Serge Roberge

Technology Executive — VP Engineering / Head of Technology Leadership

I lead engineering organizations through periods where delivery expectations outpace the systems, structure, and operating models required to support them safely.

My work focuses on stabilizing and scaling revenue-critical technology platforms while enabling continuous modernization without operational disruption.

Operating Experience

At several points in my career, I have been responsible for platforms expected to deliver continuous revenue while undergoing structural change the organization could no longer defer.

In one instance, delivery expectations continued to increase while engineering capacity declined and core systems approached operational limits. Replatforming was not viable without unacceptable business risk, yet maintaining the existing trajectory guaranteed instability.

The decision was to shift from replacement-driven modernization to incremental evolution of live production systems. Architectural change, delivery discipline, and ownership boundaries were introduced while the platform remained in continuous operation.

The outcome was not a single transformation event but restored delivery predictability, improved operational stability, and an organization capable of modernizing without interrupting the business that depended on it.

The same operating principles apply in growth environments, where increasing delivery velocity must occur without allowing architectural or organizational debt to compound faster than the business can absorb.

Approach

I establish direction and constraints, then give teams autonomy to execute within clearly understood boundaries.

Decisions are expected to be deliberate, documented, and revisited as conditions change. Priority is placed on fundamentals, ownership clarity, trusted data, repeatable processes, and a single operational source of truth, because these determine whether organizations scale sustainably.

Modernization and experimentation are necessary, but they must occur within systems capable of supporting continuous change without introducing operational instability.

Much of my work involves making consequential decisions under uncertainty, evolving live systems without interrupting business operations, and maintaining execution focus when organizational pressure increases.

I value direct communication, constructive tension in service of progress, and shared accountability for outcomes. Engineering organizations perform best when expectations are clear, standards are consistent, and teams understand the purpose behind the work.

Selected Mandates

Stabilizing and Modernizing Revenue-Critical Platforms

Led modernization of live production platforms supporting national and global audiences while delivery expectations continued to increase under reduced organizational capacity.

Introduced incremental architectural and delivery changes that improved operational stability and enabled ongoing modernization without service interruption or large-scale rewrites.

Scaling Engineering Execution Across Functions

Built and aligned software engineering, DevOps, QA, and platform teams responsible for continuously operating digital products.

Clarified ownership boundaries, standardized delivery practices, and improved execution predictability across distributed teams operating under continuous availability requirements.

Modernization Under Organizational Constraint

Directed technology evolution in environments constrained by legacy systems, limited staffing capacity, and competing operational priorities.

Sequenced modernization efforts to reduce delivery risk while maintaining business continuity and measurable forward progress.

Translating Strategy Into Operating Capability

Worked with executive and product leadership to convert strategic objectives into durable engineering systems, aligning architecture, governance, and delivery practices with long-term organizational sustainability.

Background

I am a Toronto-based technology executive with nearly three decades of experience leading engineering organizations, platform modernization, and technology operations within complex environments.

My work has spanned software engineering, infrastructure, DevOps, QA, and data across legacy, cloud, and hybrid platforms. I am typically brought into situations where delivery expectations exceed the capacity of existing systems or organizational structures, and where technology decisions carry material business risk.

I focus on translating strategy into durable operating capability, stabilizing critical platforms, aligning teams around clear ownership and execution models, and enabling organizations to modernize while remaining fully operational.

My experience includes digital media, subscription and consumer platforms, and regulated environments operating under continuous delivery and availability constraints.

Contact

Serge Roberge

connect [at] sergeroberge [dot] com

LinkedIn
GitHub — Engineering Systems Notes