Employment type: full time About The Career Foundation: The Career Foundation is a dynamic non-profit organization and registered charity that offers a wide range of employment, training, and workforce development services to job seekers and employers. Since its inception in 1988, The Career Foundation has steadily expanded its services. Operating out of seven locations in the Greater Toronto Hamilton Area, as well as offices in British Columbia, Alberta, and Nova Scotia, we now help thousands of people each year successfully achieve their employment goals. Our team of dedicated professionals has described The Career Foundation as caring, compassionate, innovative, and team-oriented. For more information about us and our services, please visit our website at CareerFoundation.com . Some of the benefits and features available to our employees include: Competitive compensation A comprehensive health benefits plan that includes massage therapy, naturopath services, travel coverage, and much more A comprehensive dental insurance plan An RRSP Matching benefit An Employee & Family Assistance program Employee wellness initiatives Paid days off for religious observance purposes Paid days off for personal wellness purposes Program and Role Description: The Career Foundation operates five full suite Integrated Employment Services (IES) Centres across the Greater Toronto Area (GTA), conveniently located in Etobicoke, North York, Toronto, York, and Scarborough. These centres provide job seekers with a comprehensive range of services, including career exploration, résumé and interview preparation, job search support, employer connections, and employment retention support. The Career Foundation also partners with employers that share our commitment to community hiring. Employer services include access to a diverse talent pool, support with coordinating and hosting hiring events, guidance on how to effectively coach and support new hires, and strategies to support job retention. As a Career Retention Specialist , you will fulfill a critical role in the Start & Succeed phase of the Integrated Employment Services (IES) client journey by supporting clients and employers following successful job placements to ensure long-term employment stability and positive workplace outcomes. This role assumes primary responsibility for clients who have been successfully placed into employment, ensuring a seamless handoff from other team members who helped facilitate their employment outcome. You will be responsible for managing the retention phase of the client journey, maintaining ongoing relationships with employed clients and employers, and ensuring that successful employment outcomes are sustained over time. Additionally, you will be responsible for meeting ongoing individual targets relevant to your position, which contribute to the team’s collective ability to fulfill all contractual obligations with our funder and guide clients toward successful outcomes. As the ideal candidate, you are a relationship-focused professional who is committed to supporting clients in achieving long-term employment success. You proactively identify and address barriers, coordinate supports, and provide ongoing follow-up to help prevent job loss. You also have strong interpersonal and conflict resolution skills, combined with the technical proficiency, organizational skills, and attention to detail needed to ensure accurate documentation and reporting within required digital systems. Position Type: Full-time (37.5 hours per week) one-year contract with excellent potential for permanency. Starting Salary: The starting annual salary for this position is $57,000.00 (or $58k if the successful candidate holds a master’s degree, full bilingualism in French, or full proficiency in Sign Language). Base Location and Hours of Work: This opportunity is based at The Career Foundation’s Central Toronto Employment Centre, located near Yonge & St. Clair Avenue East , and requires periodic travel to other locations as needed, including employer sites and other stakeholder locations. The successful candidate must be willing to work on site from the office on a full time basis. The position will also permit a hybrid schedule, allowing for one work from home day per week. The hybrid schedule is based on performance and operational requirements and is therefore subject to change at any time. Please also note that, in order to effectively support our employed clients who work standard full-time business hours, the Career Retention Specialist position requires availability to work evening and weekend hours to ensure accessibility to these clients. Vacancy Status: This posting is for an existing vacancy. Start: As soon as possible. Reporting to: Area Manager, Employment and Placement Services Vulnerable Sector Check: An offer of employment for this opportunity will be contingent on the incumbent providing an acceptable Vulnerable Sector Check (VSC). Use of Artificial Intelligence: Artificial Intelligence (AI) is not currently used to screen, assess, or select applicants at any stage of the hiring process. Responsibilities include: Retention Monitoring, Mandatory Checkpoints, and Post-Placement Client Support Conducts structured post placement follow ups with clients, including mandatory 3 month, 6 month, and 12 month checkpoints to monitor and support employment stability, job satisfaction, and long term outcomes. Maintains ongoing rapport with employed clients, applying consistent engagement to develop trust and rapport and to provide proactive support throughout the retention period. Provides ongoing coaching and support to assigned clients, supporting them to adjust to workplace expectations, responsibilities, and work environments. Monitors client progress between checkpoints to identify early signs of retention risk and implements timely interventions to minimize job loss. Supports clients in developing workplace communication, problem solving, and conflict resolution skills. Ide