Executive Assistant (HHS)

Skylight•Washington, DC

42d•$90,000 - $120,000•Onsite

About The Position

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.

Requirements

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 Haves

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

Responsibilities

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

Benefits

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