Project Manager

Project Manager – Retail POS Transformation
Location: Greater Toronto Area (Onsite offices Downtown Toronto or Brampton)
Client: Leading Retail Brand
Contract Duration: 12 Months
Work Arrangement: Full-time onsite engagement

Background
A leading retail client in the GTA is undergoing a major Point-of-Sale (POS) system upgrade, transitioning to a cloud-based solution. The initiative is already well-structured and underway, and we’re looking for a seasoned Project Manager to guide it to completion. The PM will be instrumental in managing the complexities of the initiative — including cross-functional risks, stakeholder alignment, and operational impacts — as we aim to go live next year.

Qualifications

• 10–15 years of project management experience (or less with strong maturity and excellent communication)
• Retail industry experience highly preferred; POS upgrades or cloud migration projects are a plus
• Strong technical fluency with the ability to learn, absorb, and reflect on technology implications
• Proven stakeholder management skills with exceptional EQ and IQ
• PG (Program Governance) experience is a strong asset
• Executive-level communication — articulate, empathetic, and persuasive across multiple audiences

Responsibilities

• Lead project delivery, including scheduling, budgeting, scope management, and dependency tracking
• Proactively identify and resolve risks, issues, and moving parts across the initiative
• Communicate clearly and strategically with executives, technical teams, and vendors
• Read the room — demonstrate situational awareness and emotional intelligence in all engagements
• Serve as a bridge between business objectives and technical execution
• Ensure alignment with go-live timelines and overall project goals

Disclaimer: This is an independent consultant position for contract work with a Kyndryl client and is not a direct staff position with Kyndryl
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