principles and Housing First approaches;
• Proven leadership experience managing medium-to-large teams (20–25 staff);
• Ability to lead, mentor, and supervise staff in a mixed operational and floor-support environment;
• Demonstrated ability to hold staff accountable while maintaining a supportive, strengths-based approach;
• Strong delegation skills with the ability to balance oversight and empowerment;
• Excellent communication and interpersonal skills, including conflict resolution skills, with the ability to build relationships across diverse teams and with community members;
• Sound judgement, critical thinking, decision making, and problem-solving abilities in a fast-paced environment;
• Ability to assess physical space and people within it, identifying risks and opportunities to provide support;
• Knowledge of confidentiality practices and commitment to upholding organizational protocols;
• Ability to work collaboratively with peers and management to address performance, training needs, and service delivery improvements;
• Demonstrated understanding of cultural awareness, anti-oppressive practice, and inclusion.
• Commitment to fostering a safe, respectful, and inclusive work environment aligned with Siloam's mission, vision and values;
• Proficiency with MS Office, data entry, and documentation of operational reports;
• Ability to maintain professionalism, confidentiality, and appropriate boundaries at all times;
• Commitment to ongoing learning and completion of mandatory training (NVCI, ASIST, First Aid, Mental Health First Aid, trauma-informed practices).

RELATIONSHIP 

• Works closely with Winter Pop Up Support Staff, Coordinators, Drop-In and Shelter teams, Leadership, Management, and community stakeholders.

WORKING CONDITION

• Hours of work: Tuesday to Saturday (Tuesday – Friday 6:00 a.m. – 2:30 p.m., Saturday 4:00 p.m. – 12:00 a.m.)
  • Hours of work will be modified when Winter Pop Up is not operating
  • 1 year term
• Work requires standing, and walking over extended periods of time;
• Periodically lifting of up to 50lbs occasionally;
• Hazardous conditions could include potential violent outbursts from community members toward staff or other community members;

WORKPLACE HEALTH & SAFETY

• The incumbent contributes to making the organization safe for clients and staff and recognizes the importance of reporting unsafe situations and participating in follow up reviews as a learning opportunity.
• Provides a safe environment by ensuring adherences to Workplace Safety and Health Regulations and Policies, Infection Control Guidelines, WHMIS and Safe Work Procedures. Immediately investigates and recommends corrective action on any unsafe acts, work conditions, incidents, near misses, injuries or illnesses.
• Demonstrates understanding of role and responsibilities in fire prevention and disaster preparedness and participates in safety and health training programs including the facility’s Fire, Disaster and Evacuation Plan.
• Supports an environment which avoids, prevents and corrects all activities or actions which may result in an adverse outcome in the delivery of services. Community Member safety is a standing item for all individual and departmental meetings.

• The successful candidate must maintain legal eligibility to work in Canada. If the successful candidate possesses a work permit, it is their responsibility to ensure the permit remains valid.
• A Police Information Check satisfactory to the employer will be required from the successful candidate, at their expense. To obtain Police Information Check information please visit https://www.winnipeg.ca/police/services/online-record-checks.
• The successful candidate must provide a satisfactory Adult Abuse Registry check. To obtain an Adult Abuse Registry application please visit: Province of Manitoba | Families | Adult and Child Abuse Registry (gov.mb.ca)
• Siloam Mission Inc. promotes Employment Equity and is strongly committed to building a skilled and diverse workforce reflective of Canadian society. Therefore, we encourage candidates to voluntarily self-identify on their application if they are members of the underrepresented groups (women, Indigenous persons, a person with a disability, or a visible minority).

Salary: $53,321 - $72,140

Siloam Mission offers a competitive compensation package, including comprehensive health and dental benefits, a pension plan, paid time off, and additional wellness supports, as well as opportunities for professional growth and development. We follow a structured salary guide to ensure fair, equitable, and consistent compensation across our team, taking into account directly related experience and internal equity in all offers.

CLOSING DATE: 01 OCT 2025

Please include cover letter, resume, and three (3) work references for consideration. Note: we appreciate all that apply, however; only qualified candidates will be contacted for an interview.