Executive Assistant to CEO

Job Details: Job Location: Edgartown Main St - EDGARTOWN, MA 02539, Salary Range: $117,406.00 - $129,736.00 Salary, FLSA Classification: Exempt This is a full-time in-person position. Position Summary The primary function of this position is to ensure consistent and effective management of daily operations of the office of the President & CEO by managing complex processes, logistics, and communications — including proactive preparation for client, Executive Team, Committee, Board, and Corporator meetings. The role demands exceptional judgment, discretion, and the ability to anticipate needs across a fast-moving executive environment. Position Responsibilities Executive Support & Team Dynamics Manage and advocate on behalf of the President & CEO and the Leadership Team through strategic time management, streamlined communications, and action accountability to ensure the highest-functioning executive team dynamics and facilitate the success of the Bank. Provide non-routine, project-based and administrative support to the President & CEO that requires professional discernment on appropriate urgency and prioritization. Provide calendar support requiring prioritization of commitments to ensure that both daily and long-term strategic objectives are met. Board, Committee & Leadership Meetings Attend Board meetings, Board-level Committee meetings, and Senior Leadership Team meetings; produce detailed documentation of those meetings; and track action items to completion. Communicate with Board members to ensure effective preparation and timely delivery of materials for Board and Committee meetings. Independently write communications (e.g., documentation of Board, Committee, and Leadership Team meetings) on behalf of the President & CEO, while also reviewing and editing documents for accuracy, grammar, style, and formatting. Oversee preparation of briefing materials on specific issues and projects. Research & Data Analysis Conduct research on industry trends, peer institutions, regulatory developments, and emerging issues to inform executive decision-making and Board discussions. Compile, organize, and synthesize information from multiple sources into clear, concise briefing documents, summaries, and talking points for the President & CEO. Gather and analyze operational, financial, and performance data to support the preparation of Board and Committee materials, identifying key trends and highlighting items requiring executive attention. Build and maintain dashboards, tracking reports, and summary analyses that monitor progress against strategic initiatives and action items. Prepare charts, tables, and visual summaries that translate complex data into accessible formats for executive and Board audiences. Planning & Coordination Independently coordinate ongoing conferences and off-site meetings and events, including (but not limited to) ad-hoc Board events, Senior Leadership meetings, Executive Strategy offsites, and meetings of the Corporators. Coordinate other departmental projects as assigned. Process & Administration Initiate and continuously improve administrative processes and procedures. Process detail-oriented expense reports with accuracy and timeliness. Employee Responsibilities Recognize and demonstrate the Bank’s Core Values: We value and respect the contribution of each member of the team. We work together to support our mutual goals. We foster an inclusive, non-hierarchical environment. We gain a sense of fulfillment through our contribution to the whole. We manage client and company resources responsibly. We are passionate about our craft. Each day our effort is focused on doing better than the day before. Be curious. Expect the highest quality work from ourselves. Enable our creativity with continuous self-improvement. We go out of our way to do the right thing. Going the distance to do right by our customers and colleagues. Protect the confidentiality and privacy of our customers – no matter what. Embody the gold standard of professional ethics. Avoid even the appearance of impropriety. We are candid and kind. Our integrity, built on the trust of our community and among our peers, depends on our ability to communicate with respect, honesty, and candor. Have the courage to be honest. Trust and empower individuals. Hold each other accountable to uphold our values. Professional Responsibilities Maintain high-level knowledge of services in areas of responsibility. Maintain functional knowledge of related state and federal banking compliance regulations. Demonstrate understanding and adherence to Bank Security procedures. Work within procedural limits of position. Any other tasks or projects assigned by supervisor. Physical & Environmental Aspects Must be able to stand or sit for long periods of time. Work is normally performed in an office environment May operate office equipment necessary to perform job function. Qualifications: Qualifications & Requirements Bachelor's degree is preferred, or an equivalent combination of education and relevant experience. Minimum of 7–10 years of progressively responsible executive administrative experience, ideally supporting a C-level executive; experience in banking, financial services, or another regulated industry is strongly preferred. Demonstrated experience supporting a Board of Trustees and preparing Board- and Committee-level materials. Exceptional written and verbal communication skills, with proven ability to draft, edit, and proofread executive-level correspondence and meeting documentation. Strong research and analytical skills, with the ability to gather, synthesize, and present data in a clear and actionable format. Advanced proficiency in Microsoft Office (Outlook, Word, Excel, and PowerPoint); comfort building reports, dashboards, and data visualizations. Superior organizational and time-management skills, with the ability to manage multiple competing priorities and deadlines with minimal supervision. Unquestionable discretion and sound judgment in handling confidential and sensitive information. Polished interpersonal skills and executive presence, with the ability to interact effectively with Board members, Corporators, senior leaders, clients, and external stakeholders. High degree of professionalism, initiative, and a proactive, solutions-oriented approach.