Career Retention Specialist — Hybrid & Impactful

The Career Foundation

Toronto

Hybrid

CAD 57,000 - 58,000

Full time

12 days ago

A complete application in a minute

Tailored resume and cover letter, ready to send.

Get past ATS filters

Benefits offered by this job

Competitive compensation
Comprehensive health benefits (massage
Dental insurance
RRSP Matching
Employee & Family Assistance program
Wellness initiatives
Paid days off for religious observance
Paid days off for personal wellness

Job summary

The Career Foundation is a dynamic non-profit organization delivering integrated employment services across the GTA. The Career Retention Specialist supports clients after placement to ensure long-term stability, maintaining ongoing relationships with employed clients and their employers.

Role requires documenting progress, coaching on workplace norms, and meeting retention targets. The position is full-time (37.5 h/wk) with a one-year contract, potential permanency, and a hybrid work model

Qualifications

  • Post secondary degree or diploma in Career Services, Social Services, or another related field preferred, or equivalent experience.
  • Minimum of two years’ experience in employment services, career coaching, case management, or related duties.
  • Excellent English communication, both verbal and written.
  • Strong data entry accuracy and attention to detail.
  • Proven ability to meet targets in a results-driven environment.
  • Exceptional relationship-building and interpersonal skills.
  • Flexibility to work outside regular hours, including evenings and weekends.

Responsibilities

  • Retention monitoring with mandatory checkpoints (3, 6, 12 months) to support employment stability.
  • Maintain ongoing rapport with employed clients and employers for program continuity.
  • Provide coaching to clients on workplace expectations and problem-solving.
  • Identify retention risks and implement timely interventions.
  • Support employer relationships to ensure long-term client success.
  • Document all activities in required systems and maintain confidentiality.
  • Plan and deliver job retention workshops and related duties as assigned.

Skills

Career coaching
Case management
Results driven
Data entry accuracy
Verbal and written English
Relationship building
Emotional intelligence
Time management
Organizational skills
Problem solving
Conflict resolution
Microsoft Office
Flexible hours

Education

Post secondary degree or diploma in Career Services or related field

Tools

CaMS / FFAI
Microsoft Office 365
Outlook
Teams
SharePoint

Job description

The Career Foundation is a dynamic non-profit organization delivering integrated employment services across the GTA. The Career Retention Specialist supports clients after placement to ensure long-term stability, maintaining ongoing relationships with employed clients and their employers.

Role requires documenting progress, coaching on workplace norms, and meeting retention targets. The position is full-time (37.5 h/wk) with a one-year contract, potential permanency, and a hybrid work model

Get your free, confidential resume review.

or drag and drop your file here.

Similar jobs

Similar jobs worth comparing

Career Retention Specialist
Career Retention Specialist

The Career Foundation • Toronto

Hybrid
CAD 57,000 - 58,000
Competitive compensation
Comprehensive health benefits (massage
Dental insurance
+5
Retention Job Coach - On-the-Job Support (Hybrid)
Retention Job Coach - On-the-Job Support (Hybrid)

Pinecrest-Queensway Community Health Centre • Ottawa

On-site
CAD 52,000 - 66,000
Strategic Employer Engagement & Placement Specialist
Strategic Employer Engagement & Placement Specialist

The Career Foundation • Toronto

Hybrid
CAD 51,000 - 63,000
Health benefits
Dental insurance
RRSP matching
+4
Employment Services Specialist - Hybrid, Remote Day
Employment Services Specialist - Hybrid, Remote Day

WoodGreen Community Services • Toronto

Hybrid
CAD 36,000 - 52,000
Career Success Coach
Career Success Coach

The Career Foundation • Toronto

On-site
CAD 48,000 - 66,000
Health benefits
Employee & Family Assistance program
Wellness initiatives
+2
Retention Specialist
Retention Specialist

John Howard Society of Ottawa • Ottawa

Hybrid
CAD 54,000 - 61,000
Benefit plan
Four weeks vacation annually
Defined contribution pension plan
Employer Engagement & Placement Specialist
Employer Engagement & Placement Specialist

The Career Foundation • Toronto

Hybrid
CAD 51,000 - 63,000
Competitive compensation
Health benefits package
Employee & Family Assistance program
+3
Career Success Coach (2025-493-CP)
Career Success Coach (2025-493-CP)

WoodGreen Community Services • Toronto

On-site
CAD 34,470 - 49,094
ES-U26-40- Career Specialist, Integrated Employment Services
ES-U26-40- Career Specialist, Integrated Employment Services

Springboard • Toronto

On-site
CAD 53,000 - 65,000
ODSP Employer Services and Retention Specialist (Part-time)
ODSP Employer Services and Retention Specialist (Part-time)

The Career Foundation • Toronto

Hybrid
CAD 36,000 - 37,000
Competitive compensation
Health benefits
RRSP Matching
+4