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Executive Assistant

System One Holdings, LLC

Executive Assistant

Location: Vienna, VA (Full-time on site) Pay Rate: Open to Both C2C and W2 options Position Type: Contract

We are seeking a highly experienced, polished, and proactive Executive Assistant to provide dedicated support to the VP Planning & Optimization. This six-month contractor role requires an individual who can operate with a high degree of professionalism, discretion, urgency, and independent judgment in a fast-paced executive environment. The ideal candidate will have extensive experience supporting senior executives, preferably in a large, complex, highly matrixed organization. This individual must be highly organized, detail-oriented, resourceful, and comfortable managing competing priorities while maintaining strong follow-through and confidentiality. This role is best suited for someone who understands executive-level support is not only administrative, but also operationally critical.

The Executive Assistant will help ensure the VP Planning & Optimization is prepared, organized, and able to focus on strategic priorities by managing calendars, communications, meeting logistics, travel, expenses, materials, and day-to-day coordination across internal and external stakeholders.

Key Responsibilities
  • Executive Calendar and Time Management
    • Manage a complex and dynamic executive calendar, ensuring the VP Planning & Optimization's time is prioritized effectively and aligned to business needs
    • Anticipate scheduling conflicts, resolve issues proactively, and ensure the executive is prepared for upcoming meetings, events, and deliverables
    • Coordinate meetings across senior leaders, internal teams, external partners, vendors, and other stakeholders
    • Apply sound judgment when prioritizing requests, escalating urgent matters, and protecting time for high-priority work
  • Meeting Coordination and Preparation
    • Plan and coordinate executive meetings, leadership discussions, vendor meetings, and cross-functional working sessions
    • Prepare agendas, organize materials, capture notes or action items when needed, and ensure follow-up items are tracked to completion
    • Partner with internal teams to gather and organize materials for meetings, presentations, briefings, and executive updates
    • Ensure the VP Planning & Optimization has the right information, context, and materials in advance of key meetings
  • Communication and Stakeholder Support
    • Serve as a professional and trusted point of contact for internal and external stakeholders
    • Draft, review, proofread, and format correspondence, meeting materials, and other executive communications as needed
    • Handle sensitive information with the highest level of confidentiality and discretion
    • Represent Procurement & Vendor Management with professionalism, responsiveness, and sound judgment
  • Travel, Expense, and Administrative Support
    • Coordinate domestic travel arrangements, including flights, lodging, transportation, itineraries, and meeting logistics
    • Prepare and submit expense reports accurately and in a timely manner
    • Support administrative processes, including purchase requests, invoices, vendor coordination, onboarding logistics, and other operational needs as required
    • Maintain organized records, files, contact lists, distribution lists, and relevant documentation
  • Operational and Project Coordination
    • Support the VP Planning & Optimization by tracking priorities, deadlines, action items, and follow-ups across key workstreams
    • Assist with coordination of procurement-related meetings, leadership routines, vendor engagements, and internal business reviews
    • Help organize information and maintain visibility into commitments, decisions, and pending items
    • Identify opportunities to improve administrative processes, increase efficiency, and create smoother day-to-day operations for the executive
Required Qualifications
  • Minimum of 7 to 10 years of experience providing executive-level administrative support, preferably to a senior executive, C-suite leader, or equivalent
  • Demonstrated experience managing complex calendars, competing priorities, confidential information, and senior-level stakeholder interactions
  • Strong proficiency with Microsoft Office applications, including Outlook, Teams, Word, Excel, and PowerPoint
  • Excellent written and verbal communication skills, with strong attention to detail and professional polish
  • Ability to work independently, anticipate needs, solve problems, and make sound decisions with limited direction
  • Strong organizational skills with the ability to manage multiple priorities, deadlines, and stakeholders simultaneously
  • High degree of discretion, integrity, and professionalism when handling sensitive or confidential matters
  • Experience supporting executives in a large corporate, financial services, procurement, supply chain, vendor management, or similarly complex environment preferred
Preferred Qualifications
  • Prior experience supporting a VP or other senior operations-focused executive
  • Experience working with procurement, vendor management, sourcing, contracts, or third-party risk teams
  • Familiarity with tools such as Concur, ServiceNow, SharePoint, SAP, Oracle, or similar enterprise systems
  • Experience coordinating executive meetings with external vendors, consultants, legal partners, or senior business leaders
  • Ability to quickly learn organizational norms, stakeholder relationships, and executive preferences
Key Competencies
  • Strong executive presence and professionalism
  • High attention to detail
  • Exceptional organization and follow-through
  • Ability to anticipate needs before being asked
  • Sound judgment and discretion
  • Clear, concise communication
  • Comfort operating in ambiguity
  • Responsiveness and reliability
  • Ability to build trust quickly with executives and stakeholders
  • A service-oriented mindset with the confidence to manage up appropriately
Success in This Role Looks Like
  • The VP's calendar, meetings, travel, and day-to-day priorities are managed smoothly and proactively
  • The executive is consistently prepared for meetings and key deliverables
  • Stakeholders experience timely, professional, and clear coordination
  • Administrative processes are handled accurately and with minimal follow-up required
  • Confidential information is managed appropriately and discreetly
  • The contractor quickly becomes a trusted, reliable extension of the VP's office during the six-month assignment

Ref: #851-Rockville-S1

Vacancy posted 4 days ago
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