Clean Out Services Crew Supervisor

Clean Out Services Crew Supervisor

About Cara Collective

Cara Collective seeks to fuel a courageous national movement to eradicate relational and financial poverty. Throughourthree entities Cara Cleanslate and Cara Plus weengage job seekers employers and other organizations across the country to break the cycle of poverty through the power and purpose of employment.

At present we produce 1000 jobs each year; however our results dont just end with employment. Todaywe takethe insights gained over the past 35 years to equip other organizations and employers with practices to help build a more inclusive economy. Learn more at .

About Cleanslate

As a social enterprise undertaken by Cara Collective. Cleanslate is a small but mighty cleaning machine differentiated by its fast and friendly service and its deep commitment to the community. We provide what some might consider an ordinary service (litter abatement landscaping snow removal & power washing) in an extraordinary way.

Junk removal is our newest service line that provides new residential and commercial junk removal facility decommissioning moving and donation pickup service designed to create transitional jobs for people affected by poverty. Launched under Cara Collectives Cleanslate brand this lean-startup venture pairs excellent service with our powerful social mission: transforming lives through employment.

About the Role

The Clean Out Services Crew Supervisor is a hands-on field-based leader responsible for leading a junk removal crew through daily service jobs while ensuring safety efficiency and high-quality customer experiences.

Working alongside crew members in the field the Supervisor provides real-time supervision coaching and quality control. This role serves as the on-site point person for assigned jobs and plays a key role in customer satisfaction crew development and consistent execution of Cleanslates service standards.

Qualifications

We are excited to offer this opportunity for a mission-driven professional to join our Cleanslate team. This position is ideal for someone who thrives in hands-on work environments is motivated by social impact and is excited to help shape a growing social enterprise from the ground up.

Requirements:

• 13 years of experience in junk removal moving construction logistics or similar hands-on field work
• Prior experience leading or supervising a small crew in a field-based environment
• Strong customer service and communication skills
• Ability to lift up to 75 lbs. and work in physically demanding environments
• Comfortable working in all weather conditions
• Valid drivers license
• Comfortable driving a dump truck on city streets and highways
• Ability to provide on-site job estimates and confidently collect payment from customers
• Basic familiarity with safety protocols tools and equipment

The Responsibilities of the Clean Out Services Crew Supervisor:

Field Operations & Job Execution (65%)

• Lead daily junk removal donation pickup moving and clean-out jobs in residential and commercial settings
• Drive company trucks including dump trucks and transport crew tools and materials to job sites
• Perform hands-on work including lifting loading sorting and responsible disposal of materials
• Provide final on-site estimates based on approved pricing guidelines and job scope
• Receive payment from customers upon job completion using Cleanslates designated systems
• Ensure each job is completed safely efficiently damage-free and to Cleanslate standards
• Serve as the primary on-site customer contact during scheduled jobs
• Collect required job photos notes and documentation accurately and on time
• Ensure proper sorting of landfill recycling and donation items

Crew Leadership & Development (20%)

• Provide day-to-day supervision direction and support to assigned crew members
• Coach transitional workers on job expectations teamwork customer service and safe work practices
• Model professional behavior and strong work habits
• Address performance or safety issues in the moment and escalate concerns as needed
• Create a respectful motivating and accountable team environment

Safety Equipment & Vehicle Care (10%)

• Ensure compliance with all safety protocols and proper equipment use
• Conduct basic vehicle and equipment checks and report maintenance needs
• Maintain a clean organized truck and job setup
• Support damage prevention and incident reporting procedures
• Administrative Support & Coordination (5%)
• Assist with daily job reporting crew notes and time tracking
• Communicate job updates challenges and customer feedback to the Manager of Clean Out Services
• Support accurate documentation to improve service quality job tracking and continuous improvement

Reports To

Manager of Clean Out Services

Direct Report(s)

The Crew Supervisor provides on-site supervision and mentorship to junk removal crew members during clean-out and removal jobs.

Team Culture

Cara Collective has a strong team culture that values collaboration communication and camaraderie. We consistently measure staff satisfaction through employee surveys and have found that year over year the vast majority of staff agree that Cara Collective is a great place to work and grow. This high level of employee satisfaction reflects our dedication to creating a positive and fulfilling workplace for all members of our team.

While this is a partially field-based role remains closely connected to the broader Cara Collective team participating in regular check-ins and contributing to our culture of collaboration and accountability.

Work Schedule

This role is part-time with anticipated hours averaging under 25 per week based on current business needs. While the schedule may vary our long-term goal is for this position to evolve into a full-time role as the organization continues to grow.

Starting Pay Range

We take budget and starting salary very seriously. We market our roles and use a salary analysis tool called Payscale and offer competitive market-based compensation to all employees.

This position offers an expected starting pay of $22.50 per hour.

Benefits

In accordance with the Chicago Paid Leave and Paid Sick and Safe Leave Ordinance for Covered Employees:

• 1 hour of Paid Leave for every 35 hours worked
• 1 hour of Paid Sick and Safe Leave for every 35 hours worked

Equal Opportunity Employer

Cara Collective is committed to creating a diverse and inclusive work environment and is proud to be an equal opportunity employer. We do not discriminate on the basis of race color national origin sex gender identity religion sexual orientation age disability parental status veteran status or any other protected status under applicable laws. This commitment applies to all employment practices including those supported by technology or artificial intelligence tools used in the hiring process.

We encourage individuals of all backgrounds to apply. If you are a qualified candidate with a disability and require reasonable accommodation to complete this application or participate in the interview process please email us at