Senior Strategist Canada - Remote, US - Remote Position OverviewWe're looking for a Senior Business Analyst to lead strategy and discovery work end-to-end across complex client engagements. This role is ideal for an experienced analyst and strategist who can independently own the full arc of an engagement — from framing the problem through delivering a clear, actionable plan — while building trusted relationships with senior client stakeholders. You'll collaborate closely with strategists, designers, engineers, and delivery leads, and bring the experience and judgment to navigate complexity, competing priorities, and high-stakes decisions with confidence.

Robots and pencils means engineering paired with creativity, because every agent we ship has to work for real people in real workflows. We ship production-ready AI in 30 to 45 days. Lead AI and digital strategy engagements end-to-end, from opportunity discovery and problem framing through prioritization, roadmap creation, and pilot planning Map customer journeys, operational workflows, and decision points to identify where automation, AI, and digital solutions create measurable business lift Partner with client SMEs to encode institutional knowledge into AI-ready assets including prompt libraries, evaluation examples, and retrieval corpora Define practical governance frameworks aligned to the client's risk posture covering responsible AI principles, privacy, human-in-the-loop controls, and escalation paths Translate between business and technical teams, ensuring strategy connects cleanly to delivery across design, data, engineering, and change management Build trusted relationships with senior client stakeholders,



serving as a reliable, consultative partner throughout the engagement Communicate complex findings, tradeoffs, and recommendations clearly to executive and non-technical audiences Lead prioritization and scoping decisions by balancing business value, feasibility, risk, and delivery timelines 5+ years of experience in business analysis, management consulting, product strategy, or a related role Experience creating executive-ready narratives and aligning senior stakeholders across business and IT Practical understanding of what it takes to move from pilot to scale including data readiness, change management, adoption, and governance LangChain, LangGraph, Vercel AI SDK, AWS Strands) 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.

We offer a comprehensive package of benefits including paid time off, medical/dental/vision insurance and 401(k) to eligible employees. The salary range for this role is $140.000 CAD - $170.000 CAD.

We offer a comprehensive package of advantages 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. #

📌 Senior Strategist (Full-Time) (Winnipeg)
🏢 F5 Remote Jobs
📍 Winnipeg