Flex Schedule Remote Executive Assistant Jobs in Silver Spring, MD

Job Title: Executive Assistant

Industry: Media / Information Services

Location (city, state): Arlington, VA

Assignment Type: Contract-to-Hire

Pay: $35-$38/hour (depending on experience)

Work Schedule:

Monday-Friday, 9:00 AM-5:00 PM, fully onsite with limited remote flexibility after onboarding

Benefits:

This position is eligible for medical, dental, vision, and 401(k).

About Our Client:

Addison Group is partnering with a well-established organization in the media and information services industry to hire an Executive Assistant supporting senior leadership. Our client is seeking a highly polished, organized professional who can provide executive-level administrative support while managing confidential information and competing priorities in a fast-paced environment.

Job Description:

Addison Group is hiring an Executive Assistant on behalf of our client for a contract-to-hire opportunity. This role will provide high-level administrative support to multiple C-suite executives, including calendar management, meeting coordination, travel arrangements, and executive office operations. The ideal candidate will have strong executive presence, excellent communication skills, and experience supporting senior leaders in a dynamic environment.

Key Responsibilities:

• Provide executive administrative support to senior leadership, including calendar management, meeting scheduling, and coordination of priorities
• Manage complex scheduling needs while ensuring alignment across internal and external stakeholders
• Coordinate domestic and international travel arrangements, including itineraries and logistics
• Serve as a professional point of contact for executives, employees, and external partners
• Prepare meeting materials, track follow-ups, and support executive office initiatives
• Partner with executive leadership and the Chief of Staff on administrative and operational priorities
• Handle sensitive and confidential information with professionalism and discretion
• Assist with additional projects and administrative needs as assigned

Qualifications:

• 5+ years of experience supporting executives in an administrative or executive assistant capacity
• Experience supporting multiple C-suite executives simultaneously preferred
• Strong calendar management and meeting coordination experience required
• Excellent written and verbal communication skills
• Highly professional demeanor with strong executive presence
• Ability to manage multiple priorities in a fast-paced environment
• Strong attention to detail, organization, and follow-through
• Proficiency with Microsoft Office Suite
• Experience within the media, news, communications, or related industries is a plus
• Bachelor’s degree preferred

Additional Details:

• Department: Executive Office
• Reports To: CEO and COO, with occasional support for Chief Legal Officer
• Reason for Opening: New opening
• Start Date: August 10, 2026 (preferred)
• Assignment Type: Contract-to-hire opportunity with potential conversion for the right candidate
• Interview Process:
  • 30-minute virtual panel interview with executive office team
  • Potential second-round interview with senior leadership
• Team Size: 4
• Organization Size: Approximately 250 employees
• Hours: 40 hours/week
• Overtime: Eligible with supervisor approval
• Candidates should be available to interview quickly

Perks:

• Opportunity to support senior executives in a highly visible role
• Potential for long-term conversion
• Work closely with executive leadership in a fast-paced environment
• Gain experience supporting a leading organization in the media industry
• Professional, collaborative workplace environment

Addison Group is an Equal Opportunity Employer. Addison Group provides equal employment opportunities (EEO) to all employees and applicants for employment without regard to race, color, religion, gender, sexual orientation, national origin, age, disability, genetic information, marital status, amnesty, or status as a covered veteran in accordance with applicable federal, state and local laws. Addison Group complies with applicable state and local laws governing non-discrimination in employment in every location in which the company has facilities. Reasonable accommodation is available for qualified individuals with disabilities upon request.