Position Summary The Executive Assistant to the Office of the CEO provides high-level administrative, operational, and strategic support to the CEO and the Chief of Staff. This role is far more than traditional administrative support: the ideal candidate anticipates needs before they are voiced, exercises sound and independent judgment on behalf of the CEO, and manages a wide range of complex, confidential, and time-sensitive matters. Success in this role requires the ability to operate a step ahead - spotting what's coming, closing gaps before they become problems, and tactfully keeping a fast-moving, laid-back executive on track without ever feeling heavy-handed.
Key Responsibilities
Executive & Strategic Support
- Serve as a trusted extension of the CEO and Chief of Staff, exercising discretion and independent judgment on priorities, timing, and follow-through.
- Anticipate the CEO's needs proactively; flag upcoming decisions, deadlines, and conflicts before they are raised, and come prepared with options rather than just problems.
- Tactfully and diplomatically prompt the CEO to complete time-sensitive actions, calibrating the degree of persistence to the moment; know when to push and when to step back.
- Partner closely with the Chief of Staff to prepare the CEO for meetings, board interactions, investor engagements, and external events, including briefing materials and talking points.
- Track commitments, action items, and follow-ups across the CEO's priorities, ensuring nothing falls through the cracks
Calendar, Travel & Administrative Management
- Manage a complex, frequently changing calendar, proactively resolving conflicts and prioritizing time against the CEO's most important commitments.
- Coordinate detailed domestic and international travel itineraries, adjusting quickly as plans shift.
- Prepare, edit, and proofread correspondence, presentations, and internal/external communications on behalf of the CEO.
- Process expense reports, invoices, and other administrative requirements accurately and on time.
- Organize and maintain files, records, and information systems supporting the Office of the CEO.
Stakeholder & Relationship Management
- Serve as a professional, polished first point of contact for executives, board members, investors, government officials, customers, and other senior external stakeholders.
- Read the room and navigate organizational and external politics with tact, judgment, and emotional intelligence.
- Build trusted relationships across the executive team, board, and external partners, representing the CEO's office with professionalism at all times.
- Coordinate seamlessly with other executive assistants, the Chief of Staff, executives and business unit leaders to align schedules and priorities.
Confidentiality, Trust & Judgment
- Handle highly sensitive, confidential, and proprietary information, including board, personnel, financial, and strategic matters, with absolute discretion.
- Earn and maintain a high level of trust through consistent sound judgment, reliability, and integrity.
- Recognize when to escalate, when to act independently, and when to loop in the Chief of Staff or CEO.
Qualifications
Required:
- 7+ years of experience supporting C-suite executives, ideally in a publicly traded, high-growth, or government-facing organization.
- Demonstrated ability to exercise independent judgment and discretion with highly confidential information.
- Strong technology fluency, including standard enterprise productivity software (e.g., email, calendar, document, presentation, spreadsheet, and collaboration tools) and comfort learning new tools and systems quickly.
- Exceptional written and verbal communication skills, with strong attention to detail.
- Proven ability to manage competing priorities in a fast-paced, dynamic environment.
- Sharp political and interpersonal acumen; skilled at reading dynamics and adjusting approach accordingly.
- Comfortable diplomatically pushing a senior executive while preserving trust and the relationship.
Preferred:
- Prior experience supporting an Office of the CEO or similar multi-person executive support structure.
- Experience in relevant technology, software, or government contracting sectors.
- Bachelor's degree or equivalent professional experience.
Core Attributes:
- A true “step ahead” thinker who anticipates rather than reacts.
- Calm, steady, and unflappable under pressure or ambiguity.
- Trustworthy, discreet, and unwavering with confidential information.
- Diplomatic and tactful, with excellent judgment about timing and tone.
- Highly organized with strong follow-through and attention to detail.
- Resourceful and tech-savvy, always looking for a better way to get things done.