About the Role

Key Responsibilities:

Technology Modernization
Lead the evaluation and phased replacement of outdated technologies.
Develop a modernization roadmap with clear ROI, timelines, and risk mitigation.
Architecture \& System Design
Reassess our microservices architecture; explore alternatives like containers or hybrid models for better manageability and cost-efficiency.
Consolidate over 200 fragmented codebases into maintainable, scalable systems.
Infrastructure \& Reliability
Upgrade critical infrastructure (DNS, servers, monitoring, automation).
Implement proactive incident detection, root-cause prevention, and system observability.
Platform Efficiency \& Developer Experience
Create and enforce testing standards and code quality guidelines across teams.
Streamline development workflows and reduce onboarding friction for engineers.
Cloud Optimization
Audit current AWS usage; eliminate waste and optimize performance-to-cost ratios.
Develop long-term cloud cost control and scalability strategies.
Customer Experience Support
Analyze customer support ticket trends; reduce technical friction points through smarter design, documentation, or automation.
Collaborate with product and support teams to improve self-serve capabilities.
Tech Strategy \& Governance
Conduct a full audit of tools, frameworks, and languages in use.
Recommend a standardized, forward-looking technology stack and skill plan.
Establish documentation, visibility tools, and change-tracking systems.
Cross-functional Collaboration
Partner with product, design, marketing, and customer success to ensure infrastructure choices align with business goals.
Mentor and support other engineering leaders, without direct team management (unless desired).

Who You Are

8 years of experience in software engineering, with 3 years in architectural or platform leadership roles.
Proven track record modernizing legacy systems and improving infrastructure at scale.
Deep understanding of cloud platforms (especially AWS) and cost optimization strategies.
Strong architectural background (monolith to microservices, containers, service orchestration, etc.).
Strong coding skills with the ability to mentor and support team members in best practices and code quality.
Experience consolidating codebases and managing complex technical debt.
Ability to translate business challenges into actionable technical strategies.
Excellent communicator who can lead through influence, not just authority.

Nice to Have

Experience migrating or selecting modern CMS platforms.
Familiarity with .NET, Node.js, React, and large-scale database refactoring.
Exposure to AI/automation in support ops or DevOps workflows.
Prior experience in a growth-stage or transformation-focused company.

Why This Role Matters

What we offer

Opportunity to shape the future of a proudly Canadian brand in a competitive global industry
Autonomy and ownership to build strategies from the group up
A collaborative, supportive, and entrepreneurial culture
Competitive salaryand benefits
Centrally located office- we are located in the Byward Market

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