Executive Assistant to President & CEO

We are seeking a highly motivated Executive Assistant to serve as a trusted partner to the Founder and President of a fast-paced company. This is a highly visible and dynamic position for someone who combines outstanding executive support capabilities with strong business judgment, AI proficiency, and the confidence to represent a CEO professionally with employees, candidates, clients, and external partners. This position requires regular, in-person work in Westchester County, NY. Candidates must currently be able to commute. This is not a remote position.

The ideal candidate has deep proficiency in Microsoft Copilot and other leading AI tools , including the ability to develop effective prompts, create efficient workflows, evaluate outputs for accuracy, and identify meaningful opportunities to apply AI across the business. This person needs to be highly proactive, adaptable, discreet, and resourceful. They anticipate needs, solve problems independently, and bring structure to a demanding schedule with constantly shifting priorities. The scope of the role will be varied, spanning executive administration, business operations, communications, AI-enabled productivity, and occasional personal support.

Key Responsibilities:

Executive and Business Support

• Manage calendars, meetings, appointments, priorities, and daily workflow.
• Monitor and organize a high volume of email, identifying urgent matters, drafting responses, and ensuring important items receive timely attention.
• Prepare the CEO/President for meetings by gathering relevant information, organizing materials, and tracking necessary follow-up.
• Maintain a clear system for priorities, commitments, deadlines, and outstanding decisions.
• Anticipate potential challenges and address them before they require the leaderships involvement.
• Coordinate across departments to ensure projects and action items continue moving forward.
• Build strong relationships across the organization and serve as a trusted point of contact for the CEO’s office.
• Exercise sound judgment regarding which matters can be handled independently and which require escalation.

AI and Productivity

• Demonstrate advanced, hands-on expertise with AI tools, particularly Microsoft Copilot, and confidently apply them across executive support and business operations.
• Use Microsoft Copilot to streamline communications, manage information, conduct research, prepare documents and presentations, summarize meetings, analyze data, and improve daily productivity.
• Understand how to navigate Copilot beyond basic prompting, including developing effective prompts, creating repeatable workflows, evaluating outputs for accuracy, and applying sound business judgment.
• Identify repetitive or inefficient processes and develop practical AI-enabled solutions to improve speed, organization, and execution.
• Build and maintain prompt libraries, templates, automated workflows, and organizational systems tailored to the company’s working style and priorities.
• Evaluate emerging AI and productivity tools based on their practical value, security, and potential business impact.

Personal and Administrative Support

• Provide occasional personal support when needed, including managing appointments, processing bills, coordinating household-related matters, and completing errands or special projects.
• Maintain strict confidentiality when handling proprietary personal and company information.
• Adapt quickly to changing needs and take ownership of a wide variety of assignments.

Qualifications

• Bachelor’s degree required, preferably in business administration, communications, technology, or a related field.
• Experience supporting a C-level executive in a fast-paced environment.
• Advanced, hands-on proficiency with AI tools and a demonstrated ability to apply AI effectively in a business setting.
• Proficiency in Microsoft Excel, including formulas, data organization, financial tracking, reporting, and analysis.
• Strong numerical aptitude and the ability to perform calculations accurately, review financial information, identify discrepancies, and confidently work with budgets, invoices, expenses, and other business-related figures.
• Strong understanding of business operations, priorities, and executive decision-making.
• Exceptional written and verbal communication skills.
• Professional presence and the confidence to communicate directly with senior leaders and clients.
• Highly…