Insight Global is looking for a Senior Technical Program Manager to support a large retail client within their People & Culture Technology team. This individual will lead the technical delivery of a large-scale, global transformation program involving new enterprise technology and capabilities across multiple functions and locations.The ideal candidate will have robust experience leading complex technology transformations involving multiple workstreams, technical teams, business stakeholders, and implementation partners. This person should have strong stakeholder and program management skills, along with enough technical depth to work effectively with architects and engineers and understand dependencies across enterprise applications, integrations, APIs, data, security, testing, deployment, and operations.

Lead end-to-end technical program delivery across multiple workstreams, technical teams, business functions, implementation partners, and locations.

Build and manage an integrated program plan covering scope, milestones, technical sequencing, dependencies, environments, data, integrations, security, testing, deployment, cutover, and operational readiness.

Establish and manage program governance, decision-making forums, ownership, escalation paths, executive reporting, RAID management, and overall program health.

Identify and proactively manage technical and delivery risks across architecture, data, integrations, platforms, resources, vendors, and technical dependencies.

Coordinate across Product, Architecture, Engineering, Cybersecurity, Data, Operations, P&C;, Finance, Procurement, and Change Management teams.

Partner with architects and senior engineers to validate assumptions, assess technical feasibility,



manage dependencies, and align delivery to architectural requirements.

Coordinate integration testing, deployment readiness, cutover planning, stabilization, and transition to operations.

Manage SI/implementation partner commitments, deliverables, dependencies, assumptions, acceptance criteria, and change control.

Translate technical complexity, risks, and trade-offs into transparent business impact and recommendations for senior leaders.

Establish repeatable program delivery practices, governance, and documentation for future transformation initiatives.

6+ years of experience across technical program management, leading global transformation projects across multiple business units and geographic regions

Proven experience leading or supporting a large-scale, multi-workstream enterprise technology transformation.

Strong experience managing complex programs across technical teams, business stakeholders, vendors/SI partners, and multiple locations or time zones.

Strong technical understanding of enterprise applications, integrations, APIs, data flows, security, environments, testing, deployment, and production operations.

Experience developing and managing integrated program plans with complex sequencing, milestones, and cross-team dependencies.

Strong experience with program governance,



executive reporting, RAID management, decision forums, financial tracking, and change control.

Ability to work effectively with architects and engineers to understand technical complexity, identify risks, challenge assumptions, and facilitate trade-off decisions.

Strong stakeholder management and executive communication skills with the ability to translate technical concepts into clear business implications.

Experience delivering People & Culture, HR Technology, workforce technology, or other global enterprise SaaS transformations.

Workday, ServiceNow, or similar enterprise cloud platform experience.

Experience working with system integrators or implementation partners, including SOW management and deliverable acceptance.

Experience leading data migration, integrations, security, testing, cutover, and post-production stabilization.

Experience working across Agile, hybrid, and stage-gated delivery models.

PMP or comparable program management certification.

Qualified candidates will receive consideration for employment without regard to race, color, ethnicity, religion, sex (including pregnancy), sexual orientation, gender identity and expression, marital status, national origin, ancestry, genetic factors, age, disability, protected veteran status, military or uniformed service member status, or any other status or characteristic protected by applicable laws, regulations, and ordinances. If you need assistance and/or a reasonable accommodation due to a disability during the application or the recruiting process, please send a request to View email address on publisher.sourcingsquare.com.

📌 Head of Programme Management (Vancouver)
🏢 Insight Global
📍 Vancouver