Senior/Staff Product Manager (CMS)

Skylight

6d•$150,000 - $230,000•Remote

About The Position

At Skylight, product managers are responsible for strategy, planning, execution, stakeholder management, and team health. Product managers partner with researchers, designers, engineers, client stakeholders, and others to inform their product decisions. At a high level, it’s the product manager’s job to figure out what to build next and why. Skylight is supporting the Centers for Medicare & Medicaid Services (CMS) in providing technical assistance to states as they meet new Medicaid community engagement requirements. States must implement and comply with the new requirements under H.R. 1 by January 1, 2027. On this engagement, you’ll help states get there ahead of that deadline. This isn’t traditional digital-product management — your day-to-day is coordinating across many stakeholders, leading discovery, gathering requirements, and scoping work so it fits each state’s needs and constraints. You’ll operate as a self-starter in an ambiguous, fast-moving space: setting priorities, rolling up your sleeves, and driving real outcomes and deliverables rather than waiting for a defined backlog. Throughout, you’ll keep CMS and state partners aligned on what matters most and what comes next. You’ll be helping states get compliant rather than shipping a single product of your own. The work is tied to a hard compliance deadline, so priorities can shift quickly, and the space is genuinely ambiguous. It’s a strong fit for someone who’s comfortable defining the path as they go and working across organizational lines to make things happen.

Requirements

Understand lean product principles and how to apply them (e.g., minimum viable product) at various stages of the product life cycle in order to mitigate risk, validate assumptions, and amplify learning
Can develop a product strategy that is informed by an understanding of the problem to be solved, prioritizes outcomes over feature sets, and establishes the direction of the product over time (e.g., product roadmap), including success criteria
Understand how to engage in the process of human-centered design in order to better inform product direction
Ability to collaborate with folks outside of your discipline, such as researchers, designers, engineers, and others, in order to get things done
Ability to manage clients and stakeholders in a way that builds trust, alignment, and healthy environments for individuals and teams
Understand the merits of different software development methodologies (e.g., agile, lean) and how to put them into practice
Experience coordinating across multiple stakeholders and leading discovery, requirements gathering, and scoping — especially in ambiguous or fast-changing environments
Experience working on cross-functional teams (product, design, engineering, ops) in iterative delivery
A mindset and work approach that aligns with our core values

Nice To Haves

Experience with Medicaid, state eligibility systems, or other public benefits programs
Experience delivering technology in government, regulated industries, or other public-benefit settings
A track record of staying aligned and accountable on remote teams

Responsibilities

Coordinate across CMS and multiple state stakeholders to align on goals, constraints, and what each state needs to reach compliance
Lead discovery, requirements gathering, and scoping in an ambiguous space, turning unclear starting points into prioritized, actionable plans
Translate needs from users and government partners into a strategy, including vision, objectives, and measures of success
Facilitate team ceremonies such as planning meetings, stakeholder syncs, and retrospectives
Work in close partnership with federal and state government teams to transfer digital skills and product knowledge over the course of the project
Creatively navigate bureaucratic challenges, paving the way for more intuitive processes in the future

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 $2000 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