Bilingual Executive Assistant Job at Group of Fifty, Bethesda, MD

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  • Group of Fifty
  • Bethesda, MD

Job Description

Job Description

Executive & Personal Assistant

Location: Bethesda, MD / Washington, DC (Hybrid - mostly remote with occasional in-person)

Type: Part-time (20-30 hours/week) with flexible availability

Compensation: $40,000 - $65,000 annually

About the Role

We are seeking a patient, experienced, and highly reliable Executive & Personal Assistant to provide dedicated support to an accomplished professional and public figure based in the Washington, DC area. This is a meaningful, long-term role for someone who excels in providing thoughtful, proactive administrative support and who values flexibility and work-life balance.

The ideal candidate is a seasoned professional who thrives in a supportive role, brings sound judgment and discretion, and is comfortable being a trusted partner. This position requires someone who can be responsive and available when needed, particularly during travel or busy periods, while maintaining a sustainable part-time schedule.

Primary Responsibilities:

Schedule & Calendar Management

  • Manage a complex but streamlined calendar of meetings, interviews, appointments, speaking engagements, and advisory commitments
  • Coordinate travel arrangements (domestic and international)
  • Proactively anticipate scheduling needs and conflicts

Correspondence & Communications

  • Handle incoming requests for meetings, speaking engagements, and interviews
  • Draft gracious, professional responses in both English and Spanish 
  • Manage email inbox and prioritize communications
  • Screen calls and messages as appropriate

Technology Support & Systems

  • Serve as a patient, reassuring tech support resource
  • Create and maintain simple, user-friendly systems for document management 
  • Troubleshoot everyday technology issues (computer, phone, software)
  • Reduce technology-related stress through clear explanations and proactive solutions

Attentive Administrative Support 

  • Provide responsive, attentive support that anticipates needs
  • Be available as a reliable point of contact, especially during travel or events
  • Problem-solve proactively to reduce stress and complexity
  • Support daily administrative tasks with patience and care

Occasional In-Person Support

  • Travel to home office in Bethesda or DC office (Dupont Circle) approximately 1-4 times per month as needed
  • Provide hands-on assistance with organization, technology, or event preparation

Required Qualifications

  • Fluency in English and Spanish (written and spoken) - required
  • Minimum 5+ years of relevant administrative or executive support experience.
  • Ability to travel reliably to Bethesda, MD and Washington, DC
  • Exceptional judgment, discretion, and professionalism
  • Genuine patience and a service-oriented mindset
  • Strong organizational and problem-solving skills
  • Tech-savvy with ability to simplify technology for others
  • Excellent written and verbal communication skills
  • Proven ability to work independently with minimal supervision

Ideal Candidate Profile

You are someone who:

  • Excels at being truly helpful and making someone's life easier
  • Prefers a flexible, part-time role that allows you to balance other priorities while being genuinely responsive when needed
  • Has the maturity and experience to exercise sound judgment without constant oversight
  • Values stability and long-term relationships over rapid career advancement
  • Brings a proactive, "think ahead" approach to your work
  • Is energized by solving problems and creating order from complexity
  • Can maintain confidentiality and discretion as a trusted partner

What We Offer

  • Flexibility: Primarily remote work with occasional in-person requirements (1-4 times/month)
  • Benefits: A competitive set of benefits and resources to support you and your work.
  • Autonomy: We trust you to manage your time and are focused on results not facetime
  • Long-term stability: This is a role designed to grow and evolve over time
  • Investment in you: Comprehensive training and transition period with current assistant

Work Environment

This role supports an established writer, speaker, and advisor who is focusing more on writing projects (columns and books) and select professional commitments. The pace is generally manageable with occasional busier periods around travel, speaking engagements, or deadlines. You will work independently most of the time while remaining accessible and responsive.

To Apply

Please submit your resume along with a brief cover letter that addresses:

  1. Why you are seeking a part-time, long-term support role at this stage of your career
  2. Your experience working in attentive service-oriented positions or roles
  3. An example of how you've used technology to simplify someone's life or work
  4. Your Spanish language proficiency and how you've used it professionally

We are an equal opportunity employer. We do not discriminate based on race, color, religion, creed, sex, pregnancy, sexual orientation, gender identity/expression, national origin, age, disability, genetic information, veteran status, or any other protected characteristic. We do not request or rely on salary history. Reasonable accommodations are available; please let us know if you need an accommodation during the application process. Employment is at-will. Candidates must be authorized to work in the United States.

Job Tags

Part time, Work at office, Home office, Flexible hours,

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