VP, Strategist

The role

The VP, Strategist will define AI and digital strategy for major client engagements and lead complex multi-stakeholder engagements. This person will build senior client relationships and contribute to the growth of the strategy practice.

What you will do

• Define AI and digital strategy for major client engagements
• Lead complex, multi-stakeholder strategy engagements independently
• Build and present board- and executive-level business cases
• Design and lead evaluation strategy to improve AI system effectiveness
• Create reusable strategy accelerators including playbooks and reference architectures
• Define AI governance and responsible AI frameworks
• Build agent workflows, conversational experiences, and AI-enabled demonstrations
• Serve as a senior strategic partner to client leadership
• Lead executive briefings, strategic planning workshops, and alignment forums
• Mentor senior and mid-level analysts

Required qualifications

• 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 (e.g., Claude, Claude Code, Cursor, Figma AI)
• Hands-on experience with agentic frameworks as a core part of strategy and prototyping work (e.g., LangChain, LangGraph, Vercel AI SDK, AWS Strands)
• Experience designing evaluation strategies and guiding conversations on model calibration and AI system performance
• Strong executive communication and advisory skills
• 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

Nice to have

• A doer
• A fast learner
• Direct in a way that makes the work better
• Obsessed with craft
• Built for ownership
• All in
• Resourceful when the budget, timeline, or team is tight
• Glad to be in the room with people who care as much as you do

Benefits

• Paid time off
• Medical/dental/vision insurance
• 401(k)

Before you apply

• An offer of employment may be conditional upon successful completion of a background check

About the company

Robots & Pencils is an applied AI engineering firm building the next frontier of business architecture. They design and ship AI co-workers that integrate into enterprise operations.