Skylight
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
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
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.
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.
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
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.
Voluntary Self‑Identification For government reporting purposes, we ask candidates to respond to the below self‑identification survey. Completion of the form is entirely voluntary. Whatever your decision, it will not be considered in the hiring process or thereafter. Any information that you do provide will be recorded and maintained in a confidential file.
As set forth in Skylight’s Equal Employment Opportunity policy, we do not discriminate on the basis of any protected group status under any applicable law.
If you believe you belong to any of the categories of protected veterans listed below, please indicate by making the appropriate selection. As a government contractor subject to the Vietnam Era Veterans Readjustment Assistance Act (VEVRAA), we request this information in order to measure the effectiveness of the outreach and positive recruitment efforts we undertake pursuant to VEVRAA. Classification of protected categories is as follows:
A "disabled veteran" is one of the following: a veteran of the U.S. military, ground, naval or air service who is entitled to compensation (or who but for the receipt of military retired pay would be entitled to compensation) under laws administered by the Secretary of Veterans Affairs; or a person who was discharged or released from active duty because of a service‑connected disability.
A "recently separated veteran" means any veteran during the three‑year period beginning on the date of such veteran's discharge or release from active duty in the U.S. military, ground, naval, or air service.
An "active duty wartime or campaign badge veteran" means a veteran who served on active duty in the U.S. military, ground, naval or air service during a war, or in a campaign or expedition for which a campaign badge has been authorized under the laws administered by the Department of Defense.
An "armed forces service medal veteran" means a veteran who, while serving on active duty in the U.S. military, ground, naval or air service, participated in a United States military operation for which an Armed Forces service medal was awarded pursuant to Executive Order 12985.
Voluntary Self‑Identification of Disability Form CC‑305
Page 1 of 1
OMB Control Number 1250‑0005
Expires 04/30/2026
Why are you being asked to complete this form?
We are a federal contractor or subcontractor. The law requires us to provide equal employment opportunity to qualified people with disabilities. We have a goal of having at least 7% of our workers as people with disabilities. The law says we must measure our progress towards this goal. To this end, we must ask applicants and employees if they have a disability or have ever had one. People can become disabled, so we need to ask this question at least every five years.
Completing this form is voluntary, and we hope that you will choose to do so. Your answer is confidential. No one who makes hiring decisions will see it. Your decision to complete the form and your answer will not harm you in any way. If you want to learn more about the law or this form, visit the U.S. Department of Labor’s Office of Federal Contract Compliance Programs (OFCCP) website at www.dol.gov/ofccp.
How do you know if you have a disability?
A disability is a condition that substantially limits one or more of your “major life activities.” If you have or have ever had such a condition, you are a person with a disability.
Disabilities include, but are not limited to:
Alcohol or other substance use disorder (not currently using drugs illegally)
Autoimmune disorder, for example, lupus, fibromyalgia, rheumatoid arthritis, HIV/AIDS
Blind or low vision
Cancer (past or present)
Cardiovascular or heart disease
Celiac disease
Cerebral palsy
Deaf or serious difficulty hearing
Diabetes
Disfigurement, for example, disfigurement caused by burns, wounds, accidents, or congenital disorders
Epilepsy or other seizure disorder
Gastrointestinal disorders, for example, Crohn’s Disease, irritable bowel syndrome
Intellectual or developmental disability
Mental health conditions, for example, depression, bipolar disorder, anxiety disorder, schizophrenia, PTSD
Missing limbs or partially missing limbs
Mobility impairment, benefiting from the use of a wheelchair, scooter, walker, leg brace(s) and/or other supports
Nervous system condition, for example, migraine headaches, Parkinson’s disease, multiple sclerosis (MS)
Neurodivergence, for example, attention‑deficit/hyperactivity disorder (ADHD), autism spectrum disorder, dyslexia, dyspraxia, other learning disabilities
Partial or complete paralysis (any cause)
Pulmonary or respiratory conditions, for example, tuberculosis, asthma, emphysema
Short stature (dwarfism)
Traumatic brain injury
PUBLIC BURDEN STATEMENT: According to the Paperwork Reduction Act of 1995 no persons are required to respond to a collection of information unless such collection displays a valid OMB control number. This survey should take about 5 minutes to complete.
