Executive Assistant

Penta Group; Washington, Northern (District of Columbia, KY); On-site; USD 75,000 - 85,000; Full time

Benefits offered by this job

Healthcare coverage

401(k) match

Paid parental leave

Flexible PTO

Cell phone stipend

Pet insurance (optional)

Wellness program

Job summary

Penta Group, LLC in Washington, DC is seeking an Executive Assistant to support partners with calendar management, travel planning, and high‑level administrative tasks.

The role is a trusted extension of the leadership team, requiring discretion, strong communications, problem solving, and the ability to leverage AI tools to improve scheduling and efficiency. This is a hybrid role with in‑person work Monday–Thursday in our downtown DC office and optional remote Fridays.

Qualifications

• Bachelor’s degree in a relevant field preferred.
• 3–5 years supporting executives, ideally in a professional services environment.
• Strong customer service mindset and initiative with creative problem solving.
• Excellent verbal and written communication with high integrity and confidentiality.

Responsibilities

• Own and manage partners’ calendars with strategic prioritization and deep work.
• Assist in client management and prepare materials for meetings.
• Develop strategies to increase scheduling efficiency, including AI tools.
• Manage expense reporting, reimbursements, and budget tracking.
• Coordinate domestic and international travel with detailed itineraries and contingency plans.
• Support Salesforce data accuracy and timeliness.
• Handle highly sensitive information with absolute discretion.
• Multitask and prioritize multiple demands while delivering high-quality outputs.
• Coordinate external networking opportunities and complete ad-hoc tasks.

Skills

Executive support

Scheduling

Discretion

Communication

Problem solving

Integrity

AI literacy

Calendar management

Education

Bachelor’s degree

Tools

Salesforce

Job description

Penta is a leading corporate affairs advisory firm that helps organizations predict what matters and shape outcomes. By combining proprietary intelligence, stakeholder insights, and strategic counsel, we help CEOs and leadership teams navigate the increasingly complex intersection of business, policy, culture, and reputation. Our clients turn to us when the stakes are high, the signals are difficult to interpret, and the consequences of getting it wrong are significant. We are building a new model for corporate affairs advisory and are seeking leaders who want to help define the future of the industry.

Penta’s global team brings decades of experience in business, government, communications, research, data science, and media. Our clients include many of the world’s most influential organizations across technology, financial services, energy, healthcare, and other sectors, including over 25% of the Fortune 100. Penta has offices in New York, Washington DC, San Francisco, London, Brussels, Dublin, and Singapore.

Role Summary:

The Executive Assistant supports the partners of our growing firm. Partners are the driving force behind our firm’s client relationships and growth, and this role exists to protect and extend their ability to do that work. Executive Assistants as Penta serve as trusted extensions of the partners’ judgment, time, and priorities. The successful candidate will have previous experience supporting executives with their scheduling and administrative needs, and experience demonstrating the utmost discretion with sensitive matters.

This is a great opportunity for someone who has an interest in building a career in executive support and wants to learn in a dynamic, team-centered environment. We are looking for someone that can serve as a strategic thought partner to the executives they’re supporting, has strong communications and problem-solving skills, and is a professional, warm, and positive person.

The Executive Assistant is expected to:

• Own and manage partners’ calendars with a strategic lens, proactively resolving conflicts, prioritizing high-value activities, and protecting time for deep work
• Assist in client management and business development responsibilities, preparing research and materials for meetings and providing day and week ahead background briefings
• Develop strategies to increase the efficiency of partner schedules, including through the shared use of AI platforms
• Manage expense reporting, reimbursements, and budget tracking with complete accuracy
• Coordinate domestic and international travel, including detailed itineraries, contingency planning, and real-time adjustments
• Support partners with Salesforce needs to ensure all data is accurate and completed in a timely manner
• Handle highly sensitive, confidential, and proprietary information with absolute discretion
• Multi-task and prioritize multiple, competing demands while maintaining a high-quality outputs
• Coordinate external networking opportunities
• Complete ad-hoc tasks as they arise

The ideal candidate will have:

• A Bachelor’s degree in any discipline, where a degree in Business Administration, Organizational Development, Political Science, Economics, or another relevant field is preferred
• 3-5 years of experience supporting executives, ideally in a professional services environment
• Strong customer service mentality and ability to take initiative and solve problems creatively and efficiently
• Excellent verbal and written communication skills required
• Strict attention to detail and strong organization skills, understanding the importance of accuracy in all internal and external matters
• A high degree of integrity, with the ability to maintain professionalism and confidentiality at all times
• The ability to utilize AI and emerging technologies, where appropriate, to enhance efficiency, quality, and impact, while staying current on evolving capabilities and incorporating relevant innovations into day-to-day work
• A team player mentality with a positive attitude and friendly demeanor
• Ability to embrace change and maintain a continuous learning mindset

Salary Range:

The base salary range for this position will be $75,000 - $85,000 per year depending on a candidate’s experience and qualifications as they relate to the position.

Benefits:

Penta Group is committed to providing a comprehensive and competitive benefits package to support the well-being and financial security of our employees. Our benefits include:

• Healthcare Coverage: Excellent medical, vision, and dental insurance through Cigna and UNUM, with the company covering the majority of individual employee premiums and 50% of dependent premiums
• Retirement Benefits: A 401(k) plan with a generous employer match, contributing 100% on the first 3% of salary deferred and 50% on the next 2%, helping employees maximize their retirement savings
• Income Protection: Employer-paid short-term disability (STD), long-term disability (LTD), and life insurance
• Paid Parental Leave: 12 weeks of paid parental leave for birthing and non-birthing parents
• Flexible Paid Time Off: Flexible Paid Time Off (PTO) policy and a generous holiday schedule

Additional Perks & Support:

• A monthly cell phone stipend
• Optional employee-paid pet insurance coverage through Nationwide
• Frequent firm-wide social events and team-building activities
• Access to Employee Assistance Programs (EAP), including confidential counseling and resources for personal and work-related issues
• Wellness benefits including a gym membership discount program, mental health resources, and access to virtual health consultations

Location and Hybrid Schedule:

For this position, we are only considering applicants in the greater Washington, D.C., area and looking to fill the role as soon as possible. This person will be expected to join our team in our downtown DC office in person Monday through Thursday and has the option to work remote on Fridays.

Penta Group, LLC values diversity and inclusion, is committed to equal employment opportunity, and to compliance with federal anti-discrimination laws. We also comply with District of Columbia law, which prohibits discrimination and harassment against employees, applicants for employment and interns based on race, color, religion, sex (including pregnancy, childbirth or related medical conditions, reproductive health decisions and breastfeeding), national origin, disability, age (18 and over), personal appearance, sexual orientation, gender identity or expression, marital status, family responsibilities, matriculation (e.g., being enrolled in a college or university or in a business, nursing, professional, secretarial, technical or vocational school), political affiliation, genetic information (including family medical history), lawful use of tobacco products, unemployment status and status as a victim or the family member of a victim of domestic violence, a sexual offense or stalking.

Penta Group, LLC is committed to providing reasonable accommodations to qualified individuals with disabilities throughout the application and hiring process. If you require an accommodation to complete your application, participate in an interview, or otherwise engage in the recruitment process, please contact us at [e-mail]. We will work with you to ensure appropriate arrangements are made.