Very Big Things

Lead AI Strategist

Very Big Things

full-time

Posted on:

Location Type: Remote

Location: Remote • Florida, Ohio • 🇺🇸 United States

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Job Level

Senior

About the role

  • Lead complex, high-impact client engagements end-to-end—from discovery and value targeting through launch and scale-up—anchored to business KPIs.
  • Facilitate executive workshops; identify high-leverage use cases; craft AI adoption roadmaps that deliver value in a quarter and compound thereafter.
  • Work in lockstep with a senior technical lead to define scope, cut clean iterations, and de-risk delivery across data, integration, and security constraints.
  • Orchestrate change-management, training, and communications; design workflows that stick; establish governance, playbooks, and measurement.
  • Define success metrics, baselines, and experiment designs; build dashboards and run regular business reviews with client sponsors.
  • Synthesize complex ideas into clear narratives for C-suite executives and frontline operators; create decision-ready briefs and visuals.
  • Mentor peers, standardize repeatable approaches (AI Sprints), and contribute to internal methods and reusable components.

Requirements

  • 8+ years (or equivalent skill level) in consulting, product, strategy, or program leadership roles delivering technology-enabled change (client-facing required).
  • Fluency in generative-AI concepts (LLMs, RAG, agents, prompt engineering).
  • Proven ability to lead executive-level stakeholder management, align incentives, and de-risk complex initiatives.
  • Strong analytical and product mindset: able to turn messy problems into testable plans, write tight PRDs/briefs, and make pragmatic trade-offs.
  • Excellent written, verbal, visual communication, and facilitation skills.
  • Bias for action: builder mentality, caring more about outcomes than optics.
  • Nice to have: domain experience in retail, hospitality, logistics, healthcare/pharma, or financial services; familiarity with data governance, security, and compliance practices.
Benefits
  • Competitive compensation with performance upside.
  • Comprehensive benefits
  • Remote work
  • PTO

Applicant Tracking System Keywords

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

Hard skills
generative AILLMsRAGprompt engineeringdata governancesecuritycomplianceanalytical skillsproduct mindsetPRDs
Soft skills
executive-level stakeholder managementcommunication skillsfacilitation skillsmentoringproblem-solvingdecision-makingchange managementworkshop facilitationcollaborationbias for action