Executive Assistant to the President at Chesapeake

Description

Orion Premier Solutions is seeking a highly capable and resourceful Executive Assistant to provide administrative, operational, and strategic support to a senior executive and the broader leadership team. This position is ideal for someone with proven experience as an executive assistant, who thrives in fast-paced environments and is confident managing both daily office operations and high-level coordination. The successful candidate will be detail-oriented, proactive, and skilled at juggling priorities while serving as a trusted representative of executive leadership across internal and external touchpoints.

Key Responsibilities

• Manage and optimize the executive’s calendar, schedule meetings, and coordinate travel logistics.
• Monitor and manage the executive’s email communications, flagging priority items and drafting responses as needed.
• Attend and actively participate in meetings; take detailed notes and distribute professional summaries and follow-ups.
• Facilitate Metronome Growth Systems (MGS) during leadership meetings, including updating company goals, tracking initiatives, and ensuring accountability across teams.
• Draft internal communications and serve as a liaison between the executive and operations teams, vendors, and external stakeholders.
• Oversee daily office operations, including ordering supplies, scanning and distributing mail, and maintaining an organized and efficient work environment.
• Run business-related errands such as banking, office deliveries, and supply pickups.
• Provide light personal support to the executive, including scheduling personal appointments and coordinating household services or vendors.
• Represent the executive professionally in all forms of communication, ensuring clarity, confidentiality, and alignment with organizational goals.
• Utilize digital tools (Microsoft 365, Outlook, Excel, Teams, Zoom, Asana, etc.) to enhance workflows, manage tasks, and increase team efficiency.

Requirements

Qualifications

• Minimum of 3–5 years of direct experience as an Executive Assistant supporting senior leadership is required.
• High proficiency with Microsoft Office Suite, cloud-based collaboration tools, and workflow management platforms.
• Experience supporting leadership in fast-paced, multi-responsibility roles.
• Excellent written and verbal communication skills.
• Strong organizational and problem-solving abilities with keen attention to detail.
• Ability to maintain discretion and confidentiality at all times.
• Valid driver’s license and reliable transportation.

Who You Are

• Discreet and trustworthy—confidentiality is second nature, and you uphold the highest professional boundaries.
• You are proactive, dependable, and highly organized—you anticipate needs before they arise.
• You excel under pressure and can pivot quickly while maintaining attention to detail.
• You are a confident communicator—comfortable taking notes in meetings, sending communications on behalf of executives, and representing leadership with professionalism.
• You are tech-savvy and enthusiastic about using systems like MGS, Asana, and Microsoft 365 to enhance productivity.
• You enjoy being the go-to person who keeps both people and operations running smoothly.

Work Environment

This is a full-time, in-office position requiring flexibility, reliability, and professionalism. The role involves both traditional administrative responsibilities and higher-level coordination. Discretion and maturity are critical, as this position will involve access to confidential information and direct collaboration with leadership.