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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 9/25/2026full-timeRemote • United StatesLead💰 $180,000 - $210,000 per yearWebsite

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, driving 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 suited to 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 long-term trusted relationships
  • Lead executive briefings, strategic planning workshops, and multi-stakeholder alignment forums
  • 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 for 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
  • Ability to use an AI-forward approach with Claude, Claude Code, Cursor, Figma AI, LangChain, LangGraph, Vercel AI SDK, and AWS Strands

Benefits

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