At-Risk Mentor

Ombudsman; Chicago, Northern (IL, KY); Hybrid; USD 42,000 - 56,000; Full time

Benefits offered by this job

Comprehensive Medical, Dental and Vis​

FREE Telehealth and Virtual Counseling

401k Retirement Saving Plan

Paid Time Off

Flexible Spending and Health Savings

Job summary

Ombudsman Educational Services seeks an At-Risk Mentor to join its Alternative Education team in Chicago, IL. This role focuses on strategic case management and building growth-oriented relationships with students, families, and teachers.

You will leverage home visits, collaboration with clinical professionals, and coordinated supports to drive measurable student success, while maintaining an outcomes-focused approach to progression.

Qualifications

• High school diploma or equivalent required; bachelor’s degree preferred.
• Valid IL driver’s license or ability to obtain one.
• Experience with at-risk youth in alternative education or behavioral health.
• Ability to obtain crisis management training and certifications.

Responsibilities

• Manage a portfolio of at-risk students with attendance, academics, and behavior data.
• Provide strategic case management and individualized student support.
• Collaborate with families, teachers, and support teams.
• Conduct home visits and coordinate after-school/community supports.
• Monitor progress using data tools and adjust interventions.

Skills

Relationship-building

Case management

Data-driven decisions

Time management

Multitasking

Communication

Education

High School Diploma or equivalent

Bachelor's degree preferred

Paraprofessional/education credential preferred

IL Driver's License

Crisis management training

Experience in alternative education/behavioral health

Tools

Microsoft Office Suite

Database entry

Student Information Systems (SIS)

Job description

Chicago Roseland | Ombudsman Educational Services
10928 S Halsted Street
Chicago, IL 60628, USA

Description

Ombudsman Educational Services , a growing, dynamic organization with a social mission to offer hope, is seeking an At-Risk Mentorto 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 — We Should Talk!

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.

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.

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! Y our path to a truly rewarding career starts here – where growth, empowerment, and collaboration define our culture; and every day is a 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
• 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!

Dedicated

Devoted to a task or purpose with loyalty or integrity

Detail Oriented

Capable of carrying out a given task with all details necessary to get the task done well

Motivations

Preferred

Ability to Make an Impact

Inspired to perform well by the ability to contribute to the success of a project or the organization

Education

Required

High School or better in Diploma or Equivalent.

Preferred

Bachelors or better in Related Field of Study.

Licenses & Certifications

Required

Ability to Obtain

Crisis Prevention Inst

Driver Licenses

Preferred

Equal Opportunity Employer
This employer is required to notify all applicants of their rights pursuant to federal employment laws.For further information, please review the Know Your Rights notice from the Department of Labor.