At-Risk Mentor

Ombudsman Educational Services

Chicago (IL)

On-site

USD 30,000 - 34,000

Full time

2 days ago
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Benefits offered by this job

Medical, Dental and Vision Plans
Telehealth and Virtual Counseling
Health Advocacy Services
401k Retirement Saving Plan
Paid Time Off

Job summary

Ombudsman Educational Services, a ChanceLight division, seeks an At-Risk Mentor to support youth in an Alternative Education program in Chicago. Starting rate is $22/hour.

In this role you'll provide strategic case management, build relationships with students, families, educators and support teams, and help drive measurable academic and behavioral progress. Qualifications include a high school diploma, with a Bachelor's preferred; IL driver's license and crisis-management training; evening

Qualifications

  • High school diploma or equivalent required.
  • Bachelor’s degree preferred.
  • Paraprofessional credential preferred.
  • Valid IL driver’s license required.
  • Experience with at-risk youth preferred.
  • Strong relationship-building and communication skills.

Responsibilities

  • Provide strategic case management and individualized student support.
  • Build growth-oriented relationships with students, families, educators, and support teams.
  • Review data to assess intervention effectiveness and progress.
  • Coordinate with teachers, clinical staff and community supports.
  • Lead re-entry planning for students returning from suspension or leave.
  • Collaborate with the Clinical Care Team and cross-functional partners.
  • Monitor student information systems to track progress and outcomes.
  • Support evening hours and flexible scheduling as needed.

Skills

Relationship-building
Case management
Communication
Time management
Data-driven decisions
Crisis prevention

Education

High school diploma or equivalent
Bachelor’s degree preferred
Paraprofessional credential preferred
Valid IL driver’s license

Tools

Microsoft Office Suite
Database entry

Job description

Starting Rate: $22 /hour Environment: Alternative Education Program, Grades 9-12

Ombudsman Educational Services, a growing, dynamic organization with a social mission to offer hope, is seeking an At-Risk Mentor to join our award-winning Alternative Education team and perform meaningful work in a culture that welcomes innovation, encourages creative expression and offers limitless potential for personal and professional satisfaction!

If you excel in a dynamic, student-centered alternative education environment, are driven to make a meaningful difference in the lives of at-risk youth, and bring resilience, strong relationship-building skills, sound judgment, and a positive, solutions-focused mindset —

As an At-Risk Mentor, you will manage a focused portfolio of students identified through attendance, academic performance, and behavioral indicators. In this highly relational and impact-driven role, you will provide strategic case management and individualized support, building strong, growth-oriented relationships while partnering with families, educators, and support teams to drive measurable student success.

Responsibilities Include
  • Leveraging targeted strategies such as home visits, collaboration with teachers and clinical professionals, and coordination of afterschool and community-based supports to develop a comprehensive understanding of each student’s academic, social, and home environment.
  • Building high-trust, accountability-centered relationships with students and key stakeholders while maintaining a self-directed, outcomes-focused approach to student growth.
  • Reviewing and analyzing student-level academic, attendance, and behavioral data to assess intervention effectiveness, identify trends, and communicate measurable progress.
  • Connecting students to appropriate supports and interventions while consistently following up and strengthening partnerships with families, educators, and internal teams.
  • Identifying and re-engaging students experiencing attendance challenges through proactive outreach, home visits, relationship-building efforts, and structured intervention planning to remove barriers to school participation.
  • Leading case management and re-entry planning for students returning from suspension, home stay, or extended leave, ensuring a structured, supportive and successful transition back to campus.
  • Collaborating as an integral member of the Clinical Care Team to align strategies, share insights and drive coordinated, student-centered action plans.
  • Facilitating cross-functional meetings with security and advocate associates to review student circumstances, align interventions, and ensure consistent practical implementation.
  • Utilizing student information systems and data tools to monitor performance, track progress toward goals, and recommend timely evidence-based interventions.
  • Supporting additional initiatives and responsibilities as assigned to meet evolving student, campus, and program needs.
Qualifications Required
  • High school diploma or equivalent w/ passage of basic skills test.
  • Bachelor’s degree or higher in a closely related field of study preferred.
  • Licensed currently or in the process of obtaining a paraprofessional, paraeducator, education assistant or similar credential preferred.
  • Hold currently or have the ability to obtain a valid IL state driver’s license.
  • Ability to obtain and maintain certification in company approved crisis management training.
  • Prior experience providing instruction, guidance, and/or support to children; preferably in an alternative, special education and/or behavioral health program setting.
  • Well-versed in alternative educational services for at-risk youth and working with students with diverse needs at various levels.
  • Proficiency in providing motivation and having critical conversations with students that help move them toward realistic goals.
  • Highly skilled in building relationships with students, parents, teachers and/or community partners.
  • Proven ability to effectively prioritize tasks and meet deadlines while maintaining organization and attention to detail.
  • Highly skilled in providing mentoring, coaching, administrative support and/or technical support functions.
  • Advanced oral and written communication, organization, conflict resolution, multitasking, problem solving and decision-making ability.
  • Knowledgeable in the use of relevant technology including experience with computers, Microsoft Office Suite, database entry and basic office equipment.
  • Availability to work evening hours as needed.

Ombudsman Educational Services is a division of ChanceLight Behavioral Health, Therapy, & Education, the nation’s leading provider of alternative and special education programs for children and young adults. For more than 50 years, and in partnership with over 235 school districts nationwide, we have helped change the direction of more than 240,000 student lives!

Learn more about our history, our mission, and the program services we provide by visiting the link below:

  • https://bit.ly/m/WorkWithPurpose

At ChanceLight we believe in providing more than just a job, as a member of our team you’ll receive the opportunity to make meaningful impacts, the support needed to achieve success, and all the tools essential to reaching your personal & professional fulfillment! Your path to a truly rewarding career starts here – where growth, empowerment, and collaboration define our culture; and every day is an Chance to transform lives through education!

Perks and Benefits Include
  • Comprehensive Medical, Dental and Vision Plans
  • FREE Telehealth and Virtual Counseling Sessions
  • FREE Health Advocacy Services and 24/7 Nurse Line
  • Company Paid Life & Disability Insurance
  • Company Paid Employee Assistance Program
  • Flexible Spending and Health Savings Accounts
  • Personal Protection Insurance Plans
  • Cigna Healthy Pregnancies, Healthy Babies Program
  • Legal Services Insurance
  • Pet Health Insurance
  • Accrual-based Paid Time Off
  • School Hours and Paid Holiday Schedule
  • Extensive Personal and Life Event Paid Leave Policy
  • 401k Retirement Saving Plan
  • Perks at Work Employee Discount Program
  • Opportunities for Growth & Development
  • And So Much More!

If you’re ready to start making lasting impacts on the lives of students and contribute to the creation of a brighter future — This Is Your Chance!

Join us and together, we can empower students to overcome challenges, build confidence and unlock their full potential!

Careers, With ChanceLight Work. With Purpose.

Copyright © 2026 ChanceLight Behavioral Health, Therapy, & Education, a ChanceLight® company *Benefit plans and eligibility requirements may vary based on role and employment status.

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