INTERNAL/EXTERNAL JOB POSTING #26-15

Manager, Social Enterprise Operations

Position Type: FT, 35 hours/week

Location & Details: 4 Industrial Road

Deadline to Apply: June 4th 2026

Compensation Range: 61,602 – 88,003

Vacancy Reason: Fill an open vacancy

Company Description: 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:

We are looking for a purpose-driven leader to take Evolve to its next chapter.

As Manager, Social Purpose Enterprise Operations, you will lead a thriving thrift store that is equal parts retail business and community program. You will drive revenue that sustains our mission, create meaningful employment pathways for people facing barriers, and transform Evolve into a welcoming community hub for Caledon residents.

This is not a typical retail management role. You will be building something with real community impact, and your success will be measured in both dollars and in lives changed.

Position Deliverables/Accountabilities:

Financial Sustainability

Develop and manage the annual operating budget, including revenue targets and expense plans

Monitor daily sales performance, analyze trends, and make real-time adjustments to keep the store profitable

Oversee daily cash handling, loss prevention procedures, and financial reporting to the Director

Grow revenue beyond the shop floor through online marketplace listings for higher-value donations

Social Impact

Design and deliver a structured employment-readiness program for youth, newcomers, individuals with disabilities, and those facing barriers to employment

Establish clear learning pathways with defined skills, milestones, and competencies for each participant role

Provide hands-on coaching, consistent supervision, and regular performance feedback to all program participants

Community Connection

Lead the transformation of Evolve into an inclusive community hub where residents, seniors, and individuals with special needs feel genuinely welcome

Design and operate an inviting gathering space within the store, supported by trained and screened volunteers

Build a structured volunteer program with clear roles, orientation, training, and ongoing support

Environmental Responsibility

Track and report on the volume of goods diverted from landfill through store operations

Develop and promote textile recycling programs for items not suitable for resale

Launch upcycling or repair initiatives to extend the life of donated goods and attract sustainability-minded customers

Core Job Posting Requirements/Criteria:

•      A minimum three-year degree in business, social services, nonprofit management, marketing, or equivalent experience.

•      Three to five years of retail management or thrift store operations experience, combined with at least five years managing a social service program with paid staff and volunteers.

•      A track record of hiring, coaching, and developing diverse teams.

•      Strong financial acumen: comfortable reading a budget, spotting a trend, and making adjustments to stay on track.

•      A natural connector who builds trust with community partners, donors, municipal contacts, and the people who walk through the door.

•      Certified First Level Manager (CFLM) designation with the Retail Council of Canada is a strong asset.

•      Valid Ontario driver's license and reliable personal vehicle, plus satisfactory Criminal Records Check prior to start.

•      Demonstrated ability to work with equity-seeking communities, including newcomers, youth, seniors, and individuals with disabilities, with cultural sensitivity and genuine respect for diverse lived experiences.

•      Comfortable working in a fast-paced, mission-driven environment where priorities shift, resources are lean, and creative problem-solving is part of the daily rhythm.

•      Valid Ontario driver's license and reliable personal vehicle, plus satisfactory Criminal Records Check prior to start.

AI Disclosure : CCS is not using AI in the hiring process 

Interested applicants can apply by forwarding an updated resume and cover letter via e-mail to by the deadline.  Please cite competition #26-15. 

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. CCS will be keeping records of the interview process for at least 3 years period