Proposal Manager

Summary

Join Skylight, a digital consultancy assisting government agencies, as a Proposal Manager. You will manage end-to-end proposal operations for various solicitations, developing and refining proposal management practices. This role involves coordinating cross-functional teams, leveraging AI/automation tools, and maintaining a content repository. You will oversee multiple concurrent proposals, ensuring compliance and high-quality narratives. The position is fully remote, offering a competitive salary and comprehensive benefits package.

Requirements

• 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
• 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
• All work must be conducted within the U.S
• 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 successfully complete a company background check

Responsibilities

• 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

Preferred Qualifications

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

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
• Paid time off, including 20 vacation days, 11 federal holidays, and flexible sick leave
• 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
• Access up to $1,000 before payday to cover emergency expenses
• Flexible, remote-friendly work environment
• An environment that empowers you to unleash your superpowers for public good