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Field Supervisor

Communities In Schools (CIS) of Chicago is a nonprofit organization that works in partnership with Chicago Public Schools (CPS) and community organizations to help students stay in school and be successful. During the 2022-2023 school year, CIS of Chicago will partner with 200 Chicago public schools and connect 2,240 services and programs to more than 70,000 CPS students and their families by leveraging community partner programs and services. In addition, CIS of Chicago places full-time Student Supports Managers (SSMs) in 30 Chicago public schools – our Intensive School partners. Our staff in these schools provide intervention services to a caseload of 50 students per school, as well as connect support services to the whole school.

The Field Supervisor will help to manage a growing team of Student Supports Managers embedded at our partner schools. The Field Supervisor will provide direct oversight to a group of SSMs as they implement an integrated student support program addressing individual and whole-school needs. The Field Supervisor will also act as a liaison with school administration and take on leadership roles within the organization.


  • Supervise a team of Student Supports Managers
    • Provide weekly, direct and group supervision for SSMs — programmatic and clinical
    • Plan and coordinate regular team meetings (in both virtual and in-person formats)
    • Coordinate and provide professional development for the SSMs throughout the school year
    • Implement on-boarding process for new hires
    • Lead staff performance monitoring and reviews
    • Update and maintain training manuals and procedures
  • Program Implementation
    • Ensure the Communities In Schools model of Integrated Student Supports is implemented at each school site with fidelity to national standards and in compliance with Chicago Public School policies
    • Establish relationships with school administration and manage meetings and regular communication with school leaders throughout the year
    • Work collaboratively across teams and departments within CIS of Chicago in service of our mission.
    • Represent and promote CIS of Chicago through site visits, speaking engagements, participation in community events, and occasional media opportunities
    • Assist with other organizational and project activities, as needed
  • Data, Analysis and Reporting
    • Monitor and audit data collection and program files for quality control and accuracy
    • Analyze data for internal program improvement and external reporting
    • Assist with preparation of proposals and reports related to fundraising, compliance and accreditation
  • Additional organizational responsibilities
    • Work with Associate Director and Senior Director of Intensive Student Supports to ensure successful and sustaining implementation of the program
    • Participate in internal management teams as assigned
    • Represent CIS of Chicago at events and meetings
    • Lead or assist with other organizational projects as needed

Desired Skills and Attributes:

  • Expertise in basic child and adolescent development principles utilizing a trauma-informed lens
  • Experience with restorative practices, school-level attendance and behavior improvement strategies, and student-centered supports
  • Experience providing clinical supervision, including case management strategies, self-care, group strategies
  • Skilled in program and project management
  • Skilled at developing structured systems
  • Ability to drive self and others to organizational outcomes
  • Ability to work collaboratively as well as independently
  • Persuasive, appropriately assertive and empathic professional communication
  • Strong analytical skills working with both quantitative and qualitative data
  • Detail-oriented with a commitment to follow-up and follow-through
  • Solution-oriented ability to navigate complex school environments
  • Strong written and oral communication skills
  • Excellence in communicating with diverse audiences
  • Solid computer skills including navigating Zoom, Google Meet, Microsoft Word, Excel and PowerPoint as well as case management database experience
  • Demonstrates cultural competency by effectively working with people differing in value systems, ethnicity, cultural backgrounds, language capabilities, and abilities


  • Master’s degree required (in Social Work, Counseling or other related field preferred)
  • At least seven to ten years of relevant experience working with youth, their families and/or urban public schools
  • Previous supervisory experience within a professional setting preferred
  • Clinically licensed, or license-eligible (within 6 months of hire) candidates are strongly encouraged to apply (LCSW, LMFT, LCPC, etc.)
  • Bilingual candidates (Spanish preferred) and minority candidates are strongly encouraged to apply
  • Daily driving should be expected for this position. Applicants must have a valid driver’s license and reliable daily access to a vehicle
  • A criminal background check and verification of employment and education is required

Reports to:

Senior Director of Intensive Student Supports

Work Environment:

This is a full-time position. Currently our work environment is hybrid, which may be adjusted at the discretion of CIS of Chicago leadership. Candidates must be available to work in person at our West Loop location 1-2 days per week and be available to travel to schools and community settings. There may be occasional planned out-of-state travel.

Start date: Immediately

Application process:

To apply for this position, please submit a cover letter and resume to and use the subject line “Field Supervisor 2023.”

CIS of Chicago provides equal employment opportunities to all employees and applicants for employment and prohibits discrimination and harassment of any type without regard to race, color, religion, age, sex, national origin, disability status, genetics, protected veteran status, sexual orientation, gender identity or expression, or any other characteristic protected by federal, state or local laws.

This policy applies to all terms and conditions of employment, including recruiting, hiring, placement, promotion, termination, layoff, recall, transfer, leaves of absence, compensation, and training.