Job Description

INTERNAL/EXTERNAL JOB POSTING #25-18

Engagement Retention Specialist

Position Type:

Full Time, 35 hours/week

Location & Details:

Multiple locations in Caledon (Hybrid- combination of on-site and remote)

Deadline to Apply:

October 21st 2025

Agency Overview:

Throughout the entirety of the Town of Caledon, Caledon Community Services (CCS) is helping shape the future of a caring and engaged Caledon community. Our social service programs address community needs in a uniquely challenging and increasingly diverse GTA community. CCS is home to Caledon's only accessible transportation program, the Exchange Community Hub that includes food support and a range of activities, the Caledon Specialist Clinic, and personal support services for seniors. We offer settlement services and language classes for newcomers and comprehensive employment services for job seekers and local businesses. We provide paid training programs for Caledon youth as well as exciting internships and volunteer opportunities. Finally, we invite the community to shop at Evolve, a retail shopping destination. We host a variety of fundraising events annually. We invite you to volunteer with us. Proceeds raised support service delivery for many of our programs. The breadth of our services makes for compelling opportunities to attract new friends and raise support for our work.

Learn more at ccs4u.org.

Our Customer Service Vision: Making it Easy to Ask, Participate and Give

Position Overview:

The Engagement/Retention Specialist will primarily focus on providing pre-and post-employment services to assist jobseekers in addressing barriers to employment, through early intervention and retention support services to achieve sustainable employment.

Position Deliverables/Accountabilities:

The Engagement/Retention Specialist is a member of the, Employment Services team. Under the general direction of the Manager, Employment Services the incumbent will be required to undertake general case management duties as required with specific focus on supporting client intake, monitoring clients progress and supporting retention by completing the below duties:

Provide services to Clients in a manner that is welcoming, safe and professional and ensures that their privacy rights are protected

Deliver services in line with CCS' contract, guidelines, policies, procedures, and performance requirements

Use Case Management System to ensure all documentation is accurate, up to date and submitted within set timeframes

Manage workload while working towards Key Performance Indicators (KPIs) through prioritization and effective time management

Provide coaching, group facilitation and case management elements and related engagement/retention activities

Provide part or all aspects of the Employment Service model as needed

Display high level of personal integrity and professionalism when representing CCS

Other duties as required that will support Clients return to work

Engagement:

Develop and maintain relationships with community stakeholders as part of generating and managing Client referrals

Engage and follow up with program inquiries from multiple streams

Screen Clients to make the determination if a client is best served through supported or self directed services and/or other Employment Services programs

Support Clients with intake, awareness and navigation support, including accessing community resources for additional support needed to improve their job readiness

Manage referrals and book assessments ensuring appropriate documentation in all case management systems

Provide supported referrals as needed

Retention:

Work with an integrated service delivery and case management model including case conferencing to support employability and smooth transition into the workplace

Upon employment, monitors client and employer for job retention (at a minimum, or more frequently when required), securing feedback on service quality and long-term impact

Provides ongoing job maintenance support and follow-up with newly employed clients for up to 12 months

Provide one-to-one follow-up to address issues similar to re-employment or provide referral to further training and education and/or life skills development.

Obtains documentary evidence of employment (i.e., pay stub, attestation form, letter/email from employer) at job start, 1, 3, 6, and 12-months post job start

Manages client caseload, ensuring timely and accurate data entry into case management systems (CaseFLO and CaMS)

Direct clients who are not successful in retaining their paid employment or work placement to the Employment Specialist/Job Development team to assist them in finding new employment.

Resources and Information:

Provide ongoing support to incoming clients to the Resource Centres

Maintain and update print and electronic materials in the Resource Centres

Support scheduling of events and prepare materials for information sessions/workshops and promotional purposes, and support social media promotion

Assist clients onsite with computer access, including internet-based services

Support front reception services and general as needed

Participate in the hosting of community and employer events

General:

Participate in a team approach to ensure effective and co-operative functioning across the division and all specialists

Support and maintain online job bank and social media accounts as required

Provide administrative support (client tracking, supports, incentives, reports) as required

Participate in staff and community meetings deemed appropriate by the Manager

Provide services at various on and off-site locations where applicable. Travels and works off-site as assigned

Other duties as assigned

Contacts

Internal : with Manager for direction and guidance, Program Managers and program staff related to aspects of service delivery, with all ES staff to collaborate on service delivery, with Agency staff in other programs to facilitate holistic approach to client service.

External : with clients to provide service, with community partners & employers for retention, with other agencies to develop client-focused plans, with funder representatives for reporting and information.

Qualification Criteria:

Education

2-year college diploma in related field such as Social Service Work, Career and Work Counseling, Career Development, Career Foundations

Nature of Experience Required

1 to 2 years related experience

Demonstrated experience in some or all aspects of Job Search or Job Retention including employment/coaching

Presentation/facilitating and coaching skills

Knowledge Required

Solid understanding of job search strategies

Demonstrated ability to work with diverse groups - including adults, youth, newcomers to Canada or other groups with specialized needs

Demonstrated understanding of local labour market, community resources, programs, and services

Solid understanding of confidentiality requirements and professional codes of conduct, with a focus on compliance and ethical standards

Skills Required

Knowledge of multiple languages is considered a strong asset

Computer literate and internet experience

MS Office 365 (web)

Excellent interpersonal, communication, time management and teamwork skills

Presentation/facilitation and one-to-one coaching skills

Proven ability to adapt to change, manage multiple priorities, and maintain strong work relationships while consistently meeting performance goals

Other Requirements:

Access to a personal device (smart phone or tablet)?is required for periodic, two-factor authentication using the Microsoft Authenticator App when signing into CCS networks/cloud environment as part of I.T. security protocols

Valid Driver's license, reliable access to a vehicle & insurance

Satisfactory Criminal Records Check.

Interested applicants can apply by forwarding an

updated resume and cover letter

via e-mailto recruit@ccs4u.org

by the deadline.

Please cite competition #25-18.

We thank all applicants for their interest but will only be contacting those selected to attend an interview. CCS is an equal opportunity employer encouraging applications from qualified individuals from diverse groups including Indigenous peoples, visible minorities, persons with disabilities, persons of all sexual orientation or gender identity and other grounds identified under the Ontario Human Rights Code. CCS will provide information and/or accommodation pertaining to this job posting and/or the recruitment process in an accessible manner upon request.

Job Type: Full-time

Pay: $22.00 per hour

Work Location: Hybrid remote in Bolton, ON L7E 1K6