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Director of Operations: HR, Legal, Administration, and Planning

Toronto, Ontario Generate Canada

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Job Description

Job Description

Job Description

Salary: $105,000 - $25,000 /yr

Term: Full-Time, Permanent
Reports to: President & CEO

Salary Range: 105,000 - 125,000 /yr

Location: Canada (Remote, with occasional travel)

Expected start date: September 2025

This position is for one active vacancy.


About Us

At Generate Canada we believe in working across sectors and taking a systems-level approach to develop wicked solutions to complex challenges. Together with our partners were working to eliminate plastic waste, advance climate-friendly agriculture, drive investment in nature, shift production to a circular economy, and accelerate our energy transition.

As one of the countrys first and most impactful charitable organizations focused on the intersection of environmental, social, and economic prosperity, we know the solutions we need are interconnected and simply cant be achieved alone. We invite you to join us as we create, test and scale innovations for real progress.

Purpose

As the Director of Operations: HR, Legal, Administration, and Planning, you will provide strategic leadership across critical operational functions that enable Generate Canada's effectiveness as a high-performing, multi-layered organization. You will lead organizational development, strategic planning processes, legal and compliance functions, and administrative excellence while managing a team that includes a Coordinator of Stakeholder Engagement and a part-time HR Specialist. The nature of our small central operations team that supports 40+ staff means that you are excited about both providing oversight and also executing detailed processes yourself.

You will also work with the Senior Manager of Finance & IT to bring overall operational leadership, including coordinating operations roles across our Solution Space teams. Your role is essential to fostering Generate Canada's culture, ensuring compliance, and driving the strategic planning processes that guide our impact across Solution Spaces.


What You'll Do

Organizational Development and Human Resources (25%)

  • Work closely with the President & CEO and Managing Directors to develop and implement an organizational development, workforce strategy, and unified culture, identifying skills and capabilities required at the "centre" and Solution Spaces.
  • Monitor, report on, and coordinate actions to improve employee engagement across our remote, decentralized teams.
  • Oversee (and execute where needed) Human Resources functions, including talent acquisition, development, compensation, performance management, and HR operations.
  • Ensure effective HR policies, processes, and compliance measures are in place and regularly updated.
  • Oversee the integrity, security, and effectiveness of our HR data, including in our HRIS and related databases.
  • Drive initiatives to attract, engage, grow, and retain talented people who deliver on the "GenCan Way."


Strategic Planning (15%)

  • Support the President & CEO and Management Team in developing and updating Generate Canada's strategic plan.
  • Set up and lead the process for annual planning and OKR setting, ensuring engagement from the management team and input from stakeholders across the organization. Work in partnership with the Senior Manager, Finance & IT to closely integrate the annual planning and budgeting processes.
  • Oversee ongoing tracking and accountability processes against strategic plan and yearly OKRs, including support for reporting to the Board of Directors.


Operations and Organizational Effectiveness (20%)

  • Develop and maintain an operations strategy for Generate Canada overall, in collaboration with the Senior Manager of Finance & IT, including central versus decentralized capacity considerations.
  • Design, document, and execute operational processes that enable excellence in collaborating across Solution Spaces and managing external relationships, including having oversight over our CRM.
  • Oversee policy development and documentation across the organization, including regular review for applicability and compliance.
  • Oversee document and knowledge management, including our strategy for making resources available to staff through our intranet.
  • Champion and support the use of ClickUp as our standard tool for project management.


Legal and Compliance (15%)

  • Oversee legal and compliance matters for the organization across multiple legal entities. This includes compliance with charitable, non-profit, and other regulations, including reporting requirements. A key partner in this will be the Senior Manager, Finance & IT.
  • Manage legal entity structures and registrations, including evaluation and selection of appropriate entities for different organizational activities.
  • Ensure effective contract management and review processes, including broad use and tracking of standardized agreements (and working with legal counsel to keep these updated) and DocuSign.
  • Manage relationships with external legal counsel, including being the decision-maker on when legal counsel is needed.


