Executive Assistant (HHS)

About Skylight

Skylight is a digital consultancy using design and technology to help government agencies deliver better public services. We’re at the forefront of a civic movement to reinvent how all levels of government serve families, patients, and many others in today's digital world.

If you want to play a part in driving this critical movement forward, we’d love for you to join our growing team of public interest technologists. The work we do matters.

About the job

The Executive Assistant reports through Skylight and collaborates closely with U.S. Department of Health and Human Services (HHS) staff to keep projects organized, aligned, and on track. The role supports the Chief Data Officer’s Office at the HHS by managing communications, scheduling, and coordination for a high-impact modernization effort. The Executive Assistant helps keep complex data and technology initiatives running efficiently as part of a broader mission to improve how the government serves people.

HHS is launching one of the most ambitious transformations in government — and this is a rare chance to be part of it. You’ll join a high-impact team of product managers, researchers, designers, engineers, and security experts at Skylight working side-by-side with HHS leadership to modernize the systems people rely on to access healthcare, strengthen cybersecurity that protects personal data, launch digital services used by tens of millions every day, and integrate data and AI responsibly into daily work across the department so teams at every level can make smarter, safer decisions. The Executive Assistant will collaborate closely with HHS stakeholders and operate in alignment with agency processes while remaining an active member of the Skylight team and under Skylight’s management.

What you’ll do

• Provide administrative assistance to the Skylight team, the Office of the Chief Data Officer (OCDO), and other HHS staff members
• Serve as a primary point of contact for office correspondence and communications, including monitoring and managing shared mailboxes related to contract deliverables
• Contribute to and manage the Standard Operating Procedures (SOPs) of the OCDO, ensuring compliance with established office policies and procedures
• Schedule and manage appointments, meetings, conference calls, and conference room reservations
• Prepare meeting agendas, take minutes, and distribute follow-up action items to ensure effective communication and accountability across teams
• Organize and maintain digital filing systems
• Create, edit, and proofread documents, reports, and presentations related to contract deliverables
• Manage data entry and update records in databases or spreadsheets to support program operations
• Ensure confidentiality and security of sensitive information
• Coordinate communication between divisions to ensure smooth workflows
• Relay messages and updates to staff as needed
• Coordinate schedules and priorities related to OCDO-led modernization initiatives in collaboration with Skylight and HHS staff
• Prioritize and manage multiple tasks to meet deadlines
• Adapt to changing priorities and handle unexpected challenges efficiently

What we're looking for

Minimum qualifications

• Strong organizational skills with the ability to manage multiple tasks and maintain order in a busy office environment
• Strong verbal and written communication skills to interact effectively with staff, clients, and vendors
• Excellent time management skills, with the ability to prioritize and meet deadlines
• High attention to detail to ensure accuracy in documentation, scheduling, and administrative work
• Proficiency with office software such as Microsoft Office Suite and other collaboration tools
• Professional and approachable demeanor with strong interpersonal skills
• Ability to problem solve proactively and identify practical solutions
• Demonstrated ability to maintain confidentiality and handle sensitive information appropriately
• Flexibility and adaptability to shifting priorities in a fast-paced environment
• Ability to work successfully within a professional services environment (e.g., can communicate effectively with clients)
• Passion for creating better public outcomes through great government services
• A mindset and work approach that align with Skylight’s core values
• Ability to travel for work from time to time

Nice-to-have qualifications

• Experience in or familiarity with government, public sector, or large mission-driven organizations
• Understanding of IT, digital transformation, or cybersecurity concepts
• Experience managing or supporting cross-functional teams or projects
• Prior experience working in the civic tech space
• Experience working in a remote-team environment

Don’t meet 100% of the criteria but think you can do the job? We’d love to chat anyway! We’re on a mission to build diverse teams, and studies have shown that women and marginalized folks are less likely to apply to jobs if they don’t check every box.

Other requirements

• All work must be conducted within the U.S., excluding U.S. territories. Some federal contracts require U.S. citizenship to be eligible for employment.
• You must be legally authorized to work in the U.S. now and in the future without sponsorship.
• As a government contractor, you may be required to obtain a public trust or security clearance.
• You may be required to complete a company background check successfully.
• Some of our available roles are on federal contracts that require a degree or additional years of experience as a substitute.

Position type

This is a full-time, exempt position.

Location

This role requires working on site in Washington, DC, five days a week. Candidates based in the DC area should be able to work on site at HHS.

Care package

Salary

We want to give you the most competitive salary possible. After all, you deserve it! To that end, we use the results of our interview process to determine what salary is most appropriate given your current level of seniority. For an Executive Assistant based out of Washington DC, the current salary range at Skylight is : $90,000–$120,000.

Benefits

Your well-being is important to us, so we focus on supporting you in a variety of ways:

• Medical insurance, dental insurance, vision insurance
• Short-term and long-term disability insurance
• Life and AD&D insurance
• Dependent care FSA, healthcare FSA, health savings account
• Dollar-for-dollar 401(k) match up to 10% of your salary with no vesting period
• Flexible paid time-off-policy (generally around 25 days per year), plus 11 paid federal holidays
• Up to 12 weeks paid-time-off for all eligible new birth, adoption, or foster parents
• Performance rewards, including annual salary increase, annual performance bonus, spot bonuses, and stock options
• Business development / sales bonuses
• Referral bonuses
• Annual $2,000 allowance for professional development
• Annual $750 allowance for tech-related purchases
• Annual swag budget of $100 to display your Skylight pride with some merchandise (hoodies, hats, and more)
• Dollar-for-dollar charity donation matching, up to $500 per year
• Flexible, remote-friendly work environment
• An environment that empowers you to unleash your superpowers for public good

Interview tips

We want you to have a great interview experience with us! Here are some tips to help you prepare for a successful interview:

• Visit our join page to learn more about how our interview process works.
• Check out our Career Pathways framework to learn more about the different roles within Skylight and the skills needed to do them.
• If you’d like to request reasonable accommodations during the application or interviewing process, please contact our recruiting team at recruiting@skylight.digital.

We participate in E-Verify and upon hire, will provide the federal government with your Form I-9 information to confirm that you’re authorized to work in the U.S.

We are an Equal Opportunity Employer. All qualified applicants will receive consideration for employment without regard to race, color, national origin, sex, religion, age, disability, veteran status, or any other category protected by applicable law.