Senior Technical Program Manager, GTM Transformation

Team: Project Management

Location: Canada

Commitment: Contract

Workplace Type: remote

Accountabilities

The Senior Technical Program Manager will lead enterprise transformation programs by establishing strong governance, aligning stakeholders, and ensuring successful delivery of strategic initiatives.

• Lead complex go-to-market transformation and strategic growth programs from initial planning through execution, ensuring measurable business outcomes.
• Build and maintain program governance frameworks, including delivery processes, operating cadences, reporting structures, and accountability models.
• Partner with senior executives and business leaders to translate strategic priorities into actionable roadmaps and execution plans.
• Coordinate cross-functional initiatives across Sales, Customer Success, Enablement, Operations, Product, and Technology teams.
• Drive stakeholder alignment, manage dependencies, and influence decisions across teams without direct authority.
• Develop executive-level dashboards, presentations, and reporting materials highlighting program progress, risks, milestones, and business impact.
• Provide strategic recommendations by analyzing options, trade-offs, risks, and potential outcomes for leadership teams.
• Identify program risks proactively, develop mitigation plans, and ensure timely resolution of challenges.
• Support change management, communication, training, and adoption activities to improve organizational readiness.
• Mentor junior program managers and promote consistent application of PMO standards and delivery best practices.
• Continuously improve program management processes, governance models, and operational effectiveness.

Requirements:

The ideal candidate is an experienced technical program leader with a strong background in enterprise transformation, go-to-market initiatives, and executive stakeholder management. They should be comfortable managing complex programs, navigating ambiguity, and delivering results across multiple teams.

• 8+ years of program management experience, including at least 3 years leading complex cross-functional transformation initiatives.
• Proven experience delivering enterprise programs with measurable business outcomes.
• Strong experience partnering with executive stakeholders on strategic planning and decision-making.
• Ability to balance strategic thinking with detailed execution in fast-changing environments.
• Experience leading collaboration across global teams and multiple business functions.
• Strong understanding of PMO governance frameworks, delivery methodologies, reporting practices, and operational processes.
• Excellent written and verbal communication skills, with the ability to present complex information clearly to executive audiences.
• Strong stakeholder management, negotiation, influence, and relationship-building skills.
• Experience supporting change management initiatives and organizational adoption programs.
• Ability to travel occasionally within North America (approximately 1–3 trips annually).
• PMP certification is considered an asset.
• Change Management certification or equivalent experience is preferred.
• Experience within enterprise software organizations or large-scale technology environments is an advantage.

Benefits:

• Competitive contract compensation of CAD $65–$75 per hour.
• Fully remote work opportunity from anywhere in Canada.
• Opportunity to contribute to large-scale digital transformation programs with global impact.
• Exposure to executive-level strategic initiatives and enterprise operations.
• Collaborative environment working with cross-functional teams and industry-leading organizations.
• Opportunities to apply and develop program leadership, governance, and transformation expertise.
• Flexible remote structure with occasional travel opportunities across North America.