Regional Director, Community Investments

Regional Director, Community Investments

Job details

Salary Range: $106,335 - $141,780

Duration: Contract (18 months)

Application Deadline: January 23, 2026

Recognized as one of Canada’s Most Admired Corporate Cultures, the Ontario Trillium Foundation is also one of Canada’s largest granting foundation and an agency of the Government of Ontario. With a budget of over $100 million,the Ontario Trillium Foundation (OTF)awards grants to some700 projects every year to build healthy and vibrant Ontariocommunities.

The Regional Director, Community Investments, is a public facing role that helps to advance the mandate of OTF through their thorough understanding of the Community Investments funding program, and the Ontario Trillium Foundation’s granting policies, Investment Strategy and Business Plan.

The Regional Director, Community Investments, leads and motivates a team of high-performing Program Managers to successfully manage delivery of the Community Investments funding program within the East region. The position works collaboratively with other Regional Directors, funding program directors and the Director, Granting Operations to successfully deliver Ontario Trillium Foundation’s (OTF) Business Plan. The position reports to the Vice President, Granting.

Purpose

Key Areas of Responsibility

ProgramManagement

Workcollaborativelywithinthedepartmentandacrosstheorganizationtoprovideinput to and oversee delivery of the Ontario Trillium Foundation Investment Strategy

Lead Program Managers to deliver accountability and provide excellent customer service

Oversee volunteer understanding and implementation of the Investment Strategy and OTF policies, processes and standards

Oversee funding recommendation processes within assigned areas - providing leadership in analysis and resolution of issues and ensuring on-going compliance with policies and standards

Provide leadership in the analysis and resolution of sometimes contentious and, or complex issues

Work collaboratively and within assigned areas to oversee and support effective and efficient program delivery (confirming compliance with policies, processes and standards, and ensuring responsive outreach and counselling, accurate and timely assessments, and helpful and accountable monitoring)

Problem solve and apply good judgement to decision-making

Feed information as required to corporate reports including quarterly progress on KPIs

Provide input to the OTF Risk Registry and Framework and implement mitigations to ensure accountable and accessible granting practices and value for money in the use of public funds

Strategic Leadership

Champion the strategic direction of the Foundation internally and externally

Provide strategic advice to the Vice President, Granting, on grant issues, and resource management

Work collaboratively and provide input as required to department and organization al strategies for achieving business plan goals

Oversee staff and volunteer understanding of OTF priorities, business needs, policies, processes and procedures

Effectively manage change on an on-going basis

Provide input on and oversee sustainable measures to mitigate identified risks

Work collaboratively to develop and implement strategies for achieving departmental and business plan goals (operational and organizational)

Oversee a local operational budget within the context of a larger department budget

Oversee training and learning opportunities for staff and volunteers to understand sector and community needs as related to the OTF Investment Strategy

Collaborate with OTF leaders to successfully deliver the business plan

PerformanceManagement

Lead, coach, and mentor a high performing team to deliver on OTF’s Investment Strategy and Business plans as applied to Community Investment department priorities and responsibilities

Support Program Managers located in various parts of the province to provide efficient, effective and excellent customer service

Provide ongoing guidance, feedback, recognition and coaching to staff

Drive excellence amongst staff by ensuring robust support, encouraging development opportunities and by helping staff to see the link between their function(s) and the OTF mandate and business plan

Provide inclusive leadership in employee recruitment, retention and professional development.

Conduct semi-annual performance reviews with direct reports, and address performance

problems as they occur

Support professional development, learning and maintenance of a strong team including succession planning for the future

Support exceptional delivery of granting through the OTF Investment Strategy

Identify and manage resources needed to achieve objectives in assigned team areas

Lead target setting/decision-making of grant allocation targets for assigned area

Work collaboratively to set and oversee operational budgets for assigned area and within department budget

- Problem solve and apply good judgement to decision-making pertaining to applicant/grantee financial statements, financial health and/or financial capacity

Skills and Attributes

Supervisory, leadership and collaborative skills

Ability to lead a team, be part of a team and maintain a positive attitude

Ability to think independently

Conceptual, analytical and problem-solving skills

Ability to use good judgment and exercise good decision-making

Ability to motivate self and others generating a high level of performance

Strong understanding of OTF’s Investment Strategy and granting policies

Excellent interpersonal, communication and presentation skills

Experience with Change Management

Resilience and ability to work under the pressure of multiple deadlines and cyclical demands

Familiarity with Financial Statements

Experience working in a digital setting - a high degree of comfort with technology and various platforms

Willingness and ability to travel in Ontario (once encouraged under public health guidelines)

Granting experience an asset

Distance management skills an asset

Accountability, Excellence & Agility

Create a Vision for the Future

Nurture Growth

Lead Change

Be Decisive

Experience and Education

Post-secondary degree in a relevant discipline.

Five to seven years’ progressive and relevant experience or an acceptable equivalent in education and experience.

Experience working within a high-performance culture

Experience building and leading teams in a dynamic environment

Experience with decision-making and managing change

Knowledge of/ experience with the diversity of OTF’s clientele and stakeholder groups

How we support diversity, inclusion and accessibility

We are building an inclusive workforce that reflects the communities we serve. We encourage everyone interested in working with us to apply, including people with disabilities, Indigenous, Black and racialized individuals, as well as people from all ethnicities, cultures, sexual orientations, gender identities and gender expressions.

Learn more about the work the Ontario Trillium Foundation is doing to create an inclusive, anti-racist, accessible and diverse workplace:

OTF is committed to accommodating applicants with disabilities throughout the hiring process, in accordance with the Accessibility for Ontarians with Disabilities Act (AODA). This job posting falls under the Public Service of Ontario Act, 2006.

The use of AI is not used to screen, assess, or select applicants.

While we thank all applicants for their interest, only those selected for an interview will be contacted.

Application Deadline: January 23, 2026

Directions for Application:

To apply for this position, submit your cover letter and resume online.

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