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 quick, sweat the details, and build things that actually ship .

We're looking for a Principal Product Manager to drive product vision and strategy across the engagements they support. This role is ideal for a deeply experienced product leader who owns the hardest product challenges, serves as the senior product voice in client relationships, and shapes how product management is practiced at Robots & Pencils. In this role, you will operate as the principal product authority on a cross-functional team, defining vision, setting delivery standards, and partnering with client executives on product direction.

Drive product vision and strategy on the engagements you support, owning direction for the most complex, high-stakes digital products Own the most difficult product challenges — framing problems, aligning stakeholders, and driving resolution at scale Define success frameworks and use data, research, and user insight to evaluate outcomes and shape product direction Bring an AI-forward mindset to your daily work, using tools like Claude to drive efficiency, research synthesis,



and product thinking at scale Partner with senior leadership and client executives as the principal product advisor, shaping product vision and direction at the engagement level Lead the most complex stakeholder forums, workshops, and executive-level discussions Define and champion product delivery standards and best practices on the engagements you support Mentor experienced PMs, helping them grow their product judgment, strategic thinking, and client impact Own the most difficult product decisions, serving as the senior product decision-maker on complex tradeoffs Contribute to business development, proposals, and the growth of R&P;'s product management practice 10+ years of experience in product management, with a strong record in consultative or enterprise environments Demonstrated track record of defining product vision and strategy for complex, high-stakes digital products Expert-level client advisory skills and experience influencing at the executive level Track record of mentoring senior product managers and shaping team-level PM practices Some experience with AI tools to drive efficiency, research synthesis, and product thinking at scale (e.g., Experience contributing to business development, proposals, or practice growth is a plus 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.

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 (Winnipeg)
🏢 Robots-u0026-Pencils-
📍 Winnipeg