Head of Global Digital Workspace & AI Ops

Gap Inc.

West Hollywood (CA)

On-site

USD 237,000 - 320,000

Full time

14 days+
Application generator

A complete application in a minute — tailored resume and cover letter, ready to send.

Get past ATS filters

Benefits offered by this job

Merchandise discount
Paid Time Off
Volunteer hours
401(k) plan
Employee stock purchase plan
Medical insurance

Job summary

Gap Inc. seeks a Senior Director, Digital Workspace to own global strategy, operations, and evolution of technology experiences for all employees, field teams, and business partners.

This leader oversees End User Computing, Deskside Support, Tech Bar, Executive Support, GIS Merchandising Tech, and AI Tool Operations, translating strategy into scalable outcomes. You will lead a worldwide team, set multi-year roadmaps, define governance and service delivery, and partner with HR, Real Estate, and

Qualifications

  • 12 or more years in IT Operations, End User Services, or Digital Workplace leadership.
  • Experience scaling technology support operations across international geographies.
  • Proven track record leading enterprise AI tool evaluation and governance.
  • Strong executive presence with budget ownership and vendor negotiations.

Responsibilities

  • Set direction for End User Computing, Deskside Support, and AI Tool Operations.
  • Earn trust with executives while delivering results and clear communication.
  • Leverage data to drive decisions and measure program outcomes.
  • Lead AI-enabled transformation and scalable programs, not just pilots.
  • Develop leaders, foster inclusive culture, manage global teams.
  • Define multi-year roadmaps aligned to enterprise architecture standards.

Skills

IT Leadership
Executive presence
Data-driven decision-making
AI tool governance
Vendor management

Education

Bachelor's degree in Information Technology or related field

Tools

Intune
JAMF
SCCM
MS Office 365

Job description

Gap Inc. seeks a Senior Director, Digital Workspace to own global strategy, operations, and evolution of technology experiences for all employees, field teams, and business partners.

This leader oversees End User Computing, Deskside Support, Tech Bar, Executive Support, GIS Merchandising Tech, and AI Tool Operations, translating strategy into scalable outcomes. You will lead a worldwide team, set multi-year roadmaps, define governance and service delivery, and partner with HR, Real Estate, and

Get your free, confidential resume review.
or drag and drop your file here.
Similar jobs

Similar jobs worth comparing

Global Head of Digital Workspace & AI Tools
Global Head of Digital Workspace & AI Tools

Gap Inc. • San Francisco (CA)

On-site
USD 260,000 - 320,000
Senior Director, Digital Workspace
Senior Director, Digital Workspace

Gap Inc. • San Francisco (CA)

On-site
USD 260,000 - 320,000
Senior Director, Digital Workspace
Senior Director, Digital Workspace

Gap Inc. • West Hollywood (CA)

On-site
USD 237,000 - 320,000
Merchandise discount
Paid Time Off
Volunteer hours
+3
Director, Global Workplace & Engagement
Director, Global Workplace & Engagement

United States Digital Space LLC • Town of Oakland (WI)

Hybrid
USD 140,000 - 210,000
Senior Tech Strategy Director
Senior Tech Strategy Director

Gap Inc. • Columbia (SC)

On-site
USD 180,000 - 240,000
Discount at Gap brands
Paid time off
401(k) plan
+2
Global Director, Workplace Tech & Employee Experience
Global Director, Workplace Tech & Employee Experience

Tapestry • New York (NY), Northern (KY)

Hybrid
USD 185,000 - 220,000
Medical insurance
Dental insurance
Vision insurance
+1
Global Director, Digital Workplace & AI‑Driven ITSM
Global Director, Digital Workplace & AI‑Driven ITSM

Carrier • Town of Florida (NY)

Remote
USD 212,000 - 297,000
Health Care benefits: Medical, Dental, Vision
Retirement benefits
Paid vacation days, sick days, and holidays
Tech Strategy Director: Growth & Roadmap
Tech Strategy Director: Growth & Roadmap

Gap Inc. • Coppell (TX)

On-site
USD 170,000 - 260,000
Merchandise discount
Competitive PTO
Volunteer hours
+3
Executive Director, Head of Digital Workspace
Executive Director, Head of Digital Workspace

CLS Group • Woodbridge Township (NJ)

Hybrid
USD 250,000 - 260,000
Global IT Executive Director, Digital Workplace & AI
Global IT Executive Director, Digital Workplace & AI

Boston Consulting Group (BCG) • Atlanta (GA)

On-site
USD 255,000 - 298,000
Zero-dollar health insurance premiums
Generous retirement contribution (401k
Paid parental leave
+1