Proposal Manager

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

Since launching several years ago, our team has grown rapidly. We find ourselves in an exciting position to further deepen our partnerships within the government contracting space, to continue to attract and retain amazing teammates, and to scale our capacity to make an even bigger difference in the world.

Currently, our company is organized into three main groups: Executive Office (sets and operationalizes the strategic direction of the company), Federal Health & Civilian (focused on federal health and civilian missions), and Defense & Security (focused on defense, national security, and public safety missions).

As a Proposal Manager, you’ll initially report to our Chief Operating Officer (COO). As Skylight continues to expand and introduces key roles like our new Vice President of Growth, your reporting line may evolve to reflect our growing leadership structure. Regardless of the structure, your core responsibility remains guiding teams through federal, state, and local procurements (from quick-turn proposals to multi-volume endeavors) in a way that meets compliance standards, showcases Skylight’s capabilities, and upholds our civic-minded ethos.

You’ll leverage modern tools (including AI/automation) to streamline proposal workflows, reduce repetitive tasks, and maintain a robust library of reusable content — so we can deliver compelling, high-quality proposals that bring better public services to government agencies.

What you’ll do

• Manage Skylight’s end-to-end proposal operations for a variety of solicitation types (e.g., written narratives, orals, technical challenges)
• Develop and refine a high-quality proposal management practice — establishing consistent templates, compliance checklists, editorial reviews, and final production workflows
• Coordinate cross-functional teams (subject matter experts, client solutions managers, leadership, etc.) to ensure timely, accurate inputs on technical narratives, cost volumes, and compliance elements
• Adopt AI or automation tools where beneficial, focusing on data handling, compliance tracking, and minimizing repetitive tasks (no formal AI background required — just aptitude and willingness)
• Maintain an organized repository of proposal content — ranging from past performance narratives to capability statements — for swift access and reuse
• Oversee multiple concurrent proposals without compromising thoroughness, compliance, or narrative quality
• Foster a collaborative, mission-driven culture for proposal development — valuing transparency, open communication, and continuous learning

What we're looking for

Minimum qualifications

• Proven experience managing proposals for government solicitations (federal, state, or local)
• Experience with modern digital delivery proposals, including human-centered design, product management, agile software development, DevSecOps, and data & analytics
• Familiarity with various proposal formats — written narratives, oral presentations, technical challenges
• Experience developing cost or pricing volumes and coordinating with finance for accurate cost proposals
• Strong organizational and compliance tracking skills — capable of juggling multiple deadlines
• Openness to using AI/automation — no formal AI background required, just the ability to adapt to new tech
• Excellent communication skills, able to write/polish compelling narratives and coordinate stakeholders
• Ability to lead multi-vendor or matrixed teams under tight proposal deadlines
• Ability to work successfully within a professional services environment (e.g., can communicate effectively with clients)
• Passionate about creating better public outcomes through great government services
• A mindset and work approach that aligns with our core values
• Ability to travel for work from time to time

Nice-to-have qualifications

• Prior experience working in the civic tech space
• Experience working in a remote-team environment

Don’t meet every qualification but think you can do the job? We’d still love to hear from you. If you’re excited about the role, apply. We consider candidates with a range of backgrounds and experiences.

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 is a fully remote position.

Care package

Salary

The salary range for this position is $140,000 to $200,000, based on experience and qualifications.

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 [email protected].

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.