Crew Chief Supervisor, READI Chicago
at Heartland Alliance

Date Posted: 11/13/2019

Job Description

Job Classification:           Crew Supervisor, READI Chicago

Heartland Alliance for Human Needs & Human Rights is a global anti-poverty and human rights organization that has been tackling society’s toughest challenges since 1888. Today, we serve the most marginalized people in society, including immigrants and refugees, people experiencing homelessness, and survivors of violence and torture. We believe that society is better for everyone when all of us can participate, prosper, and reach our full potential.

Heartland Alliance is coordinating READI (Rapid Employment and Development Initiative) Chicago, a network of community-based organizations on Chicago’s South and West Sides that will engage individuals at the highest risk of becoming victims or perpetrators of gun violence in an 18-month wage-subsidized transitional job (TJ) and cognitive behavioral therapy (CBT) program, followed by up to six months of follow-up case management and coaching support.  The goals of READI Chicago are to: decrease shootings and homicides among those at highest risk of gun violence; create new opportunities for these same individuals to change their life trajectory and decrease their involvement with the criminal justice system; and help build an infrastructure at the community level to promote long-term safety and opportunity in Chicago’s most impoverished communities.  The Crime and Poverty Labs at the University of Chicago will lead the program evaluation and we will also partner with the City of Chicago, the Cook County Sheriff’s Office, and the Illinois Department of Corrections

Reporting to Pathways to Success’ Sr. Director, the Crew Supervisor is responsible for supervising and coaching Crew Leaders, managing day-to-day crew site logistics and operations (e.g., assigning new members to a crew, responding to worker absences and weather, managing tools and vehicles), and adhering to all READI Chicago implementation requirements. Crew Supervisors will be energetic, flexible, collaborative, and proactive -- team leaders who positively and productively support transitional workers.  Individual accountabilities and work volume will be established through the development of annual Success Objectives, within the framework outlined below.

Essential Duties and Responsibilities

  • Supervise and support crew leaders:

    • Provide guidance for managing challenges

    • Conduct performance reviews and guide performance improvement

    • Coach crew leaders on their role in providing constructive supervision that facilitates skill development

    • Recruit, hire, and train qualified crew leaders

  • When necessary, perform all duties performed by crew leaders:

    • Supervise work crews at worksites and ensure work is adequately performed

    • Transport work crews and equipment to and from worksites

    • Provide guidance and feedback to workers regarding successful workplace behavior

    • Ensure worksite safety and security

  • Manage work crew logistics and operations:

    • Create and execute daily schedule for work crew locations and tasks

    • Assign transitional workers to work crews daily in order to ensure worksite coverage

    • Monitor and evaluate work crew performance and quality of work

    • Monitor transitional worker hours in order to avoid overages

  • Manage all work crew vehicles and equipment, including performing inventory, maintenance, and proper storage, keeping maintenance and mileage records, and reporting loss or damage

  • Other materials and supplies

  • Review crew leader paperwork and reporting, and ensure reports are submitted on time

  • Act as primary liaison with worksite personnel and intervene when necessary as situations arise at worksites

  • Assume primary responsibility for worksite safety including ensuring safe use of tools and equipment, mitigating worksite risks to transitional workers and crew leaders, and enforcing safety related worksite policies

  • Participate in trainings to learn the principles of trauma-informed care, cognitive-behavioral therapy, motivational interviewing, conflict de-escalation, harm reduction, and other relevant concepts, and apply that knowledge on a daily basis as an integral part of worker supervision

  • Participate in weekly developmental activity days in which participants attend cognitive behavioral groups, and receive job readiness coaching and other services

  • Work closely with other READI Chicago staff across the network to provide seamless support to program participants

  • Provide excellent customer service to worksite partners

  • Represent READI to external stakeholders

  • Other duties as assigned


  • 1-2 years’ managerial experience directly supervising staff
  • Bachelor’s degree preferred
  • Business and project management experience preferred, especially in the fields of maintenance and landscaping
  • Strong written and verbal communications skills
  • Excellent organizational skills
  • Knowledge of workforce development and employment services for chronically unemployed individuals or individuals experiencing poverty
  • Willingness to be trained in cognitive-behavioral therapy, motivational interviewing, and trauma-informed care and applying those principles in daily work
  • Commitment to the mission and values of READI Chicago, as demonstrated by a professional approach that is strength-based, trauma-informed, inclusive, and grounded in human rights
  • Individuals with criminal records and other lived experience are encouraged to apply

Physical Demands: The physical demands described here are representative of those that must be met by an employee to successfully perform the essential functions of this job. Reasonable accommodations may be made to enable individuals with disabilities to perform the essential functions.

  • This position requires travel to sites across the region, including program sites, TJ placement sites, unsubsidized employer partners, and other stakeholders
  • While performing the duties of this job, the employee is regularly required to talk and hear. 
  • The employee is required to use hands to key, handle, or feel and reach with hands and arms. 
  • The employee is regularly required to sit, stand and walk.
  • The employee must occasionally lift and/or move up to 40 pounds.
  • Specific vision abilities required by this job include close vision and ability to adjust focus.

Heartland Alliance makes all hiring and employment decisions without regard to race, creed, color, age, gender, gender identity, marital or parental status, religion, ancestry, national origin, physical or mental disability, sexual orientation, sexual identity, immigrant status, political affiliation or belief, ex-offender status (depending on the offense and position to be filled), unfavorable military discharge, membership in an organization whose primary purpose is the protection of civil rights or improvement of living conditions and human relations, height, weight, or HIV infection, in accord with the Organization's AIDS Policy Statement of September, 1987. Individuals with disabilities requiring accommodation should contact the Employee Services Office at (312) 660-1431.

Job Snapshot

  • Employee Type: Full-Time
  • Location: Chicago, IL
  • Job Type: Management
  • Experience: Not Specified
  • Date Posted: 11/13/2019

About Us

It’s more than a job, it’s a purpose.

Heartland Alliance—the leading anti-poverty organization in the Midwest— believes that all of us deserve the opportunity to improve our lives. Each year, we help ensure this opportunity for nearly one million people around the world who are homeless, living in poverty, or seeking safety. Our multicultural staff are passionate about our mission and make Heartland Alliance a dynamic and exciting place to develop your career.

Join the Heartland Alliance Talent Network today to stay up-to-date on our current openings as they become available!

What is a Talent Network?

Talent Networks enhance your job search and application process. Whether you choose to apply or just leave your information, we look forward to staying connected with you.

Why Join?

  • Receive alerts with new job opportunities that match your interests
  • Share job opportunities through Social Media or email