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The Role
Own Gap Inc.'s enterprise AI strategy, evaluating emerging capabilities, platforms, vendors, tooling, costs, and adoption opportunities. Advise executives, shape standards and governance, partner with Finance, HR, Legal, GTS, Security, and Sourcing, and translate AI developments into actionable enterprise decisions. Build prototypes using large language model tools, agents, skills, connectors, and shared context to validate recommendations. Lead vendor engagement, cost modeling, standardization, migration, and organization-wide AI thought leadership.
Summary Generated by Built In
About the RoleWe are seeking a Principal to own Enterprise Strategy within the Office of AI. This is a strategy role in the truest sense: our view of where AI is going, and what Gap Inc. should do about it, will only be as good as the person forming it. The frontier moves every few weeks, most of what is published is noise, and the difference between a genuine capability shift and a release note is a judgment call few people make well. You will make that call, write down the reasoning, and take it to the executives who act on it.
You'll then own the decisions that follow. What we standardize on and what we retire, where our partners are heading and what we should be asking them for, what our tooling costs as consumption scales, and whether we are buying capability or licenses nobody uses. You'll influence the policy, standards and governed context the organization needs before the demand arrives rather than after it, so that teams have an answer instead of a queue.
You'll also serve as the AI partner to our enterprise functions, including Finance, HR, Legal and GTS, because a strategy nobody can operationalize is not a strategy. That means understanding how those teams actually work, identifying where AI changes it, connecting the tooling to the systems they already run on, and proving the capability rather than describing it. This role suits someone rigorous, who can make an argument land in writing and in the room, who is technical enough to build the thing that settles it, and who is comfortable being the person whose analysis the company bets on.What You'll Do
You'll then own the decisions that follow. What we standardize on and what we retire, where our partners are heading and what we should be asking them for, what our tooling costs as consumption scales, and whether we are buying capability or licenses nobody uses. You'll influence the policy, standards and governed context the organization needs before the demand arrives rather than after it, so that teams have an answer instead of a queue.
You'll also serve as the AI partner to our enterprise functions, including Finance, HR, Legal and GTS, because a strategy nobody can operationalize is not a strategy. That means understanding how those teams actually work, identifying where AI changes it, connecting the tooling to the systems they already run on, and proving the capability rather than describing it. This role suits someone rigorous, who can make an argument land in writing and in the room, who is technical enough to build the thing that settles it, and who is comfortable being the person whose analysis the company bets on.What You'll Do
Who You Are
- A strategist with 8+ years in technology strategy, research, investing, consulting, platform ownership or an equivalent discipline, with at least 3 years spent closely tracking AI
- Someone who holds a genuine thesis on where the technology is going, can defend it under pressure, and will change it when the evidence moves
- An exceptional communicator in both writing and presentation. Much of your influence will come through memos and through the decks you put in front of executives, and how well you make the case will decide whether anything happens
- A rigorous thinker who reasons under uncertainty, states assumptions plainly, and is honest about what is still unknown
- A hands-on builder who has personally created working agents, skills and shared context, and who will build a prototype to settle a question rather than keep debating it
- A credible partner to frontier labs and platform vendors, able to hold a substantive conversation about roadmap and influence what we are offered
- Commercially sharp, able to model what tooling costs at scale across seats, consumption and token spend, and to manage that cost deliberately rather than discover it
- A trusted advisor to senior executives, able to translate a frontier development into the decision it implies for them this quarter
- A collaborative partner to enterprise functions such as Finance, HR, Legal and GTS, able to understand how their work runs and where the opportunity actually sits
- A thought leader who teaches. You explain what new capability actually means, show people how to think about where it applies to their work, and make the organization smarter about AI rather than more reliant on you
- A natural collaborator who works shoulder to shoulder with our domain leads, our platform and process teams, and our partners in Security, Legal and Sourcing
- Someone who thrives in ambiguity and is comfortable making a call before the picture is complete
Competencies
- Forming, defending and revising a point of view on AI capability, adoption and market direction
- Exceptional written and visual communication, including persuasive long-form memos and executive-ready presentations
- Evaluation of models, platforms and emerging capability, and translation into enterprise consequence
- Enterprise tooling strategy, covering standardization, licensing, entitlement and migration
- Cost and consumption modelling, including token economics and platform trade-offs
- Partnership and commercial engagement with frontier labs and major platform vendors
- Hands-on fluency with large language model tooling, including projects, skills, connectors, MCP and agent patterns
- Thought leadership and collaboration across the organization, teaching what the technology can do and how to think about applying it
Location Area
2F (San Francisco)
This position offers the opportunity to form a company's view of a technology that is still being invented, and then to act on it. You will decide what Gap Inc. believes about AI, what we bet on, what we buy, and what our enterprise teams are able to do with it before our competitors get there.
Skills Required
- 8+ years of experience in technology strategy, research, investing, consulting, platform ownership, or an equivalent discipline
- At least 3 years of experience closely tracking artificial intelligence
- Ability to form, defend, and revise points of view on AI capabilities, adoption, and market direction
- Exceptional written and visual communication skills, including persuasive memos and executive presentations
- Experience evaluating AI models, platforms, and emerging capabilities and translating findings into enterprise implications
- Experience with enterprise tooling strategy, including standardization, licensing, entitlement, and migration
- Experience with cost and consumption modeling, including token economics and platform trade-offs
- Hands-on experience creating working AI agents, skills, and shared context
- Fluency with large language model tooling, including projects, skills, connectors, MCP, and agent patterns
- Ability to partner commercially with frontier AI labs and major platform vendors
- Experience advising senior executives and translating emerging technology into business decisions
- Ability to collaborate with enterprise functions including Finance, HR, Legal, GTS, Security, and Sourcing
- Ability to teach and provide thought leadership on AI applications and adoption
Gap (gapinc.com). Compensation & Benefits Highlights
The following summarizes recurring compensation and benefits themes identified from responses generated by popular LLMs to common candidate questions about Gap (gapinc.com). and has not been reviewed or approved by Gap (gapinc.com)..
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Healthcare Strength — Comprehensive medical, dental, and vision coverage is offered, alongside programs that support physical, mental, and financial wellbeing. Feedback suggests eligible employees can also leverage tools like FSAs and additional wellbeing resources.
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Leave & Time Off Breadth — Paid time off, company-paid holidays, and multiple leave options (sick, disability, and family leave) create broad time-away coverage. Some roles start with substantial PTO accrual and can access flexible leave arrangements.
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Wellbeing & Lifestyle Benefits — A generous cross-brand merchandise discount is a standout perk, complemented by commuter benefits, on-the-clock volunteer hours, and matching donations. Feedback suggests these lifestyle benefits add meaningful value beyond base pay.
Gap (gapinc.com). Insights
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The Company
What We Do
In 1969, Don and Doris Fisher opened the first Gap store on Ocean Avenue in San Francisco. They wanted to make it easier to find a great pair of jeans, and they did. Their denim and records store was a hit, and it grew to become one of the world’s most iconic brands. Today we’re represented in more than 1400 stores in over 40 countries, and online. We have headquarters in New York, London, Shanghai, Tokyo, and, of course, San Francisco. Our unique aesthetic is optimistic cool, elevated American style. Our clothes are crafted with care, with focused attention to thoughtful design. We believe in staying true to our heritage while creating what’s next. Don and Doris Fisher always wanted to “do more than sell clothes.” They wanted to support the people who ran their company, to be active in their communities, and to have a positive impact on the world. Their vision helped transform retail, and we’re still following their lead. We stand for freedom and possibility for all; we champion diverse ideas that transcend generations, geographies and genders.
