Technology Assistant to the CEO
About The Position
The Technology Assistant to the CEO specializes in iOS capabilities and new market innovations, supporting the CEO with technology solutions tailored to Apple platforms and evaluating innovations that can advance business goals. The role calls for native fluency in the Apple ecosystem, discretion with highly confidential information, and sound judgment in managing ambiguous, fast-changing priorities—often without direct daily access to the CEO. The assistant also translates technical concepts into clear, actionable guidance and integrates AI solutions into the CEO’s daily workflow to reduce friction and save time. The position manages and optimizes the CEO’s iOS devices, applications, and ecosystem; ensures interoperability with enterprise Windows and O365 environments; and provides responsive troubleshooting. It also researches, pilots, and implements emerging technologies and AI tools, supports executive technology readiness and digital presence, prepares briefings and presentations, and provides O365 support to the CEO’s office and additional senior leadership team members as needed. On-call technical support for the CEO’s office may be required 24x7x365. The role contributes to strategic technology planning and cross-functional projects, monitors project timelines, budgets, and deliverables, and collaborates with technology vendors and partners while overseeing service delivery.
Requirements
- Bachelor’s degree in information technology, Computer Science, Business Administration, or a related field.
- At least 5 years of experience in a technology management role specializing in iOS, Windows and O365 capabilities, and new market innovations in enterprise environments, or relevant experience.
- Advanced, native-level fluency in Mac and iOS platforms.
- Working knowledge of Windows and O365 environments sufficient to bridge the two.
- Demonstrated ability to work through ambiguous or incomplete direction and communicate effectively through intermediaries, such as executive assistants and a chief of staff, rather than relying on daily direct access.
- Exceptional communication skills and the ability to translate technical complexity into simple, confident guidance for senior executives.
- Unquestionable discretion and judgment in handling highly confidential information.
- Strategic thinking and an analytical mindset for evaluating complex technical and business challenges.
Nice To Haves
- Experience directly supporting a C-suite executive or high-profile principal, including exposure to the confidentiality and pace of the role.
- Experience with hybrid enterprise environments, including integrating iOS technologies with Windows or Android.
- Familiarity with agile methodologies and rapid prototyping for testing and deploying innovations.
- Certifications in iOS development, project management, or related fields.
Responsibilities
- Support, manage, and optimize the CEO’s iOS devices, applications, and ecosystem, including Mac Mail, Contacts, and Calendar.
- Ensure seamless functionality across Macs, iPads, and iPhones and interoperability with enterprise Windows and O365 environments.
- Provide technical support and troubleshooting with swift resolution and minimal disruption to the CEO’s day.
- Research and evaluate emerging technologies, AI tools, and market trends relevant to the CEO office’s strategic goals.
- Identify opportunities to use software, technology, and AI to improve productivity, efficiency, and competitive advantage.
- Pilot and implement innovative solutions with internal teams and stakeholders, supporting adoption and maximizing benefits.
- Provide a framework for the CEO’s technology-related appointments and manage day-to-day technology readiness and lifecycle, with a focus on iOS.
- Assist in managing the CEO’s digital presence in alignment with organizational branding and strategic objectives.
- Navigate ambiguity and shifting priorities, often communicating asynchronously and through intermediaries.
- Explain technical concepts and recommendations in plain, simple language and provide clear, actionable guidance.
- Prepare and deliver presentations, reports, and briefings on iOS capabilities and market innovations for the CEO’s review and decisions.
- Support O365 on Mac and Windows workstations for the CEO’s office and additional SLT members as required.
- Provide on-call technical support for the CEO’s office as needed (24x7x365).
- Contribute to strategic technology planning, aligning iOS capabilities and innovations with corporate objectives.
- Lead or participate in cross-functional projects that integrate innovations into business processes and workflows.
- Monitor project timelines, budgets, and deliverables, exercising independent judgment when direction is incomplete or evolving.
- Collaborate with external vendors and technology partners to explore solutions and innovations.
- Manage vendor relationships and oversee service delivery.
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What This Job Offers
Job Type
Full-time
