Gap Inc. · 15 hours ago
Senior Strategy Manager - AI & Employee Enablement
4440 Rosewood Drive
Full-time
Onsite
Senior Level, Lead/Staff
8+ years expGap Inc. is seeking a Senior Strategy Manager for AI & Employee Enablement to shape and scale enterprise AI capabilities and tools for their brands. This role involves defining the strategy and roadmap for AI-enabled platforms, collaborating with various teams, and driving enterprise-wide adoption of new AI capabilities to enhance employee experience and productivity.
ApparelE-CommerceFashionLifestyleRetail
Responsibilities
Collaborate with the enterprise teams to deliver the strategy, prioritization, and roadmap for AI driven enterprise enablement, spanning employee-facing tools and enterprise platform capabilities across all Gap Inc. brands and functions
Lead efforts across enterprise platforms and productivity tools, including ChatGPT, Claude, CoPilot, intelligent search, Workday, and many more systems and tools
Evaluate and prioritize enabling technologies (e.g., GenAI services, workflow automation, enterprise search, data integration/orchestration platforms) for integration into employee workflows and core systems
Identify high-impact opportunities to enhance employee experience and productivity through automation, personalization, and intelligent insights
Partner with HR, Technology, Data, Product, and Business Operations to embed AI into key workflows and employee touchpoints; reducing friction and improving usability across distributed teams (corporate, distribution centers, and stores)
Guide cross-functional pilot programs from opportunity framing to execution to enterprise scaling; ensuring clear objectives, KPIs, adoption plans, and measurable impact
Oversee a portfolio of test-and-learn initiatives, ensuring disciplined execution, risk management, and continuity from pilot to operationalization
Conduct build vs. buy analysis across use cases, evaluating first party and partner technology solutions; ensure alignment with data governance and security principles
Develop business cases, investment recommendations, ROI narratives, and executive-level communications that articulate platform value and enterprise impact; share success stories that demonstrate tangible outcomes
Champion responsible, human-centered, inclusive AI enablement that supports diverse employee needs and promotes intuitive adoption
Qualification
Required
8–12+ years of experience in technology strategy, enterprise platforms, digital/employee enablement, AI enablement, or related fields
Deep understanding of enterprise technology ecosystems and how platform capabilities drive organizational efficiency and scale
Strong understanding of HR tech ecosystems (e.g., Workday, ServiceNow, internal communications tools) and how AI can enhance them
Proven ability to lead cross-functional, multi-stakeholder initiatives bridging technology, data, business operations, and employee experience
Experience identifying, shaping, and delivering enterprise platforms or internal tools for large, diverse user groups
Skilled in strategic planning, Agile delivery, portfolio management, stakeholder alignment, and business case development
Exceptional communicator who can translate complex AI and technical concepts into clear business value for senior and executive audiences
Passionate about empowering employees through technology and enabling responsible AI-driven transformation and equitable, accessible experiences
Preferred
Familiarity with GenAI platforms, enterprise assistants, and intelligent search architectures (e.g., RAG systems, LLMs, decision-support tools, document automation)
Experience designing or implementing AI use cases in HR, employee experience, or internal productivity contexts
Experience with platform services, enterprise SaaS integrations, or internal tooling ecosystems
Strong analytical, synthesis, and presentation abilities
Experience leading multi-disciplinary teams and enabling adoption across varied employee populations
Company
Gap Inc.
Gap Inc., a house of iconic brands, is the largest specialty apparel company in America.
10001+ employees
H1B Sponsorship
Gap Inc. has a track record of offering H1B sponsorships. Please note that this does not
guarantee sponsorship for this specific role. Below presents additional info for your
reference. (Data Powered by US Department of Labor)
Distribution of Different Job Fields Receiving Sponsorship
Represents job field similar to this job
Trends of Total Sponsorships
2025 (105)
2024 (117)
2023 (151)
2022 (142)
2021 (111)
2020 (80)
Funding
Current Stage
Public CompanyTotal Funding
$2.25B2020-05-07Post Ipo Debt· $2.25B
1978-01-13IPO
Leadership Team
Richard Dickson
Chief Executive Officer
Sven Gerjets
EVP, Chief Technology Officer
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