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About the Role

The Director, IT Operations & DevOps will lead CanadaHelps’ Infrastructure, DevOps and internal IT functions, ensuring technology platforms are reliable, secure, scalable, and well-supported during organizational growth and modernization. This role strengthens operational foundations through improved processes, automation, service management, and governance, driving infrastructure modernization, platform reliability, and reducing operational risk.

Responsibilities

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
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
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
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

Requirements

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

Skills

Infrastructure
DevOps
IT Operations
Cloud Infrastructure
Microsoft Azure
CI/CD
Infrastructure-as-Code
Automation
Environment Standardization
Incident Management
Change Management
Service Delivery
Disaster Recovery
Operational Readiness
Monitoring
Alerting
Incident Response
Capacity Planning
Vulnerability Management
Access Management
PCI Compliance
Audit Readiness
Business Continuity Planning
Risk Management
Endpoint Management
Device Lifecycle Management
IT Support
Vendor Management
Licensing
Leadership
Communication
Stakeholder Management

Location

Remote
Toronto

Work Type

Full-time
Remote
Hybrid

Experience Level

10+ years

Salary/Compensations

$140,000 - $150,000

About the Company

At CanadaHelps we believe in the power of generosity - not just for those who receive it, but for everyone it touches. Every act of generosity sparks connection, inspires change, and brings people together. This is an opportunity to join something bigger: a movement that fuels progress, strengthens communities, and reminds us of what’s possible when we come together.
We are a dedicated team of entrepreneurial-minded peers who believe in a world where everyone can thrive. We offer a flexible, inclusive environment built on growth, ambition, and shared success.
CanadaHelps provides the most comprehensive and flexible range of giving solutions for donating to any charity in Canada, and we partner with charities of all sizes to ensure they have the tools they need to achieve their goals. Over the past 25 years we’ve helped raise over $3.7B for Canadian charities. Generosity is right here.

Equal Opportunity

At CanadaHelps, we commit to pursuing deliberate efforts to ensure that our company is a place where differences are welcomed, different perspectives are respectfully heard and where every individual feels a sense of belonging and inclusion. We know that by creating a vibrant climate of inclusiveness, we can more effectively advance our collective capabilities.
CanadaHelps does not use AI-enabled tools to screen, assess, rank, or select candidates in our recruitment process. AI may be used in note-taking. Our hiring teams make all hiring decisions.