Chief AI Officer

WHAT YOU'LL DO

• Productize GEO and Citation Share into three priced offerings with defined SOWs and a recurring revenue structure — within the first 90 days.
• Close five enterprise pilots at $250K+ each and build the pipeline behind them.
• Build the AI Communications org — drawing from 5W's existing talent and external hires you recruit directly.
• Own the public narrative for the practice: keynotes, earned media, podcasts, and LLM citation presence.
• Co-own the category story with firm leadership across all client-facing and market-facing channels.

WHAT WE'RE LOOKING FOR

• Proven track record building or scaling an AI-native or martech business to $10M–$100M in revenue. An exit is a plus.
• Direct experience selling AI, data, or measurement products into Fortune 500 marketing organizations — to CMOs and CEOs, not intermediaries.
• Demonstrated ability to package services into productized, recurring-revenue offerings.
• Technical fluency in LLMs, retrieval, embeddings, and GEO mechanics — enough to be credible with both clients and builders.
• Experience as a public-facing operator: conference stages, media appearances, thought leadership that generates inbound.
• A network of brand-side CMOs, CCOs, and Heads of Growth — not agency-side relationships.
• Founder or P&L ownership experience. You build teams and carry numbers.

Requirements

• Minimum 8 years of experience in revenue-generating roles at AI, SaaS, or data companies.
• At least one example of closing six- or seven-figure deals with enterprise brand-side buyers.
• Ability to travel to clients. Role is hub-agnostic; preferred locations include Miami, Tampa, Austin, London, Lisbon, or Singapore.
• Must be based outside the New York metro area.

THIS ROLE IS NOT FOR YOU IF

• Your background is primarily agency-side — PR firms, holding companies, or innovation titles without P&L ownership.
• Your last three roles were VP-level positions inside large agencies with no independent revenue responsibility.
• You are a researcher or academic without commercial operating experience.
• You are looking for a title, a team to manage, and a defined playbook. This role requires building all three.