[Remote] Staff/Principal Engagement/Program Manager

September 29, 2026

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Note: The job is a remote job and is open to candidates in USA. Skylight is a digital consultancy that uses design and technology to help government agencies deliver better public services. The Staff/Principal Engagement/Program Manager will lead a complex U.S. Air Force engagement end to end, managing client relationships, delivery across multiple teams and vendors, stakeholder alignment, and account growth. The role also involves agile project and program management, team coaching, risk and contract oversight, and enabling government partners.

Responsibilities

Translate the client’s objectives and constraints into an engagement approach that’ll deliver a unique experience and impactful results in the shortest amount of time possible
Build trust with a wide range of stakeholders across the client organization, partner vendors, and Skylight, and keep them aligned on priorities and progress
Manage multiple projects aimed at delivering transformation or a specific product using the appropriate methodologies (e.g., Scrum or kanban)
Set up the team for successful delivery by removing obstacles, coaching them on how to become more collaborative and self-organizing, and enabling the work they do rather than impose how it’s done
Identify opportunities to expand Skylight’s work with the client, and help shape proposals, renewals, and account strategy
Provide management- and team-level visibility into the status and health of the engagement

Skills

• Understand how to apply agile principles to project and program management
• Ability to understand client needs and build long-lasting, meaningful relationships with them
• Ability to grow Skylight's business through business development activities
• Can cultivate team health, including establishing psychologically safe environments
• Can ensure that each project is staffed with the appropriate level and types of personnel
• Can ensure that teams are compliant with their contract's terms and conditions
• Strong stakeholder management skills in complex, multi-vendor environments
• Interest in mentoring, coaching, and pairing with government partners so they can carry the work forward
• Experience working on cross-functional teams (product, design, engineering, ops) in iterative delivery
• A mindset and work approach that aligns with our core values
• Some of our available roles are on federal contracts that require a degree or additional years of experience as a substitute
• All work must be conducted within the U.S., excluding U.S. territories
• This contract requires U.S. citizenship to be eligible for employment
• You must be able to obtain and maintain a Common Access Card (CAC), which requires a favorable background check
• Expect occasional travel to Air Force bases across the U.S., quarterly at most
This is a full-time, exempt position
This is a fully remote position
• Military or government experience
• Experience leading legacy modernization or agile transformation efforts
• Experience delivering technology in government, regulated industries, or other public-benefit settings
• A track record of staying aligned and accountable on remote teams

Benefits

This is a fully remote position.

Company Overview

Skylight is a digital consultancy using design and technology to help government agencies deliver better public services. It was founded in 2017, and is headquartered in Sarasota, Florida, USA, with a workforce of 51-200 employees. Its website is https://skylight.digital/.

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