Robots and Pencils

Robots and Pencils

Senior Strategist

Canada/US · Senior

Sponsorship not specified$30k-$45kDetected 34 days ago
AWSAzureCloud PlatformsLLMsRAGFigmaProduct StrategyLeadershipCommunicationCollaborationMentoring

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.
  • In this role, you will work as the lead analyst on a cross-functional team, driving discovery, shaping recommendations, and facilitating high-impact client sessions that turn ambiguity into direction. 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.
  • We're looking for a Senior Strategist to lead strategy and discovery work end-to-end across complex client engagements.

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 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
  • Partner with client SMEs to encode institutional knowledge into AI-ready assets including prompt libraries, evaluation examples, and retrieval corpora
  • Translate between business and technical teams, ensuring strategy connects cleanly to delivery across design, data, engineering, and change management
  • 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

Requirements

  • Our teams average 15+ years of experience.

Compensation

  • $30k-$45k

This listing is sourced directly from Robots and Pencils's careers page and normalized into a canonical job model.