Administration and Board Support (15%)

  • Support the President & CEO in resourcing and coordinating the work of the Board of Directors and Committees, including preparing materials and managing correspondence, where needed.
  • Ensure standardized and historical reference materials are kept current and made available to the board, committees, and staff groups through Google Drive and/or the organizations Intranet.


Team Leadership and Stakeholder Engagement (10%)

  • Build and lead high-performing teams in HR and operations.
  • Manage and mentor direct reports, including the Coordinator of Stakeholder Engagement and part-time HR Specialist, to maximize their talents and support professional development.
  • Provide overall leadership and coordination for our central teams focused on operational excellence (in partnership with the Senior Manager, Finance & IT), and bring operational coordination through leading our cross-organization Operations Group.
  • Partner strategically with Solution Space Managing Directors as trusted advisor and strategic business partner.


Who You Are

  • Strategic Operations Leader: You excel at designing and implementing operational strategies that enable high-performing organizations to achieve their mission.
  • People-Centered: You are passionate about organizational development, culture building, and creating environments where diverse teams thrive.
  • Systems Thinker: You understand how to balance centralized efficiency with decentralized autonomy in complex organizational structures.
  • Compliance Expert: You have experience understanding and navigating legal and regulatory requirements with confidence, while maintaining organizational agility.
  • Collaborative Builder: You foster trust, alignment, and shared purpose across diverse stakeholders and teams. You are an expert at leading with or without formal authority.


Essential Qualifications

  • 10+ years of progressive experience in operations, HR, or organizational development, with at least 5 years in senior leadership roles.
  • Proven track record in strategic planning and organizational effectiveness initiatives.
  • Strong background in policy development and compliance, preferably in non-profit or multi-entity organizations.
  • Demonstrated success in building and leading remote, distributed teams.
  • Excellent project management and process design skills.
  • Executive presence, including ability to communicate clearly and position issues at the right level of detail and against the organizations strategic priorities.
  • Experience supporting governance bodies and Board committees.


Preferred Qualifications

  • Experience in the non-profit sector, particularly with registered charities.
  • Experience with decentralized organizational models.
  • Knowledge of Canadian law and governance requirements, particularly in the areas of registered charities and HR.


To Apply

Applicants must be authorized to work in Canada and currently reside in Canada. This role does not offer visa sponsorship.

Please submit your resume and cover letter outlining your relevant experience (details not found in resume) to be considered for this opportunity.

Please note: We would rather receive a short cover letter from YOU than a formal letter from ChatGPT.

The job posting will remain open on Generate Canada's career site: -us/join-our-team/ until 11:59 PM ET on Wednesday, August 27, 2025.


What To Expect From The Hiring Process

We respect your time and value transparency. Heres what to expect:

  • Introductory call with HR (10 minutes)
    • Request for work samples
  • Interview with Hiring Manager (30-60 minutes)
    • Candidate Exercise/ Assessment Task
  • Interview with the Senior Management Panel (45-60 minutes)
  • Introductory call with Leadership Team (30 minutes)
  • Offer & Onboarding


Please note: this is subject to change at any point in the recruitment process based on the needs of the business. All interviewed applicants will be notified of the outcome within 45 days of their final interview.

Equal Opportunity Statement

Generate Canada values equitable opportunities, sustainable solutions, and collaborative and inclusive processes. Generate Canada recognizes and accepts differences in cultural, religious, and political processes and welcomes applications from all suitably qualified persons regardless of their race, sex, disability, religion/belief, sexual orientation, or age.

At Generate Canada were committed to providing reasonable adjustments throughout our recruitment process and will do our best to support you. If you require any adjustments or accommodations during the interview process, please let us know when we reach out to schedule your interview.


AI Disclosure Statement

At Generate Canada, we are committed to a transparent and human-centered recruitment process. We want to assure all candidates that we do not utilize artificial intelligence (AI) tools for candidate screening or selection, at this time. All applications are reviewed and assessed by a human.


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