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Administrative Assistant – Executive Management Support

The Westchester Corporation | Washington, DC

Salary: $50,000 – $60,000 annually (based on qualifications and experience)

Join One of Washington's Premier Residential Communities

The Westchester Corporation is seeking a highly organized, detail-oriented Administrative Assistant to support our Executive Management Team.

This position plays a key role in helping the organization operate efficiently by coordinating projects, tracking priorities, preparing management materials, organizing documentation, and ensuring information is complete, accurate, and ready for review.

If you enjoy creating order, managing multiple priorities, improving processes, and supporting leadership teams behind the scenes, we encourage you to apply.

What You'll Do

Administrative & Executive Support

• Prepare reports, summaries, presentations, and meeting materials for management review
• Assist with drafting internal and resident communications
• Coordinate meeting logistics, agendas, and supporting documentation
• Track action items and follow-up assignments

Project & Workflow Coordination

• Coordinate the flow of information between departments and management
• Track projects, deadlines, and deliverables
• Monitor open items and follow through to completion
• Support implementation of organizational processes and procedures

Documentation & Records Management

• Maintain organized digital filing systems and records
• Review reports, logs, and documentation for accuracy and completeness
• Standardize documentation and formatting practices
• Ensure information is organized, current, and easily accessible

Board & Committee Support

• Assist with preparation and organization of Board and committee materials
• Coordinate supporting documentation for meetings and projects
• Maintain organized records of meeting materials and communications

What Success Looks Like

In this role, you will help ensure that:

• Workflows are organized, efficient, and consistent
• Projects and follow-up items stay on track
• Documentation is accurate and accessible
• Executive management receives clear, well-prepared information for decision-making
• Teams across the organization remain aligned and informed

Qualifications

Required

• High School Diploma or equivalent
• Minimum of three (3) years of administrative, executive support, or organizational coordination experience
• Strong organizational and time management skills
• Excellent written and verbal communication skills
• High attention to detail and accuracy
• Ability to manage multiple priorities and deadlines
• Professionalism, discretion, and sound judgment when handling sensitive information
• Proficiency with Microsoft Office Suite, including Outlook, Word, Excel, and Teams

Preferred

• Associate's or Bachelor's Degree
• Experience with SharePoint, OneDrive, or other document management systems
• Experience in residential, hospitality, property management, nonprofit, or professional office environments

You May Be a Great Fit If You:

• Enjoy organizing information and keeping projects moving forward
• Take pride in accuracy and attention to detail
• Are comfortable supporting multiple leaders and priorities simultaneously
• Communicate professionally and effectively
• Follow through on commitments and deadlines
• Thrive in a collaborative, team-oriented environment
• Enjoy helping others succeed behind the scenes

Growth Opportunity

This position offers the opportunity to contribute to a growing administrative and operational support structure within the organization. As The Westchester continues to enhance its operations and service model, this role may evolve to support additional projects and initiatives.

About The Westchester

The Westchester is one of Washington, DC's most established and respected residential communities. We are committed to providing exceptional service, strong operational support, and a positive experience for our Member Owners, residents, guests, and employees.

We are seeking professionals who share our commitment to organization, accountability, collaboration, and continuous improvement.

Apply today to become part of our team.

Overview of The Westchester: Built in 1931 on one of the highest points in the city, The Westchester is a five-building, self-governing, member-owner co-op community that houses more than 500 apartments ranging in size from studios to three bedrooms. The Westchester maintains its original grandeur, with more than 10 acres of beautiful, landscaped grounds, including a three-level sunken garden, and provides numerous amenities and commercial services, including a grocery store, restaurant, fitness center, valet, library, hair salon, barbershop, guest rooms, and on-site parking. The Westchester is a short walk from restaurants and other businesses in neighboring Glover Park, Cathedral Heights, and Georgetown, and is adjacent to Glover-Archbold Park.
The Westchester offers more than a home, but also a diverse, vibrant, engaged multi-generational community where member-owners collaborate with The Westchester staff on multiple fronts. Our Main Lobby is the site of a concert series with performances by professional musicians. The community holds monthly gatherings where neighbors can get to know one another. We are also electronically connected, with an internal website and social media.

The Westchester seeks to set the standard for a quality living experience in our nation's capital, and central to our success is a dedicated team of professionals focused on exceptional customer service, operational efficiency, and innovation. Westchester staff have provided a legacy of excellence that has contributed to the ongoing success of our community.

As The Westchester nears its centennial as one of Washington’s best-known addresses, we are embarking on exciting developments, with an ambitious long-range capital plan to modernize the physical and virtual infrastructure and to build a strong, forward-looking management structure. As an employer, The Westchester is dedicated to providing a supportive and inclusive work environment. We value integrity, innovation, and collaboration, encouraging our employees to share their ideas, take initiative, and grow their careers.

The Westchester is an equal opportunity employer and encourages applications from individuals of all backgrounds and experiences