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Student Success Coach, Leamington

September 19, 2022

Reports to: Director, On Track to Success

Date: September 2022

Type: Contract

United Way/Centraide Windsor-Essex County has made a promise to the community – to change the odds for children and their families so they have equal opportunities for success in school and life. We have adopted the community problem-solving approach called collective impact and have committed to working alongside community partners to realize the vision of improving population-level outcomes for children and youth from cradle to career.


Reporting to the Director, On Track to Success, the Success Coach is responsible for facilitating the program elements and wrap-around support services for youth and their families in the On Track to Success program in Leamington. The individual will work as part of the program team to assist in the development of strategies to enhance the quality of the program, improve student retention and academic performance, and ensure the participants transition to a post-secondary program successfully. The individual will also have site-specific responsibilities which will include working with school board and community partners and supporting program volunteers under the direction of the Team Lead. The Success Coach will act as a liaison and advocate for the family and provide systems navigation support. This role will also be responsible for tracking outcomes and will work alongside the evaluation and continuous improvement team to provide the data necessary to evaluate the effectiveness of the program.


  • 60%  Direct Support to Students & Families
  • 30%  Program Development & Delivery      
  • 5%    Partnership Communication & Development 
  • 5%    Program Administration & Reporting


  • Engage and mentor youth to ensure academic and personal success
  • Liaise with local secondary schools and other community organizations to help deliver programming that supports retention and high school completion for students enrolled in the program
  • Work with youth and their families to mitigate the effects of poverty by helping them access financial and other support and hosting regular support meetings as required
  • Facilitate students access to all program elements that aid in achieving program outcomes
  • Establish and maintain a safe and effective environment for students, program partners, and volunteers
  • Support virtual and in person programming, ensuring it is highly interactive and engaging for students
  • Discuss student concerns with program Team Lead, customizing approach to meet the unique needs of each individual
  • Implement and promote program for parents to improve family engagement
  • Maintain accurate student and volunteer records, ensuring that all required documentation is complete
  • Ensure all program policies and procedures are being followed by participants, staff, and volunteers
  • Assist with evaluating the effectiveness of programming by recording appropriate data and program statistics
  • Support engagement opportunities for donors and funders in collaboration with United Way major giving team
  • Act as a liaison between United Way/Centraide Windsor-Essex County, community agencies, and stakeholders as required
  • Perform other duties as assigned


  • University degree in education, social sciences, social work, or a related field, or equivalent combination of education, training, and experience
  • A minimum of 2 years working with youth or other social service sector programming experience.
  • Fluency in another language is considered an asset
  • Must maintain a valid driver’s licence and access to own transportation; will be responsible for transporting program participants from time-to-time
  • Ability to work flexible hours including evenings and weekends, when necessary
  • A vulnerable sector police check is required


  • Educational theories and latest pedagogical techniques
  • Understanding of motivation theory and strategies to support behaviour change
  • Understanding of student development theory – how to best prepare students for success in post-secondary studies
  • Microsoft Office Suite and other educational applications
  • Written and verbal communication
  • Time management and prioritization of tasks
  • Problem-solving
  • Leadership and supervision
  • Interpersonal and collaboration
  • Group facilitation
  • Able to think creatively and strategically, have excellent judgment, and be able to work in a changing environment
  • Able to motivate and influence others


  • Contract, Full-time position, 35 hours per week
  • Flexible Schedule
  • Medical / Health Benefits: begin after successful completion of probationary period
  • Generous Vacation Entitlement & Paid Sick Days
  • Summer Hours
  • Wellness Program
  • Employee Discounts
  • Hybrid Work Environment: Due to COVID-19, the successful applicant will have the option to work from home during their regularly scheduled office hours until further notice.
  • Majority of working hours spent out in the community supporting students and connecting with community partners

If you have the above-mentioned qualifications, please submit your resume and cover letter to by September 28, 2022 .  

We thank all applicants for their interest. Please note that due to the volume of resumes, only candidates selected for an interview will be contacted.

United Way/Centraide Windsor-Essex County is committed to developing a diverse and inclusive workplace. We encourage candidates from diverse backgrounds, including those who may need accommodations, to apply to join our team. In accordance with the Accessibility for Ontarians with Disabilities Act (A.O.D.A.) please contact us should you require accommodation to apply or if selected to participate in an assessment process.

Last updated on September 28, 2022

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