6 Contract to Hire

Hybrid 4 days onsite per week - Richmond Hill

Required Skills & Experience

- 8+ years of experience in Product Management with ownership across product strategy, roadmap, and execution in complex enterprise environments
- Proven ability to define and articulate product vision and strategy, incorporating competitive landscape, business priorities, and market opportunities
- Strong experience managing product intake, prioritisation, and roadmap sequencing with explicit supporting rationale
- Demonstrated 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 stakeholders
- Strong stakeholder management skills with the ability to align business, engineering, and cross-functional teams on product strategy and execution
- Proven ability to oversee multiple concurrent initiatives (2–3+) while ensuring timely and cost-effective delivery
- Experience identifying and removing delivery blockers, managing risks, and driving successful product outcomes
- Strong analytical and strategic thinking capabilities, including evaluating what is working vs. not working and defining forward-looking solutions
- Excellent communication skills with the ability to simplify complex concepts for both technical and non-technical audiences




- Experience mentoring or supporting junior Product Managers and contributing to team delivery excellence

Nice to Have Skills & Experience

- Experience working with enterprise B2B or platform-based products
- Familiarity with strategic frameworks such as competitive analysis, buy vs. build, and product discovery methodologies
- Experience 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 leadership
- Experience working in highly matrixed, cross-functional environments with multiple stakeholder groups

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.

📌 Senior Product Manager (Richmond Hill)
🏢 Insight Global
📍 Richmond Hill