Executive​/Personal Assistant

SkyePoint Decisions is a leading Cybersecurity Architecture and Engineering, Critical Infrastructure and Operations, and Applications Development and Maintenance IT service provider headquartered in Dulles, Virginia with operations across the U.S. We provide innovative enterprise-wide solutions as well as targeted services addressing the complex challenges faced by our federal government clients. Our focus is on enabling our clients to deliver their mission most efficiently and effectively – anytime, anywhere, securely.

We combine technical expertise, mission awareness, and an empowered workforce to produce meaningful results.

SkyePoint Decisions is looking for a highly organized, experienced Executive and Personal Assistant to support its Founder and CEO. This role provides comprehensive assistance to the CEO and other executives including managing schedules and business/personal logistics, coordinating travel, event planning/execution, and efficiently managing multiple, diverse business and personal projects/initiatives. The ideal candidate will be a detail-oriented, business professional with excellent decision‑making and communication skills who will act as a strategic partner and an innovative problem solver able to anticipate and address the CEO's requirements supporting critical corporate and personal activities.

This hybrid position is based at our Corporate Headquarters in Dulles, Virginia, and typically requires on-site presence 2-3 days per week (Monday, Tuesday, and Thursday). Additional in-office days may be required based on the CEO's schedule and business needs. Candidates must have reliable personal transportation and the ability to travel independently throughout the Northern Virginia, Maryland, and Washington, DC metropolitan area to support business‑related activities and events.

• Coordinate and manage complex and diverse executive communications including correspondence, phone calls, scheduling/calendaring, booking/coordinating executive’s business/personal travel logistics, and ensure smooth/flawless execution of a broad range of administrative assignments.
• Professionally handle confidential information with discretion and in compliance with privacy regulations.
• Create and track project management tasks to completion in Asana and ensure assignments align with strategic goals often requiring interaction/collaboration with multiple teams through completion.
• Format, edit, and distribute PowerPoint presentations, Excel reports, and executive summary documents.
• Attend and coordinate the full range of event planning and catering services for a wide range of company and private events such as senior leadership meetings, all‑hands meetings, division and program meetings, customer events, and quarterly Board of Advisors meetings to include site selection/inspections, managing budgets and logistics, coordinating travel and accommodations, preparing meeting materials, note taking, and ensuring efficient handling of all necessary administrative actions for successful event execution.
• Serve as the primary liaison for communications and collaboration between the executive team, associated team members, and external contacts and ensure clear and timely communications, follow‑up, and resolution of inquiries or requests.
• Support corporate facilities management/logistics for CEO work locations (e.g., coordinating vendor appointments, services agreements, property visits, satisfactory performance completion, etc.) and perform reconciliation and substantiation of associated purchases, credit card transactions, vendor deliveries (e.g., gathering receipts, providing purchase details, validating invoice accuracy, ensuring timely payments, and quality delivery of…