Executive Assistant to CEO

Job Title: Executive Assistant to the CEO
Location: New Canaan, CT
Reports to: Chief Executive Officer (CEO)
Type: Full-Time | On-site

Job Summary:

We are seeking a highly professional, resourceful, and proactive Executive Assistant (EA) to support our CEO. This role requires a sharp thinker with exceptional organizational skills, impeccable judgment, and a proven ability to "manage up" — guiding, enabling, and anticipating the needs of the CEO to optimize their time, priorities, and decision-making.

The ideal candidate will act as a true extension of the CEO, handling confidential information, streamlining operations, and ensuring that the CEO is always prepared, informed, and focused on strategic initiatives.

Key Responsibilities:

• Calendar & Schedule Management: Coordinate and manage complex calendars, including internal and external meetings, travel, and personal appointments; proactively resolve scheduling conflicts and prioritize time effectively.
• Meeting Preparation & Follow-Up: Prepare briefing documents, agendas, and materials; attend meetings as needed, take high-level notes, and ensure timely follow-ups and action items are tracked.
• Communication & Gatekeeping: Serve as a liaison between the CEO and internal/external stakeholders, managing inbound communications and ensuring appropriate delegation or escalation.
• Project & Priority Management: Track key initiatives and projects, ensuring deadlines are met and stakeholders are aligned; provide strategic support on business matters as needed.
• Confidential & Strategic Support: Handle sensitive information with discretion and professionalism; assist with board preparation, investor communications, and executive team coordination.
• “Managing Up” Responsibilities:
• • Keep the CEO focused on strategic goals, not distractions.
  • Offer honest feedback, suggest alternatives, and challenge ideas constructively.
  • Identify and fill in gaps — whether it's a missed follow-up, an unread document, or a missed opportunity.
  • Act as a thought partner and sounding board for key decisions.

Qualifications:

• 5 years supporting C-level executives, preferably in high-growth, fast-paced environments.
• Demonstrated ability to manage up, stay several steps ahead, and confidently make decisions in a dynamic setting.
• Exceptional organizational, communication, and interpersonal skills.
• Discretion, integrity, and professionalism in handling sensitive matters.
• Strong writing skills and attention to detail.
• Proficiency in Microsoft Office
• Bachelor's degree preferred.

Success in This Role Means:

• The CEO’s time is protected, priorities are clear, and execution is efficient.
• No detail slips through the cracks — meetings are meaningful, follow-ups happen, and communication flows smoothly.
• You are not just reactive but strategic — anticipating challenges and solving them before they arise.