Full-Time

Principal Software Engineer – Group Lead

Hhs

Posted on 10/3/2025

Skylight

Skylight

201-500 employees

Digital consultancy for government service delivery

Compensation Overview

$90k - $230k/yr

No H1B Sponsorship

Washington, DC, USA

Hybrid

Candidates in the Washington, DC area, or those willing to travel there periodically for in-person collaboration, are especially encouraged to apply.

US Citizenship Required

Category
Software Engineering (2)
,
Required Skills
Microsoft Azure
ServiceNow
Salesforce
AWS
DevOps
Requirements
  • Experience leading engineering teams delivering complex, production systems at enterprise scale
  • Hands-on skills in modern engineering practices such as CI/CD, automated testing, infrastructure as code, and observability
  • Deep knowledge of cloud platforms (e.g., Azure, AWS, Salesforce, ServiceNow, or similar)
  • Clear communication skills with both executives and cross-functional teams
  • Ability to mentor engineers, provide architectural direction, and uphold the engineering bar
  • Ability to work effectively in a professional services environment
  • Passion for improving public outcomes through great government services
  • A mindset and work approach that align with Skylight’s core values
Responsibilities
  • Manage and mentor technical leads and engineers specializing in DevOps, security, and data across squads
  • Provide architectural guidance and technical oversight for cloud platforms (e.g., Azure, AWS, Salesforce, ServiceNow, Appian)
  • Standardize engineering practices across squads, including continuous integration and delivery (CI/CD), infrastructure as code (IaC), observability, and secure DevOps
  • Partner with product and design leads to ensure technical delivery aligns with user needs and HHS OCIO priorities
  • Embed compliance and security into delivery from the start, supporting evidence automation and continuous Authority to Operate (ATO) practices
  • Translate leadership direction from HHS CIO/CTO into practical, secure technical solutions
  • Collaborate with government technical leaders as a trusted peer, advising on enterprise modernization
  • Help federal staff sustain improvements by providing training, mentoring, and reusable tools
Desired Qualifications
  • Experience building and scaling engineering teams or founding new teams
  • Familiarity with secure software practices and compliance frameworks (e.g., the Federal Risk and Authorization Management Program [FedRAMP], NIST 800-53, the Federal Information Security Modernization Act [FISMA])
  • Experience with containers and orchestration (e.g., Docker, Kubernetes)
  • Background in platform engineering, application modernization, or enterprise shared services
  • Familiarity with continuous ATO and evidence automation
  • Experience guiding cost, performance, and reliability tradeoffs across multiple teams
  • Track record of mentoring engineers and growing engineering practices across organizations
  • Experience working effectively on hybrid or distributed teams
  • Ability to spend time on-site at HHS in Washington, DC — either by being based locally or by traveling periodically for in-person collaboration

Skylight is a digital consultancy that helps government agencies improve public services by combining design and technology. It works by offering services that blend user-centered design with technology implementation, helping agencies plan, build, and enhance digital services that citizens interact with. The company differentiates itself by focusing specifically on the public sector and partnering with government clients to deliver practical, service-oriented solutions rather than generic tech products. Skylight’s goal is to make public services easier to use, more efficient, and more accessible for citizens.

Company Size

201-500

Company Stage

N/A

Total Funding

N/A

Headquarters

North Port, Florida

Founded

2017

Simplify Jobs

Simplify's Take

What believers are saying

  • Wired recognition and millions of families confirm strong product-market fit.
  • Profitable operations enable accelerated expansion in family tech.
  • Founders like Michael Segal drive toward $1B+ business.

What critics are saying

  • Amazon Echo Show's 10x larger base erodes Skylight's premium margins by Q3 2026.
  • Google Calendar's 500M users lock in families against Skylight switching.
  • Apple HomeHub Family launch destroys Skylight Frame's value in 12-24 months.

What makes Skylight unique

  • Skylight Calendar Max offers 27-inch touchscreen focused solely on family scheduling.
  • Seamless syncs with Google, Apple, Outlook, Yahoo, and Cozi calendars.
  • Bootstrapped to $350M+ revenue without external funding.

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Benefits

Health Insurance

Dental Insurance

Vision Insurance

Life Insurance

Disability Insurance

Health Savings Account/Flexible Spending Account

401(k) Company Match

Unlimited Paid Time Off

Paid Vacation

Paid Sick Leave

Paid Holidays

Family Planning Benefits

Fertility Treatment Support

Professional Development Budget

Conference Attendance Budget

Wellness Program

Mental Health Support

Phone/Internet Stipend

Home Office Stipend

Stock Options

INACTIVE