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Robots & Pencils

VP, Strategist

Robots & Pencils

. Define AI and digital strategy for major client engagements, owning the opportunity portfolio from discovery through scale roadmaps .

Posted 10/15/2026full-timeRemote • United States, CanadaLead💰 $180,000 - $200,000 per yearWebsite

Core Competencies

Role fit
Core Competencies

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Demonstrates expert-level understanding of AI concepts and frameworks, with a proven track record in leading AI and digital strategy engagements. Capable of building executive-level business cases and fostering trusted relationships with client leadership while mentoring teams to enhance strategic delivery.

Highest-signal resume keywords
AI Strategy DevelopmentExecutive CommunicationAI Tools ProficiencyMentoring and Team DevelopmentBusiness Development

ATS Keywords

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Applicant Tracking System Keywords

Tip: use these terms in your resume and cover letter to boost ATS matches.

Hard Skills
AI ConceptsEvaluation FrameworksAgentic SystemsDigital StrategyProduct StrategyAI GovernanceModel CalibrationStrategy Asset CreationComplex Stakeholder EngagementAI System Performance
Soft Skills
Strategic ThinkingInfluencing Senior LeadersRelationship BuildingAdvisory SkillsTeam Leadership
Tools & Technologies
ClaudeClaude CodeCursorFigma AILangChainLangGraphVercel AI SDKAWS Strands
Industry Keywords
Management ConsultingResponsible AIAI Governance FrameworksEnterprise AI Operating ModelsBusiness Development Proposals

Tech Stack

Tools & technologies
AWS

About the role

Key responsibilities & impact
  • Define AI and digital strategy for major client engagements, owning the opportunity portfolio from discovery through scale roadmaps
  • Lead complex, multi-stakeholder strategy engagements independently and drive alignment across executive, operational, and technical audiences
  • Build and present board- and executive-level business cases with clear tradeoffs, value quantification, and pragmatic recommendations
  • Design and lead evaluation strategy to improve AI system effectiveness, accuracy, and calibration across client programs
  • Create reusable strategy accelerators, including playbooks, reference architectures, evaluation templates, and agent patterns
  • Define AI governance and responsible AI frameworks aligned with clients’ regulatory contexts, risk postures, and operational realities
  • Build agent workflows, conversational experiences, and AI-enabled demonstrations
  • Serve as a senior strategic partner to client leadership and build trusted relationships
  • Lead executive briefings, strategic planning workshops, and multi-stakeholder alignment forums
  • Communicate strategy, tradeoffs, and recommendations at the executive level
  • Establish strategic delivery standards and ways of working
  • Mentor senior and mid-level analysts and help grow their strategic thinking, client skills, and delivery impact
  • Contribute to business development, proposals, and growth of the strategy practice
  • Act as an escalation point on complex scope, prioritization, and strategic framing challenges

Requirements

What you’ll need
  • 7+ years of experience in management consulting, product strategy, AI strategy, or a related field
  • Expert-level understanding of AI concepts including LLMs, RAG, agentic systems, evaluation frameworks, responsible AI, and enterprise AI operating models
  • Demonstrated track record of leading AI and digital strategy engagements end-to-end across complex, multi-stakeholder organizations
  • Expert applied experience with AI tools for strategy, prototyping, and productivity, including Claude, Claude Code, Cursor, and Figma AI
  • Hands-on experience with agentic frameworks including LangChain, LangGraph, Vercel AI SDK, and AWS Strands
  • Experience designing evaluation strategies and guiding conversations on model calibration and AI system performance
  • Strong executive communication and advisory skills with a track record of influencing senior leaders across business and IT
  • Experience creating reusable strategy assets, practice accelerators, and reference architectures
  • Experience contributing to business development, proposals, or practice growth
  • Track record of mentoring strategy practitioners and lifting team quality and craft
  • Ability to build agent workflows, conversational experiences, and AI-enabled demonstrations using modern tools
  • AI-forward mindset and familiarity with Claude, Claude Code, Cursor, Figma AI, LangChain, LangGraph, Vercel AI SDK, and AWS Strands
  • Background check may be required in accordance with local legislation

Benefits

Comp & perks
  • Paid time off
  • Medical insurance
  • Dental insurance
  • Vision insurance
  • 401(k)