Insight Global is looking for a Senior Product Manager (Strategy & Execution) to join a large retail enterprise client on a contract basis (potential extension or conversion). This role will support a highly strategic product portfolio focused on complex B2B solutions, driving both long-term product vision and near-term execution. The successful candidate will operate across 2–3 concurrent initiatives, balancing strategic planning with hands‐on delivery oversight. This role will play a critical part in shaping the future state of the product landscape (including 2027 planning), aligning business and engineering stakeholders, and ensuring priorities are clearly defined, sequenced, and executed effectively.REQUIRED SKILLS AND EXPERIENCE8+ years of experience in Product Management with ownership across product strategy, roadmap, and execution in complex enterprise environmentsProven ability to define and articulate product vision and strategy, incorporating competitive landscape, business priorities, and market opportunitiesStrong experience managing product intake, prioritisation, and roadmap sequencing with explicit supporting rationaleDemonstrated ability to translate complex problems into structured deliverables (product briefs, business cases, buy vs. build analysis, success metrics,



and risk mitigation plans)Experience building and presenting business cases to senior leadership and CXO-level stakeholdersStrong stakeholder management skills with the ability to align business, engineering, and cross‐functional teams on product strategy and executionProven ability to oversee multiple concurrent initiatives (2–3+) while ensuring timely and cost-effective deliveryExperience identifying and removing delivery blockers, managing risks, and driving successful product outcomesStrong analytical and strategic thinking capabilities, including evaluating what is working vs. not working and defining forward‐looking solutionsExcellent communication skills with the ability to simplify complex concepts for both technical and non‐technical audiencesExperience mentoring or supporting junior Product Managers and contributing to team delivery excellenceNICE TO HAVE SKILLS AND EXPERIENCEExperience working with enterprise B2B or platform-based productsFamiliarity with strategic frameworks such as competitive analysis, buy vs. build, and product discovery methodologiesExperience supporting long-term strategic planning and future‐state product roadmaps (e.G., 1–3 year horizons)Previous experience presenting roadmap updates and strategic initiatives to senior leadershipExperience working in highly matrixed, cross-functional environments with multiple stakeholder groups #J-18808-Ljbffr

📌 Senior Product Manager (Markham)
🏢 Insight Global
📍 Markham