Career Success Coach (2025-283-CP)

WoodGreen Community Services; Toronto; On-site; CAD 55,000 - 70,000; Full time

Job summary

An established industry player is seeking a Career Success Coach to empower clients in their job search journey. This role involves providing emotional support, facilitating group workshops, and ensuring clients understand the value of services provided. You will be part of a high-performance team dedicated to improving lives through effective employment access. Your contributions will help create equitable outcomes for diverse job seekers, making a significant impact in the community. If you are passionate about client success and thrive in a supportive environment, this opportunity is perfect for you.

Qualifications

• Degree or diploma in Social Work, Business, or related field required.
• Strong clerical skills and attention to detail are essential.

Responsibilities

• Build rapport with clients and support their job search process.
• Conduct monitoring checkpoints and manage client caseload effectively.

Skills

Career Counseling

Customer Service

Data Management

Group Facilitation

Interpersonal Skills

Education

Degree in Social Work

Diploma in Human Resources

Tools

Microsoft Office

CRM Software

Job description

Work Hours: 35 hours/week (9:00am-5:00pm or 8:30am-4:30pm)

Work Setting: Exclusively Onsite (815 Danforth Ave, Toronto, ON)

Salary: G: $55,201.79

Application Deadline: May 21, 2025 by 11:59 pm

Competition #2025-283-CP Career Success Coach (2025-283-CP)

Employment Type: Contract Salary, Bargaining Unit

Program Overview – Integrated Employment Services, Community Programs

The Career Success Coach is the trusted support resource for clients who have entered employment, as well as a touchstone to WoodGreen 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 WoodGreen performance-based funding agreement.

What You Will Do

1. 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.
2. Ensure clients understand the Integrated Employment Services approach and the value of services provided, particularly retention support.
3. Create equity in all aspects of service delivery, striving for inclusion and equitable outcomes for all jobseekers who come to WoodGreen.
4. At the start of employment for each client, responsible for administrating the Transition & Retention Checklist (TRC) with clients who start employment (required for a Brokered Incentive Agreement (BIA) and must be attempted for all).
5. 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.
6. 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.
7. Enter case notes and data in CaMS and/or WCG’s CRM as required.
8. Deliver retention support that is flexible and becomes less or more intensive based on the results of the TRC and the ongoing situation.
9. 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.
10. Prepare monthly forecasts with the risk status of clients in caseload, indicating those at higher risk to fall out of work.
11. 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.
12. Support clients as they use onsite computers to engage in activities that help return them to work or access life stabilization supports.
13. Participate in training and coaching to support achievement of targets, using supervisor feedback as a learning opportunity.
14. Demonstrate excellent customer service skills in interactions with employers and clients.
15. Complete all documentation and data entry promptly per WoodGreen standards (e.g., client notes, referrals, forms).
16. Develop and facilitate group activities or workshops on job retention, both in person and online, as part of team duties.
17. Participate in training and complete upgrading as required by WoodGreen.
18. Attend supervisory, staff, and team meetings regularly.
19. Perform other duties as assigned.

What You Bring to the Team

• Degree or diploma in Social Work, Social Services Worker, Business, Human Resources, Community Development, or related field
• Strong clerical skills, attention to detail, organization, data management, and multitasking abilities
• Strong computer literacy, including Microsoft Office, online learning, research, and building an online presence (e.g., LinkedIn)
• Experience or training in career counseling (needs assessment, job search, job development, retention)
• Excellent customer service skills
• Experience leading group workshops or activities
• Ethical, compassionate, and purpose-driven with a focus on client success
• Energetic and enthusiastic about engaging with clients and improving their lives
• Coaching and facilitation skills to share information and success strategies
• Comfortable advocating for clients with employers

What Will Set You Apart

• Strong personal accountability for targets
• Coachable and adaptable to evolving procedures and client needs
• Patience, compassion, and sensitivity to diverse cultures and abilities
• Understanding of diversity and anti-racism principles
• Excellent interpersonal and communication skills
• Ability to work primarily in person at WoodGreen locations with some evening and weekend flexibility, including work from home for client calls
• Willingness to work at various Toronto locations

WoodGreen is an equal opportunity employer. We are committed to an inclusive, barrier-free work environment. Please inform us of any accommodation needs during the application process. All information related to accommodations will be kept confidential.

Application questions:

• Are you currently employed by WoodGreen? *
• Are you legally entitled to work in Canada? *
• Do you have a Bachelor’s Degree or Diploma in Social Work, Social Services, Business, Human Resources, Community Development, or related? *
• Do you have experience in group facilitation and/or career counseling? *
• Are you tech-savvy with the ability to learn new software quickly? *