Director, Strategy & Operations Jobs in Toronto, ON
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Toronto, ON
Director, Operations
Top Benefits
About the role
Love what you do.
Are you interested in joining a team of people who care about making a difference in the lives of low-income Canadians? Join our team for a rewarding non-profit career in Canada.
Prosper Canada is an equal opportunity employer committed to equity, diversity and inclusiveness in employment practices and maintaining a work environment in which all employees and volunteers receive fair and equitable treatment regardless of colour, ethnicity, citizenship, country of origin, gender, sexual orientation, age, disability, marital status, or family status. We strive to create a culture where all feel valued, respected, and feel a true sense of belonging.
Vacancies in our organization occur when current staff members leave the organization or when new positions align with our programs.
Opportunities can range from permanent full-time opportunities to part-time and temporary positions. We also offer internship opportunities for university and college students seeking practical job experience.
Current opportunities
Director, Operations
Reporting to and working closely with the Vice President, Impact and Operations, theDirector, Operations will lead the establishment of Prosper Canada’s project management function, strengthening how the organization plans, monitors, and manages complex cross-team initiatives. They will also implement organizational capacity planning and management and, over time, lead other priority operational effectiveness initiatives.
Request for Proposal: Compensation and Benefits Benchmarking study
Prosper Canada is seeking an expert compensation consultant/firm to conduct a comprehensive compensation and benefits benchmarking study for our organization to help us ensure that:
Our compensation for all job levels (8) is competitive with comparable charitable/non-profit organizations operating in the Greater Toronto Region
Staff at all levels in the organization are equitably compensated for their work, with salaries that are commensurate with their responsibilities.
Common Good Retirement Plan
We are pleased to offer the Common Good Retirement Plan to our staff at Prosper Canada. Common Good is a modern, portable, group RRSP and TFSA savings plan that helps employees in the non-profit sector to save and invest affordably for a secure retirement.
What do Prosper Canada employees love about working here?
Learn why Prosper Canada is such a special place, directly from thepeople that work here.
"I have been with Prosper Canada for over 15 years and it is the people that really make it special. I left for a while and missed it so much I came back! The work we do is important, and the variety of projects keeps things interesting. I am always learning! It is a great place to grow your skills and work with great people to improve the financial wellbeing of people living in Canada." —Jenni Bolton, Manager, Community Learning and Engagement
"I love being on the communications team. I get to collaborate with a wonderful group of people who genuinely care. Everyone who works here is so supportive and wants each other to succeed." Katharine Reid, Communications Officer
"I have worked at Prosper Canada for the past 25 years and still love working here. Prosper Canada sticks with its values—a culture where I feel valued, respected, and a true sense of belonging. I’m grateful I get to work with amazing people in the organization, love the work-life balance, the flexibility to work hybrid, great benefits, and all the holiday time that is given throughout the year." Melissa Choi, Office Administrator, Finance and Administration
"I have been with Prosper Canada for over 15 years and it is the people that really make it special. I left for a while and missed it so much I came back! The work we do is important, and the variety of projects keeps things interesting. I am always learning! It is a great place to grow your skills and work with great people to improve the financial wellbeing of people living in Canada." —Jenni Bolton, Manager, Community Learning and Engagement
"I love being on the communications team. I get to collaborate with a wonderful group of people who genuinely care. Everyone who works here is so supportive and wants each other to succeed." Katharine Reid, Communications Officer
"I have worked at Prosper Canada for the past 25 years and still love working here. Prosper Canada sticks with its values—a culture where I feel valued, respected, and a true sense of belonging. I’m grateful I get to work with amazing people in the organization, love the work-life balance, the flexibility to work hybrid, great benefits, and all the holiday time that is given throughout the year." Melissa Choi, Office Administrator, Finance and Administration
"I have been with Prosper Canada for over 15 years and it is the people that really make it special. I left for a while and missed it so much I came back! The work we do is important, and the variety of projects keeps things interesting. I am always learning! It is a great place to grow your skills and work with great people to improve the financial wellbeing of people living in Canada." —Jenni Bolton, Manager, Community Learning and Engagement
As a member of our team, you'll benefit from a compensation package aimed
at keeping you happy, healthy, motivated and safe.
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35-hour workweek
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Flexible working arrangements within Canada
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Competitive base salary
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Group medical and dental benefits
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Employee Assistance Program
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Generous vacation and leave entitlements
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Reimbursement towards professional development courses
60 St. Clair Avenue East, Suite 700
Toronto, Ontario M4T 1N5
© 2026 Prosper Canada. All rights reserved. Charitable Registration 89734 4560 RR0001.
LAND ACKNOWLEDGEMENT: Prosper Canada is situated on the traditional lands of many nations including the Mississaugas of the Credit, the Anishnabeg, the Chippewa, the Haudenosaunee and the Wendat peoples and is now home to many diverse First Nations, Inuit and Métis peoples. These lands are covered under the Williams Treaties and rest within the traditional territory of the Anishinaabeg. We offer our gratitude to the Indigenous Peoples who care for and, through the treaty process, share the lands on which we live, learn, teach and prosper.
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About Prosper Canada
Founded in 1986, Prosper Canada is a national charity dedicated to expanding economic opportunity for Canadians living in poverty through program and policy innovation.
As Canada’s leading champion of financial empowerment, we work with governments, businesses, and community groups to develop and promote financial policies, programs and resources that transform lives and foster the prosperity of all Canadians.
Our aim is to ensure that all financially vulnerable Canadians have access to the financial information, education, services, products and advice they need to build their financial wellbeing.
The Prosper Canada Centre for Financial Literacy is a division of Prosper Canada.