We are seeking an experienced Project Manager/Leader - Senior to lead the successful planning, execution, and delivery of large-scale enterprise cybersecurity and technology initiatives. This role requires a seasoned project leader with extensive experience managing complex security programs involving cloud technologies, network security, governance, risk management, and enterprise infrastructure.

The successful candidate will provide strategic leadership, oversee cross-functional delivery teams, manage technical dependencies and vendor engagements, and ensure enterprise security initiatives are delivered on time, within budget, and aligned with organizational goals.

MUST-HAVE REQUIREMENTS (Strictly Required)

Candidates will only be considered if they clearly demonstrate the following qualifications:

10+ Years of Project Management Experience

- Minimum 10+ years of experience leading complex enterprise IT and cybersecurity projects.
- Proven success delivering large-scale, mission-critical technology initiatives from project initiation through implementation and operational transition.
- Experience managing multiple concurrent projects while balancing scope, schedule, budget, quality, and risk.

Candidates must demonstrate leadership of enterprise-scale technology or cybersecurity initiatives. Cybersecurity Leadership & Governance

- Strong knowledge of:
- Cybersecurity principles and best practices
- Security governance frameworks
- Enterprise risk management
- Security-by-design principles
- Information security controls and governance processes




- Experience incorporating security requirements into enterprise projects while ensuring compliance with organizational standards and policies.

Cloud, Network Security & Zero Trust

- Strong understanding of:
- Cloud security
- Network security
- Enterprise infrastructure
- Up-to-date security technologies
- Zero Trust architecture
- Experience supporting the delivery of secure cloud and enterprise infrastructure initiatives.
- Understanding of identity, access management, network segmentation, encryption, and secure infrastructure principles.

Enterprise Security Architecture & Technical Delivery

- Demonstrated understanding of:
- Modern network-security architectures
- Enterprise infrastructure
- Hybrid and cloud environments
- Security technologies and platforms
- Ability to manage technical dependencies and coordinate the successful implementation of enterprise security solutions.

Risk Management & Organizational Change

- Proven track record of:
- Driving organizational change
- Leading continuous improvement initiatives
- Managing enterprise risks and mitigation strategies
- Delivering complex security transformation programs
- Ability to identify implementation risks, develop mitigation plans, and ensure successful project outcomes.

Vendor & Cross-Functional Team Management

- Experience managing:
- Vendor relationships
- External implementation partners




- Cross-functional technical teams
- Business stakeholders
- Executive leadership
- Demonstrated ability to coordinate multidisciplinary teams while ensuring business, technical, and operational objectives are achieved.

Key Responsibilities

- Lead the planning, execution, and delivery of enterprise cybersecurity and technology initiatives.
- Develop and manage project plans, schedules, budgets, risks, issues, and resource plans.
- Coordinate cross-functional teams, technical specialists, vendors, and business stakeholders.
- Ensure cybersecurity, governance, and risk management requirements are incorporated throughout the project lifecycle.
- Oversee implementation activities involving cloud technologies, enterprise infrastructure, and security solutions.
- Monitor project progress and provide executive-level reporting on milestones, risks, and project performance.
- Facilitate governance meetings, stakeholder engagement, and decision-making processes.
- Drive continuous improvement and ensure successful delivery of strategic enterprise initiatives.

Preferred Qualifications

- PMP certification or equivalent project management certification.
- Cybersecurity certifications such as CISSP, CISM, or Security+ are considered an asset.
- Experience working in government, public sector, or other large enterprise environments.
- Familiarity with security frameworks such as NIST, ISO 27001, or CIS Controls.
- Excellent leadership, communication, stakeholder management, negotiation, and problem-solving skills.

Pay: $90.00-$100.00 per hour Work Location: Hybrid remote in Toronto, ON

📌 Project Manager/Leader - Senior (Toronto)
🏢 StaffWise Technologies
📍 Toronto