Senior Strategist

Robots and Pencils•Canada, KS
•$130,000 - $155,000

About The Position

Robots & Pencils is seeking a Senior Business Analyst to lead strategy and discovery end-to-end across complex client engagements. The role owns the engagement arc from problem framing through recommendations and actionable planning, and builds trusted relationships with senior client stakeholders. As lead analyst on a cross-functional team, this person drives discovery, shapes recommendations, and facilitates client sessions that turn ambiguity into direction. They collaborate with strategists, designers, engineers, and delivery leads to navigate complexity, competing priorities, and high-stakes decisions. The Senior Business Analyst leads AI and digital strategy engagements, identifies opportunities to apply automation and AI to customer journeys and operational workflows, and develops business cases, KPIs, roadmaps, and pilot plans. The role makes strategy tangible through prototypes and agent demonstrations, partners with client subject-matter experts to create AI-ready assets, defines practical governance, and tests ideas with users and operational teams. It also connects business strategy to delivery across design, data, engineering, and change management. The position independently leads executive briefings, ideation workshops, and process redesign sessions; communicates complex findings and tradeoffs to executive and non-technical audiences; and makes prioritization and scoping decisions based on value, feasibility, risk, and timelines. The role also begins mentoring junior analysts. Robots & Pencils describes its work as designing and shipping AI co-workers for enterprise operations, with production-ready AI delivery in 30 to 45 days. The posting lists salary ranges of $130,000–$155,000 USD and $140,000–$170,000 CAD, and notes that benefits are available to eligible employees.

Requirements

  • At least 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.
  • Demonstrated ability to lead discovery and strategy end-to-end, including stakeholder interviews, journey mapping, opportunity sizing, prioritization, and roadmap creation.
  • Experience creating executive-ready narratives and aligning senior stakeholders across business and IT.
  • Strong applied experience with AI tools for strategy, prototyping, and productivity, such as Claude, Claude Code, Cursor, and Figma AI.
  • Hands-on experience with prompt engineering, agent workflows, and lightweight AI prototyping.
  • Experience independently facilitating workshops and working sessions that help groups reach clarity quickly.
  • Practical understanding of moving from pilot to scale, including data readiness, change management, adoption, and governance.

Nice To Haves

  • Familiarity with agentic frameworks such as LangChain, LangGraph, Vercel AI SDK, or AWS Strands.
  • Experience in a consulting or client-facing environment.

Responsibilities

  • 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 opportunities for automation, AI, and digital solutions to create measurable business lift.
  • Build and present business cases that quantify value, define KPIs, and align executive and operational stakeholders on success measures.
  • Produce lightweight prototypes, agent demonstrations, and proof-of-concept experiences for clients.
  • Partner with client subject-matter experts to encode institutional knowledge into AI-ready assets, including prompt libraries, evaluation examples, and retrieval corpora.
  • Define practical governance frameworks aligned with client risk posture, covering responsible AI, privacy, human-in-the-loop controls, and escalation paths.
  • Test ideas early with real users and operational teams, then iterate based on evidence.
  • Translate between business and technical teams and connect strategy to delivery across design, data, engineering, and change management.
  • Use AI tools and agentic frameworks where relevant to accelerate strategy and delivery work.
  • Independently lead executive briefings, ideation workshops, and process redesign sprints that move groups from ambiguity to a shared plan.
  • Build trusted relationships with senior client stakeholders and serve as a consultative partner throughout engagements.
  • Communicate complex findings, tradeoffs, and recommendations to executive and non-technical audiences.
  • Lead prioritization and scoping decisions by balancing business value, feasibility, risk, and delivery timelines.
  • Frame engagements around outcomes and impact, challenging solution-first thinking when needed.
  • Begin mentoring junior analysts and supporting their development in craft and client skills.

Benefits

  • Paid time off.
  • Medical insurance.
  • Dental insurance.
  • Vision insurance.
  • 401(k) for eligible employees.
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