Robots & Pencils is an applied AI engineering firm building the next frontier of business architecture. We design and ship AI co-workers that integrate into enterprise operations and deliver measurable results for our clients. We're all in on AWS, combining deep UX capability with senior engineering talent to get AI into production fast and keep it there.

We’ve earned the trust of leaders across Consumer Products and Retail, Education, Energy, Financial Services, Healthcare, and Manufacturing and more, and earned a reputation as the nimble alternative to traditional global systems integrators. Founded in 2009, with delivery centers in Canada, the United States, Eastern Europe, and Latin America, we are smaller, faster, and more senior by design. We move rapid, sweat the details, and build things that actually ship.

We're looking for a Staff Product Manager, Technical to define product strategy and lead delivery across major client engagements. This role is ideal for a seasoned product leader who can own the full product lifecycle, build trusted relationships with senior client stakeholders, and bring both strategic vision and hands‑on delivery discipline to the engagements they support. In this role, you will work as the senior product voice on a cross‑functional team, setting direction, driving alignment, and owning outcomes from discovery through delivery.

Staff Product

Managers are the bridge between what the client needs and what the team builds at Robots & Pencils. On the engagements you lead, you set the direction, frame the right problems, and make the trade‑off calls that decide whether the product is great or just done. We ship production‑ready AI in 30 to 45 days; that pace holds only when someone keeps the customer in the room, sweats the details, and refuses to let speed beat clarity.

Define product strategy and vision for major client engagements, setting direction in alignment with client goals and business outcomes Own the product roadmap end‑to‑end, driving prioritization across business value, technical constraints,



and delivery timelines Lead complex discovery and problem framing with senior client stakeholders, ensuring the right problems are defined before solutions are built Define product success metrics and use data to evaluate outcomes, inform priorities, and drive continuous improvement Bring an AI‑forward mindset to your daily work, using tools like Claude to drive product discovery, research synthesis, and documentation at speed Build and maintain trusted advisor relationships with client leadership, serving as a reliable strategic partner on product direction Communicate strategy, tradeoffs, and recommendations clearly and confidently at the executive level Lead complex stakeholder working sessions, workshops, and decision‑making forums across large, multi‑stakeholder organizations Mentor senior and mid‑level PMs, helping them grow their product thinking, client skills, and delivery impact Act as a technical escalation point on complex product, scope, and prioritization challenges 7+ years of experience in product management, with a strong consultative background Demonstrated ability to define product strategy and vision for complex digital engagements Deep applied experience with AI tools to drive product discovery, research synthesis, and documentation at speed (e.g., Prior exposure to building or shipping AI/ML products A point of view on where AI is changing product management — and an appetite to keep moving up that learning curve as the firm does Comfort prototyping with AI tools to validate product hypotheses (e.g., Claude, Claude Code, Cursor, GitHub Copilot), de‑risking decisions before engineering invests in them Working fluency in GenAI fundamentals — LLMs, RAG, prompt and context engineering,



and where models break — enough to frame the right product questions with engineering and clients Hands‑on contribution to AI‑powered products — features, prompts, evals, even informally — and the appetite to grow into leading AI product work over time The AI landscape changes weekly. You're senior enough to know better and curious enough to keep learning anyway. You ship exceptional, not perfect, and you don't put your name on work you wouldn't stand behind.

You name the assumption, separate customer truth from client opinion, and AI promise from AI reality. An employee's position within the salary range will be based on several factors including, but not limited to, relevant education, qualifications, certifications, experience, skills, seniority, geographic location, performance, shift, travel requirements, sales or revenue‑based metrics, any collective bargaining agreements, and business or organizational needs. The salary range for this role is $ 130.000 CAD - $160.000 CAD.

We offer a comprehensive package of benefits including paid time off, medical/dental/vision insurance and 401(k) to eligible employees. An employee's position within the salary range will be based on several factors including, but not limited to, relevant education, qualifications, certifications, experience, skills, seniority, geographic location, performance, shift, travel requirements, sales or revenue‑based metrics, any collective bargaining agreements, and business or organizational needs.

We offer a comprehensive package of benefits including paid time off, medical/dental/vision insurance and 401(k) to eligible employees. An offer of employment may be conditional upon successful completion of a background check in accordance with local legislation and our candidate privacy notice. Employment decisions are based upon job‑related reasons regardless of an applicant's race, color, religion, sex, sexual orientation, gender identity, age, national origin, disability, marital status, genetic information, protected veteran status, or any other status protected by law. #

📌 Staff Product Manager, Technical (Toronto)
🏢 Robots-u0026-Pencils-
📍 Toronto