Career Success Coach; -CP

Career Success Coach
-CP)

Employment Type:

Contract Hourly (Until Dec 31, 2025)

Work Hours:

35 hrs/week (9:00am-5:00pm)
Work Setting:
Exclusively Onsite (2930 Lakeshore Blvd, Etobicoke, ON)
Salary: $30.33/hr
Final date to receive applications:
November 16, 2025 by 11:59 pm

The Career Success Coach is the trusted support resource for clients who have entered employment, as well as a touchstone to Wood Green for all other clients regardless of outcome for the first 12 months after pre‑employment ends. They carry a caseload of clients and connect with each on a monthly basis to understand their employment status, offer support and help remove barriers to their success.

The Career Success Coach, Integrated Employment Services, is part of a high‑performance team that improves communities, families and individual lives through effective access to employment. Working at a local Integrated Employment Services Centre or other sites in the City of Toronto, they ensure that clients and employers are supported after employment starts and that required documentation is obtained as part of Wood Green performance‑based funding agreement.

• Build rapport and an emotionally supportive context for each client to feel trusting, engage readily in the job search process, and believe in their own success to obtain employment. Help clients build their motivation and confidence.
• Ensure clients understand the Integrated Employment Services approach and the value of services provided, particularly retention support.
• Create equity in all aspects of service delivery, striving for inclusion and equitable outcomes for all jobseekers who come to Wood Green.
• At the start of employment for each client, be responsible for administering the Transition & Retention Checklist (TRC) with clients who start employment (required for a Brokered Incentive Agreement (BIA) and must be attempted for all).
• Accountable for conducting on‑time monitoring checkpoints at one, three, six and twelve months. Monitoring involves direct contact with the client and completion of the Employment Status Questionnaire (ESQ), which pertains to employment status, hours worked, wage, occupation, and client experience.
• Manage a caseload of clients: using excellent time management, standardized regular communications, effective appointment planning, and interventions when necessary, help clients remain in employment throughout the first year after obtaining a job.
• Enter case notes and data in CaMS and/or WCG’s CRM as required.
• Deliver retention support that is flexible and becomes less or more intensive based on the results of the TRC and the ongoing situation.
• Participate in the client care team with the Employment Consultant and Job Developer (if involved), meeting clients during the early stages and helping sell clients on the process and value of in‑work support.
• Prepare monthly forecasts with the risk status of clients in caseload, indicating those at higher risk to fall out of work.
• Liaise between the client and/or employer to assess job satisfaction, identify potential performance or workplace issues (e.g., absenteeism, behavioral concerns, task completion, work schedule, or workplace/cultural integration), and assist in resolving them.
• As needed, sit with and support clients while they use onsite computers to engage in activities that help return them to work or access life‑stabilization supports.
• Readily participate in training and coaching to support achievement of targets. Use supervisor monitors and feedback as a constructive learning experience.
• Demonstrate excellent customer service and skills in interactions with employers and clients.
• Complete all documentation and data entry per Wood Green standard operating procedures (e.g., client notes, data entry, referrals, updating forms) efficiently and in a timely manner.
• Develop and/or learn to facilitate existing materials and deliver group activities or workshops, particularly on topics related to job retention, both in person and online, as part of a regular rotation of duties within the team.
• Participate in and complete upgrading…