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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
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
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.
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.
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
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.
Voluntary Self‑Identification For government reporting purposes, we ask candidates to respond to the below self‑identification survey. Completion of the form is entirely voluntary. Whatever your decision, it will not be considered in the hiring process or thereafter. Any information that you do provide will be recorded and maintained in a confidential file.
As set forth in Skylight’s Equal Employment Opportunity policy, we do not discriminate on the basis of any protected group status under any applicable law.
If you believe you belong to any of the categories of protected veterans listed below, please indicate by making the appropriate selection. As a government contractor subject to the Vietnam Era Veterans Readjustment Assistance Act (VEVRAA), we request this information in order to measure the effectiveness of the outreach and positive recruitment efforts we undertake pursuant to VEVRAA. Classification of protected categories is as follows:
A "disabled veteran" is one of the following: a veteran of the U.S. military, ground, naval or air service who is entitled to compensation (or who but for the receipt of military retired pay would be entitled to compensation) under laws administered by the Secretary of Veterans Affairs; or a person who was discharged or released from active duty because of a service‑connected disability.
A "recently separated veteran" means any veteran during the three‑year period beginning on the date of such veteran's discharge or release from active duty in the U.S. military, ground, naval, or air service.
An "active duty wartime or campaign badge veteran" means a veteran who served on active duty in the U.S. military, ground, naval or air service during a war, or in a campaign or expedition for which a campaign badge has been authorized under the laws administered by the Department of Defense.
An "armed forces service medal veteran" means a veteran who, while serving on active duty in the U.S. military, ground, naval or air service, participated in a United States military operation for which an Armed Forces service medal was awarded pursuant to Executive Order 12985.
Voluntary Self‑Identification of Disability Form CC‑305
Page 1 of 1
OMB Control Number 1250‑0005
Expires 04/30/2026
Why are you being asked to complete this form?
We are a federal contractor or subcontractor. The law requires us to provide equal employment opportunity to qualified people with disabilities. We have a goal of having at least 7% of our workers as people with disabilities. The law says we must measure our progress towards this goal. To this end, we must ask applicants and employees if they have a disability or have ever had one. People can become disabled, so we need to ask this question at least every five years.
Completing this form is voluntary, and we hope that you will choose to do so. Your answer is confidential. No one who makes hiring decisions will see it. Your decision to complete the form and your answer will not harm you in any way. If you want to learn more about the law or this form, visit the U.S. Department of Labor’s Office of Federal Contract Compliance Programs (OFCCP) website at www.dol.gov/ofccp.
How do you know if you have a disability?
A disability is a condition that substantially limits one or more of your “major life activities.” If you have or have ever had such a condition, you are a person with a disability.
Disabilities include, but are not limited to:
Alcohol or other substance use disorder (not currently using drugs illegally)
Autoimmune disorder, for example, lupus, fibromyalgia, rheumatoid arthritis, HIV/AIDS
Blind or low vision
Cancer (past or present)
Cardiovascular or heart disease
Celiac disease
Cerebral palsy
Deaf or serious difficulty hearing
Diabetes
Disfigurement, for example, disfigurement caused by burns, wounds, accidents, or congenital disorders
Epilepsy or other seizure disorder
Gastrointestinal disorders, for example, Crohn’s Disease, irritable bowel syndrome
Intellectual or developmental disability
Mental health conditions, for example, depression, bipolar disorder, anxiety disorder, schizophrenia, PTSD
Missing limbs or partially missing limbs
Mobility impairment, benefiting from the use of a wheelchair, scooter, walker, leg brace(s) and/or other supports
Nervous system condition, for example, migraine headaches, Parkinson’s disease, multiple sclerosis (MS)
Neurodivergence, for example, attention‑deficit/hyperactivity disorder (ADHD), autism spectrum disorder, dyslexia, dyspraxia, other learning disabilities
Partial or complete paralysis (any cause)
Pulmonary or respiratory conditions, for example, tuberculosis, asthma, emphysema
Short stature (dwarfism)
Traumatic brain injury
PUBLIC BURDEN STATEMENT: According to the Paperwork Reduction Act of 1995 no persons are required to respond to a collection of information unless such collection displays a valid OMB control number. This survey should take about 5 minutes to complete.
#J-18808-Ljbffr