Bus Outreach Supervisor

The Night Ministry • Chicago, IL

45d

About The Position

Join The Night Ministry as a Bus Outreach Supervisor Lead with care. Support with purpose. Help guide outreach efforts that bring connection, compassion, and essential services directly to the streets of Chicago. About The Night Ministry The Night Ministry is a Chicago-based nonprofit that provides housing, health care, and human connection to individuals experiencing homelessness or poverty. Through our Outreach & Health Ministry, we meet people where they are-on the streets, at train stations, and via our mobile Outreach Bus, offering nonjudgmental care, basic needs, and a pathway to more stable living. As Bus Outreach Supervisor, you will lead a team of outreach professionals providing direct services to unsheltered individuals in Chicago. You will supervise day-to-day operations on the Outreach Bus, support staff and volunteers, and play a key leadership role in maintaining strong relationships with the communities we serve. What You'll Do You'll spend the majority of your time in the field-coordinating, supporting, and leading outreach shifts on the Bus. You'll oversee logistics, supervise staff, maintain inventory, and ensure the safe, smooth delivery of harm reduction-based services.

Requirements

• Minimum of 3 years of experience working with people experiencing homelessness, poverty, or other vulnerabilities.
• Valid driver's license and insurability required; must be willing and able to drive the Outreach Bus.
• Comfortable walking or standing outdoors for extended periods in all seasons.
• Strong interpersonal, communication, and organizational skills.
• Deep understanding of harm reduction, trauma-informed care, and Housing First approaches.
• Street smarts and comfort navigating neighborhoods across Chicago.

Nice To Haves

• Prior supervisory experience strongly preferred.
• Spanish language skills a plus.

Responsibilities

• Supervising, scheduling, and supporting Outreach Professionals during shifts-including providing on-the-street coaching and guidance.
• Driving the Outreach Bus and ensuring vehicle inspections and maintenance are completed as needed.
• Engaging with individuals accessing the Bus, building rapport through motivational interviewing and harm reduction strategies, and connecting guests to appropriate services.
• Supporting and training volunteers and meal groups; serving as a liaison to promote continued community involvement.
• Entering data into Electronic Health Records (EHR) and Efforts to Outcomes (ETO), including documentation of client mail.
• Coordinating and maintaining organized supply storage and inventory.
• Conducting bi-weekly staff supervision and bi-annual performance evaluations.
• Participating in recruitment, hiring, onboarding, and training of new outreach team members and interns.
• Attending agency and inter-agency meetings, participating in training, and supporting public relations or special projects as needed.

Benefits

• Join a mission-driven team that's expanding access to housing and healthcare across Chicago.
• Play a key role in securing resources that sustain innovative, people-centered programs.
• Be part of a collaborative, inclusive culture where your work makes a visible impact.

What This Job Offers

• Job Type: Full-time
• Career Level: Mid Level
• Industry: Social Assistance
• Education Level: No Education Listed
• Number of Employees: 101-250 employees