Senior Employment Specialist

Organization NameJob CategoriesPosition TypeRegion and Location(s)Career LevelSalaryAd Online SinceApplication Deadline
The Career Foundation
  • Case Management
  • Community Outreach
  • Employment Counseling
  • Supervision / Team Leader
Contract - Full Time
  • Ontario - Metro Toronto Area - Toronto
Experienced (Non-manager)N/A2019-02-122019-03-01

Organization Profile:  The Career Foundation offers a wide range of career and job-related programs. Since its inception in 1988, The Career Foundation has steadily expanded its services.  Operating out of seven locations, we now help thousands of people each year successfully accomplish their employment goals. The Career Foundation receives funding from Employment Ontario, Service Canada, and private sector companies. For more information please visit our website at

At The Career Foundation we value inclusiveness and embrace diversity in the workplace.  We are a professional, result-driven organization that has been described by our employees as caring, compassionate, innovative and team-oriented.

We also offer:

  • Competitive compensation
  • A comprehensive health benefits plan that includes massage therapy, naturopath services, and travel coverage
  • An Employee & Family Assistance Program
  • An RRSP matching plan
  • A wellness program


Position Type: Full time 12-month contract (very good possibility of renewal)

Location(s):  Weston

Experience: 3+ years

Reporting to: Program Manager

Start date: Immediately


Responsibilities (include but are not limited to):

  • Serves as a resource to team members on various areas of service delivery as well as policies and procedures of The Career Foundation
  • Assists with reviewing Second Career applications prior to submitting to the funder for the decision-making process
  • Assists with amendment requests as submitted by the Employment Specialist team - following up if required
  • Remains up-to-date on all MAESD targets/expectations and ensures the team is on target in each performance measure
  • Assists the team in ensuring compliance with all Employment Ontario guidelines and requirements
  • Facilitates meetings or case conferencing in the absence of the manager
  • Participates in coordinating office schedule and service delivery
  • Assists manager with monitoring files ensuring documentation is completed thoroughly according to company expectations – as needed
  • Monitors case management, ensuring follow-up happens according to standards
  • Monitors monthly/quarterly/yearly team results – identifies areas requiring improvement, identifies solutions then implements plan to resolve
  • Updates manager on areas requiring support and attention
  • Assesses customers’ needs and assists them in developing a Service Plan
  • Keeps up-to-date information on referral sources by liaising with community partners
  • Makes appropriate referrals to Employment Ontario services and tracks customers’ progress
  • Manages a caseload of hundreds of customers annually ensuring that written documentation and statistics for each file is consistently up-to-date
  • Assists customers with various components of the application process for training
  • Manages client information in EOIS and The Career Foundation’s database
  • Conducts onsite/offsite job search workshops
  • Participates in the design, implementation & evaluation of job search material to meet the needs of job seekers with barriers to employment
  • Monitors individual participant and group process to maximize client learning, self-confidence and employability skills
  • Makes resources available in print, online and through workshops; workplace H&S, Human Rights, specialized workshops for newcomers, youth, disability, laid-off workers, etc.
  • Assists employers to attract and recruit employees/skilled labour by facilitating employment related events, internal job boards, employer prospecting activities
  • Identifies barriers to employment and provides supported referrals for clients to the appropriate community services for individual support
  • Assists in the implementation of effective program marketing strategies in the community
  • Assists clients in the exploration of occupational and training requirements, professional accreditation, language, credential & PLAR
  • Provides orientation to workplace, life skills coaching, support for disclosure of a disability
  • Supports assisted clients in planning and conducting job search based on a realistic and accurate assessment of qualifications compared to job requirements
  • Guides and supports individual clients in the daily completion of job search tasks
  • Conducts exit interviews with participants to ensure service provided was in accordance with service plans and met the highest standards of The Career Foundation
  • Assesses participants’ employment goals and establishes whether further assistance or other referrals are required
  • Prepares and submits weekly and monthly reports on service and client activity
  • Collects data on service needs, service delivery and service satisfaction
  • Assists team members and clients to navigate apprenticeship pathways for various skilled trades
  • Assists in scheduling and covering Itinerant EO services at Jane Alliance Neighbourhood Service

Other Duties as Required:

  • Develops a resource pool of mentors/coaches
  • Develops support plans with participants and mentors/coaches
  • Links participants with appropriate mentors/coaches to provide support during and after job placement
  • Monitors mentor/coach relationships and its impact on workplace and individual success and facilitates adjustment as required
  • Plans and executes an effective outreach plan targeting appropriate clientele
  • Recruits participants and ensures that required number of participants start services initiates and maintains documentation of contacted community organizations in an organized manner (including a database)
  • Develops ideas for outreach and with manager’s approval, implements those ideas and maintains such strategies
  • Participates in community events, job fairs and such activities to inform jobseekers about The Career Foundation and recruits them for the program
  • Visits and builds relationships with community partners in the area for referrals of participants including Libraries, Community Centers, Toronto Community Housing, etc.
  • Maintains flexibility to work evenings and weekends as needed


Qualifications/ Skills Required:

  • Must possess a university degree
  • Previous supervisory/management experience is an asset
  • Over 3 years of experience in employment counselling and case management
  • Extensive experience with individual job search support and group facilitation
  • Strong knowledge and experience with Second Career Strategy
  • Experience providing program support within the EO Employment Service Model
  • Experience compiling/submitting monthly and cumulative reports to management and funders
  • Proposal writing experience is an asset
  • A broad knowledge of occupations and current labour market conditions
  • Strong knowledge of community resources, supports for job seekers and employers
  • A high degree of willingness and flexibility and ability to work in busy team environment
  • Excellent verbal and written communication skills for giving and receiving instructions, participating in meetings and writing reports
  • Job development knowledge and connections with employers would be an asset
  • Excellent interpersonal skills - enthusiastic and flexible with  non-judgmental approach
  • Advanced skills utilizing all Microsoft Office Applications
  • A car is required for travel to meetings, employers, community partners etc.
  • Flexible to work evening and weekends as needed
  • Computer Proficiency with MS Office, Internet and Email


Application process: Please submit a cover letter and resume to, addressed to The Hiring Committee.  Remember to quote the job title of the position you are applying for in the Subject Line of your email.  No phone calls please.  Thank you for your interest in The Career Foundation.