About the role:
We are looking for a full-time Director, IT Operations & DevOps. Reporting to our CTO, the Director, IT Operations & DevOps will lead CanadaHelps' Infrastructure, DevOps and internal IT functions, helping ensure our technology platforms are reliable, secure, scalable and well supported as the organization continues to grow and modernize. This is a new role.

This role is responsible for strengthening the operational foundations of the organization through improved processes, automation, service management practices and operational governance. The Director will help drive infrastructure modernization efforts, improve platform reliability and resiliency, reduce operational risk and support the continued evolution of CanadaHelps' cloud and operational capabilities.

This role will work closely with Engineering and business stakeholders to improve how operational services are delivered across the organization. That includes maturing areas such as incident management, change management, operational readiness, monitoring, documentation and disaster recovery practices, while helping reduce reliance on manual processes and operational tribal knowledge.

The successful candidate will bring a balance of operational leadership and technical understanding with a strong focus on building internal processes, enabling teams and creating a culture of accountability, continuous improvement and operational excellence.

The annual salary range for this role is $140,000 - $150,000. Where an offer falls within this range is determined through the interview process. Candidates are benchmarked by the hiring team based on role scope, relevant experience, skill alignment, and expected impact, using consistent and objective criteria.

This position is GTA remote but may require to be in-office in Toronto for team collaborations.

Key Responsibilities:

Operational Leadership & IT Maturity

• Lead the organization's Infrastructure, DevOps and internal IT teams
• Establish clear and consistent operational practices for incident management, change management, service delivery, disaster recovery and operational readiness
• Improve accountability, documentation, ownership and operational consistency across Infrastructure, DevOps and IT
• Define and track operational metrics related to platform reliability, service health and operational performance
• Establish clear escalation paths, support models and service standards to improve cross-team coordination and delivery
• Build a culture of ownership, continuous improvement, operational discipline and automation

Infrastructure, DevOps & Platform Reliability

• Lead infrastructure modernization, cloud operations and environment standardization
• Improve platform reliability, monitoring, alerting and incident response capabilities
• Partner with Engineering teams to improve CI/CD, environment consistency and developer experience and enablement
• Drive Infrastructure-as-Code, automation and repeatable operational practices
• Lead capacity planning and platform readiness for Giving Season and other critical fundraising periods
• Reduce manual processes, knowledge siloes and legacy operational dependencies through automation, documentation and shared ownership

Security, Risk & Compliance

• Support vulnerability management, access management, operational controls and PCI compliance activities
• Support audit readiness, disaster recovery and business continuity planning
• Reduce infrastructure and operational risk across platforms and third-party services
• Ensure operational practices meet security, compliance and risk requirements

Internal IT Operations & Service Delivery

• Lead internal IT operations including endpoint management, device lifecycle management and internal technology support
• Improve IT support processes, service consistency and the end-user experience
• Manage IT vendors, licensing and operational technology services
• Ensure internal IT services scale effectively as organizational needs evolve

Qualifications:

• 10+ years of experience in Infrastructure, DevOps, IT Operations or related technology leadership roles
• Experience leading Infrastructure, DevOps and/or IT teams within complex technology environments
• Experience improving operational processes, service delivery and organizational accountability
• Strong experience with cloud infrastructure environments, preferably Microsoft Azure
• Experience leading infrastructure modernization, operational transformation or cloud migration initiatives
• Strong understanding of modern DevOps practices including CI/CD, Infrastructure-as-Code, automation and environment standardization
• Experience supporting highly available production platforms and improving reliability, monitoring and operational readiness
• Experience supporting regulated environments, including security, compliance and audit-related activities (PCI experience is an asset)
• Experience with disaster recovery, business continuity and operational risk management
• Strong leadership, communication and stakeholder management skills, with the ability to work effectively across technical and non-technical teams
• Pragmatic, solutions-oriented mindset with a focus on operational excellence and continuous improvement

Success in this Role Looks Like
Success in this role will be measured by the continued improvement of CanadaHelps' operational reliability, scalability and maturity. The Director, IT Operations & DevOps will help build a more reliable, consistent and scalable operating environment that supports both organizational growth and effective technology delivery.

• Infrastructure, DevOps and IT operations are stable, reliable and operating with clear ownership and accountability
• Operational processes such as incident management, change management and service delivery are consistent, measurable and well understood
• Platform reliability, monitoring and operational readiness continue to improve, reducing operational risk during critical periods such as Giving Season
• Teams rely less on tribal knowledge through stronger documentation, cross-training, automation and shared ownership
• Internal IT and DevOps capabilities scale effectively to support the organization's growth, modernization and operational needs