Head of Project Management

70-$76 per hour
Contract
(Hybrid, 3 days/week on-site)
One week you might be driving a POS system rollout; the next, coordinating the deployment of an AI-powered in-store experience. You'll operate with high autonomy, interfacing closely with our Retail Operations partners while owning the technology workstreams end-to-end. The ideal candidate has a bias for action, can context-switch across technical and non-technical workstreams, and brings a structured approach to managing complexity.
Lead and deliver cross-functional technology projects through full lifecycle — from scoping and planning through implementation and launch.
Drive the implementation, development, and continuous improvement of retail systems including POS, ERP, CRM, AV, and in-store demo technologies.
Manage AI implementation initiatives within retail, including AI-powered customer experiences and AI-driven store operations optimization.
Own retail customer journey design projects — mapping, improving, and innovating how customers interact with technology across the store experience.
Translate complex technical requirements into clear action plans, serving as the bridge between engineering, product, and retail stakeholders.
Partner cross-functionally with Retail Operations, Product Marketing, Enterprise Systems & Product, Retail Design & Implementation, Retail Finance, and Product Management to drive seamless execution.
Proactively identify risks, dependencies, and blockers — escalating with solutions, not just problems.
Curate and present project status, risks, and progress to leadership with clarity and precision.
Bachelor's degree.

• 5 years of experience in project or program management within a technology, consumer electronics, Direct-to-Consumer (DTC) retail, or ultra premium hotelier environment.
• Demonstrated experience managing technology implementation projects (e.g., system rollouts, platform migrations, or technology-driven process transformations).
• Proven competence with project management tools (e.g., JIRA, Asana, MS Project, Wrike, or equivalent) and productivity suites (Google Workspace, Microsoft 365).
• Experience with retail technology systems (POS, ERP, CRM, AV, or in-store demo platforms).

Exposure to AI/ML product implementation or technology innovation projects.
Background in retail operations or strong working knowledge of retail operational processes (SOPs, store workflows, frontline communications).
MBA or advanced degree.
PMP, Agile, or equivalent project/program management certification.
Demonstrated ability to leverage AI tools in daily work to boost personal and team productivity.
Criminal history may have a direct, adverse, and negative relationship with some of the material job duties of this position. These include the duties and responsibilities listed above, as well as the abilities to adhere to company policies, exercise sound judgment, effectively manage stress and work safely and respectfully with others, exhibit trustworthiness, meet client expectations, standards, and accompanying requirements, and safeguard business operations and company reputation.
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All qualified applicants will receive consideration for employment without regard to race, colour, religion, sex, sexual orientation, gender identity, national origin, disability, or status as a protected veteran.