Regional Director, East

Apply By: Sunday, January 25, 2026 11:59 pm EST

Support reintegration, shape safer communities.

The Community Correctional Services Division is seeking a strategic people leader with sophisticated operational and stakeholder management experience to support the operation of probation and parole services; guide and implement high-profile, initiatives that strengthen public safety and, support successful community reintegration. As Regional Director of the Eastern Region, you will be responsible for a diverse portfolio of operations including frontline service delivery, community partnerships and transfer payment program, and roll out of provincial initiatives that support a changing workforce and improve outcomes for adult offenders.

You will work collaboratively with Indigenous partners, justice-sector organizations, community agencies, and colleagues from across the OPS to ensure responsive, evidence-informed, client-focused service delivery.

As a member of the division's senior leadership team, you will work with creativity and compassion, drive continuous improvement in how probation and parole offices operate, and champion employee wellbeing and engagement. You will do this through fostering a workplace grounded in inclusion, accessibility, equity, and respect, and ensure staff across a geographically dispersed region have the leadership, stability, and support needed to deliver high-quality services.

A career in the Ontario Public Service is driven by a passion for creating a stronger Ontario.

About the job

Reporting to the Assistant Deputy Minister, the Regional Director, East will:

• lead a geographically dispersed team responsible for probation and parole supervision, rehabilitative programming, and community reintegration services
• advance innovative practices, creative problem-solving and continuous improvement to ensure effective operations and regulatory compliance
• build and maintain strong relationships with community partners, Indigenous communities, inter-ministerial colleagues, justice-sector organizations, and external agencies
• champion collaboration, engagement, equity, inclusion, accessibility, excellence and employee well-being across the region

What you bring to the team

Executive Leadership and Transformation

You are a seasoned people leader with proven abilities in:

• balancing strategic direction-setting with the right level of operational oversight, ensuring strong outcomes
• inspiring, motivating, and developing high-performing, multi-functional teams in a fast-paced, highly visible, and demanding operational environment
• leading through transformational change, championing modernization and innovative service-delivery approaches, and taking measured, appropriate risks to advance meaningful improvement
• creating a culture of diversity, inclusion, accessibility, anti-racism, equity, and psychological safety, while strengthening staff stability, morale, and well-being across a geographically dispersed region

Relationship Management and Political Acuity

You are an effective communicator, negotiator, and consensus builder with proven abilities in:

• demonstrating strong political acuity while delivering strategic, confidential, and time-sensitive advice to senior leaders, ministry executives, and government officials
• managing complex, politically sensitive, and high-profile issues involving diverse and sometimes competing interests, within an environment of significant public scrutiny
• bringing in diverse perspectives, including those outside community corrections, to inform decision-making, innovation, and continuous service improvement
• working collaboratively to advance shared priorities and navigate issues requiring diplomacy, tact, and sound judgement

Job Knowledge

You are a dynamic operational leader with proven:

• expertise in organizational transformation, modern service delivery, and justice oversight, including guiding regions through changes in structure, expectations, and mandate
• HR and labour relations experience, including navigating complex workforce issues, workplace challenges, and supporting long-term leadership pipeline sustainability
• ability to oversee regional compliance with legislative and policy requirements, community planning, contracted service delivery, and stakeholder engagement
• ability to translate complex operational or justice-sector considerations into clear, actionable advice for senior decision-makers

Don't meet every qualification?

If you are excited about this position and meet most, but not all, of the listed qualifications, please still consider applying. We recognize that no one person might have every qualification in this job ad, and you just might be the right candidate!

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.

Our hiring process is accessible, consistent with Ontario's Human Rights Code and the Accessibility for Ontarians with Disabilities Act, 2005. We are working to prevent and remove barriers in our hiring processes and can offer accommodation to address specific needs related to Code-protected grounds such as disability, family status and religion. For more information about accommodation during the hiring process please contact [email protected]. All information discussed related to accommodation will be kept confidential.

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

• diversity, equity and inclusion initiatives
• accessibility
• Anti-Racism Policy

Note:

• About security checks:
• A criminal or other federal offence record does not automatically disqualify you from the position. We consider each situation based on the position's responsibilities.
• If a check is needed and you've lived outside of Canada in the past 5 years for 6 or more months in a row, or if you are not a Canadian resident, you'll need to provide an out-of-country police clearance certificate from the country you lived in.
• Employment screening checks are only reviewed and evaluated by the Transition and Security Office, which also maintains them and keeps them strictly confidential.
• There is expectation of travel throughout the region. The position is headquartered in Kingston, Ontario, with flexibility to work from anywhere within the Community Correctional Services Eastern Region.