Principal Product Manager, Technical (HHS)

Skylight

9h•$150,000 - $230,000•Remote

About The Position

At Skylight, product managers set vision, shape strategy, align stakeholders, and support healthy, high-performing teams. Technical product managers go further by working closely with engineering and infrastructure teams to ensure secure, scalable, and resilient delivery. The U.S. Department of Health and Human Services (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 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. As a technical product manager on this project, you’ll lead multidisciplinary squads to deliver secure, modern, and user centered services at enterprise scale in an environment where rapid delivery, continuous iteration, and forward momentum are essential. Success in this role requires comfort operating at high speed, prioritizing ruthlessly, learning through building, and shipping meaningful improvements quickly while navigating policy, technical, and operational constraints. You’ll shape product roadmaps that balance user needs with the urgency of execution, helping federal partners move from planning to delivery and from ideas to real outcomes. Just as importantly, you’ll equip teams to sustain progress over time by sharing durable product practices through training and enablement as well as reusable tools like templates, playbooks, and decision records so impact continues well beyond initial launches.

Requirements

Proven ability to manage complex, multi-workstream initiatives with competing priorities, delivery risk, and cross-organizational dependencies.
Demonstrated success leading organizational change in large institutions, including driving adoption, shifting behaviors, managing resistance, and aligning executive, operational, and technical stakeholders.
Experience operating in cross-agency or enterprise environments, including coordinating across multiple organizations, setting shared operating norms, and driving alignment on priorities, timelines, and accountability.
Experience designing or improving operating models, workflows, and governance structures to improve execution, accountability, and organizational effectiveness.
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
Proven ability to define outcome-driven product strategies grounded in problem framing, stakeholder goals, user research, and strong ownership
Ability to break down complex scopes into manageable deliverables, lead prioritization, and execute against evolving product goals
Strong collaboration skills across disciplines, especially working closely with design, engineering, and acquisition partners
Ability to manage clients and stakeholders, including C-suite executives, in a way that builds trust, alignment, and healthy environments for individuals and teams
Experience working with agile and lean delivery methods (Scrum, Kanban, SAFe, etc.) and knowing when to effectively apply each
Passionate about creating better public outcomes through great government services
A mindset and work approach that aligns with our core values

Nice To Haves

Experience delivering modernization in highly regulated environments such as health or government
Background with technical platforms, APIs, shared services, enterprise infrastructure, and/or security and compliance
Familiarity with continuous authority to operate (cATO) practices or evidence automation in compliance
Prior experience working in the civic tech space
Prior experience working in a startup or startup-like environment
Experience working in a remote-team environment

Responsibilities

Lead a cross-functional team of researchers, designers, engineers, and subject matter experts to build and ship user-centered, scalable solutions
Drive clarity where requirements are incomplete or evolving, making informed decisions to keep work moving forward
Manage the direction, scope, and priorities of the product initiative, building from user research to minimum viable products to scalable solutions
Author, prioritize, and refine work items (epics, stories, technical tasks), ensuring teams always know what matters next
Facilitate planning, execution, and coordination forums (standups, planning, stakeholder syncs, retrospectives) with a focus on decisions and outcomes
Communicate progress, risks, and tradeoffs clearly to government stakeholders and internal leadership
Partner closely with engineering and infrastructure teams to navigate dependencies, technical debt, security requirements, and legacy systems
Support adoption and operational readiness, ensuring solutions can be sustained within government environments
Work in close partnership with government teams to transfer digital skills and product knowledge throughout the course of the project
Navigate organizational complexity to remove blockers, align teams, and advocate for agile, user-first practices
Ensure solutions integrate smoothly with existing government systems, policies, and security constraints

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