Job Description

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.

We are a company committed to creating diverse and inclusive environments where people can bring their full, authentic selves to work every day. We are an equal opportunity/affirmative action employer that believes everyone matters. Qualified candidates will receive consideration for employment regardless of their race, color, ethnicity, religion, sex (including pregnancy), sexual orientation, gender identity and expression, marital status, national origin, ancestry, genetic factors, age, disability, protected veteran status, military or uniformed service member status, or any other status or characteristic protected by applicable laws, regulations, and ordinances. If you need assistance and/or a reasonable accommodation due to a disability during the application or recruiting process, please send a request to [email protected] learn more about how we collect, keep, and process your private information, please review Insight Global's Workforce Privacy Policy: https://insightglobal.com/workforce-privacy-policy/.

Skills and Requirements

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 clear 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

Solid 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

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

#J-18808-Ljbffr

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