Senior Strategist
Robots & Pencils · Canada, NC · 1 wk ago
Business DevelopmentFull-time
About the role
We're looking for a Senior Strategist 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.
Responsibilities
- Craft & Delivery 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
- Build and present compelling business cases that quantify value, define KPIs, and align executive and operational stakeholders on what success looks like
- Produce lightweight prototypes, agent demonstrations, and proof-of-concept experiences that make strategy tangible and testable for clients
- 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
- Shrink feedback loops by testing ideas early with real users and operational teams, iterating based on evidence rather than assumptions
- Translate between business and technical teams, ensuring strategy connects cleanly to delivery across design, data, engineering, and change management
- Bring an AI-forward mindset to your daily work, using tools like Claude, Claude Code, Cursor, and Figma AI — and agentic frameworks where relevant — to move faster than traditional consulting cycles
Collaboration & Communication
- Independently lead high-impact client sessions including executive briefings, ideation workshops, and process redesign sprints that move groups from ambiguity to a shared plan
- 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
Leadership & Influence
- Lead prioritization and scoping decisions by balancing business value, feasibility, risk, and delivery timelines
- Frame every engagement in terms of outcomes and impact, pushing back on solution-first thinking where needed
- Begin mentoring junior analysts, sharing knowledge and supporting their growth in craft and client skills
Qualifications
- 5+ years of experience in business analysis, management consulting, product strategy, or a related role
- Deep understanding of AI concepts including LLMs, RAG, copilots, agents, evaluation frameworks, and responsible AI principles
- Experience prototyping and launching AI products and workflows in production with Microsoft Azure Foundry and Azure Foundry Agent Service as the core cloud platform
- Demonstrated ability to lead discovery and strategy end-to-end including stakeholder interviews, journey mapping, opportunity sizing, prioritization, and roadmap creation
- Strong applied experience with AI tools for strategy, prototyping, and productivity
- Hands-on experience with prompt engineering, agent workflows, and lightweight AI prototyping
- Practical understanding of what it takes to move from pilot to scale including data readiness, change management, adoption, and governance
- Familiarity with agentic frameworks