Senior Technical Program Manager, GTM Transformation

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.