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The Role
Provides executive-level technology support focused on Apple devices, iOS, macOS, Windows, and Microsoft Office 365. Researches and implements AI tools and emerging technologies, manages technology readiness, supports cross-functional innovation projects, translates complex technical concepts for senior leaders, and oversees vendors. Requires discretion, independent judgment, strategic thinking, and availability for 24/7 technical support.
Summary Generated by Built In
About the RoleAs the Technology Assistant to the CEO specializing in iOS capabilities and new market innovations, you will be instrumental in supporting the CEO with advanced technology solutions tailored to iOS platforms and exploring cutting-edge innovations for business growth. This role requires deep native fluency in the Apple ecosystem, the judgment to navigate ambiguous, fast-changing priorities without direct daily access to the CEO, and the ability to distill complex technical concepts into clear, confident, simple guidance. You will integrate innovative AI solutions into the CEO's daily workflow to reduce friction and save time, while operating with the discretion required of someone entrusted with highly confidential information.What You'll Do
- iOS Technology Management:
- Support, manage and optimize iOS devices, applications, and ecosystems used by the CEO utilizing deep, native fluency in Mac tools (incl. Mail, Contacts, and Calendar).
- Ensure seamless integration and functionality across iOS platforms — Macs, iPads, iPhones — and their interoperability with enterprise Windows and O365 environments.
- Provide technical support and troubleshooting, ensuring swift resolution with minimal disruption to the CEO's day.
- New Market Innovations:
- Research and evaluate emerging technologies, AI tools, and market trends relevant to the CEO office's strategic goals.
- Identify opportunities for leveraging new software, technologies, and AI solutions to enhance productivity, efficiency, and competitive advantage.
- Pilot and implement innovative solutions, collaborating with internal teams and stakeholders to drive adoption and maximize benefits.
- Executive Support:
- Provide framework for the CEO's technology-related appointments, manage day-to-day technology readiness and lifecycle, with a focus on iOS capabilities.
- Assist in managing the CEO's digital presence, ensuring alignment with organizational branding and strategic objectives.
- Work through ambiguity and shifting priorities, often communicating asynchronously
- Explain technical concepts and recommendations in plain, simple language, with the confidence and clarity that can be acted on immediately.
- Prepare and deliver presentations, reports, and briefings on iOS capabilities and market innovations for the CEO's review and decision-making.
- Support O365 on Mac and Windows workstations for members of the CEO's office and additional SLT members as required.
- Provide on-call technical support for the CEO's office as needed (24x7x365).
- Strategic Planning and Project Management:
- Contribute to strategic technology planning, aligning iOS capabilities and innovations with corporate objectives.
- Lead or participate in cross-functional projects that integrate new market innovations into business processes and workflows.
- Monitor project timelines, budgets, and deliverables, exercising independent judgment when direction is incomplete or evolving.
- Vendor Management and Partnership Development:
- Collaborate with external vendors and technology partners to explore solutions and innovations.
- Manage vendor relationships and oversee service delivery.
- Bachelor's degree in information technology, Computer Science, Business Administration, or related field.
- 5+ years of experience in a technology management role, specializing in iOS, Windows & O365 capabilities and new market innovations in enterprise environments or relevant experience.
- Advanced, native-level fluency in Mac and iOS platforms, with working knowledge of Windows/O365 environments sufficient to bridge the two.
- Demonstrated ability to work through ambiguous or incomplete direction and communicate effectively through intermediaries (executive assistants, chief of staff) rather than direct daily access.
- Exceptional communication skills — able to translate technical complexity into simple, confident guidance for a senior executive audience.
- Unquestionable discretion and judgment in handling highly confidential information.
- Strategic thinking and analytical mindset to evaluate complex technical and business challenges.
Preferred Skills:
- Experience supporting a C-suite executive or high-profile principal directly, including exposure to the confidentiality and pace that role requires.
- Experience with hybrid enterprise environments, including integration of iOS technologies with Windows or Android.
- Familiarity with agile methodologies and rapid prototyping for testing and deploying new innovations.
- Certifications in iOS development, project management, or related fields are a plus.
Skills Required
- Bachelor's degree in information technology, Computer Science, Business Administration, or a related field
- 5+ years of experience in technology management, specializing in iOS, Windows, Microsoft Office 365, and enterprise innovations, or relevant experience
- Advanced, native-level fluency in Mac and iOS platforms
- Working knowledge of Windows and Microsoft Office 365 environments
- Ability to work through ambiguous or incomplete direction
- Ability to communicate effectively through intermediaries such as executive assistants and chiefs of staff
- Exceptional communication skills for translating technical complexity into clear guidance for senior executives
- Discretion and judgment when handling highly confidential information
- Strategic thinking and analytical ability to evaluate technical and business challenges
- Experience supporting a C-suite executive or high-profile principal directly
- Experience with hybrid enterprise environments integrating iOS with Windows or Android
- Familiarity with agile methodologies and rapid prototyping
- Certifications in iOS development, project management, or related fields
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.
