Full-Time

Staff/Principal Software Engineer – Lead

Posted on 9/18/2025

Skylight

Skylight

201-500 employees

Digital consultancy for government service delivery

Compensation Overview

$150k - $185k/yr

Remote in USA

Remote

Remote-friendly; occasional travel to Washington, DC for in-person collaboration.

US Top Secret Clearance Required

Category
Software Engineering (1)
Requirements
  • Experience leading engineering for complex, production systems and delivering measurable outcomes
  • Strong hands-on skills building services and APIs in a modern language and runtime, with clean, reliable, reusable code
  • Familiarity with modern delivery practices — CI/CD, automated testing, code review, and operating services in cloud environments
  • Proficiency with IaC and environment automation
  • Understanding of secure software practices and how to integrate compliance into delivery
  • Knowledge of data persistence and patterns for building resilient, observable services
  • Clear communication skills with executives and cross-functional teams
  • Commitment to equipping federal teams with documentation, training, and mentoring so improvements last beyond the contract
  • 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
  • Lead technical direction for one or more products and platforms, from discovery through production operations
  • Design and build services with an emphasis on reliability, security, and iterative releases
  • Apply modern delivery practices — including continuous integration and delivery (CI/CD), trunk-based development, code review, and automated testing
  • Standardize environments with infrastructure as code (IaC) and policy as code for secure, repeatable delivery
  • Improve observability and service health with metrics, logs, and traces, guided by service level objectives (SLOs)
  • Embed security and compliance from day one, supporting evidence automation and continuous Authority to Operate (ATO) practices
  • Mentor engineers, facilitate technical design reviews, and model pragmatic, high-quality engineering practices
  • Help federal teams sustain improvements by delivering training and enablement, and by leaving behind reusable resources such as templates, playbooks, and decision records
Desired Qualifications
  • Experience with containers and orchestration (e.g., Docker, Kubernetes) or platform engineering
  • Background in cloud and application modernization, integrations, or shared services at enterprise scale
  • Familiarity with compliance and security environments such as ATO, FedRAMP, or FISMA
  • Experience guiding cost, performance, and reliability tradeoffs across multiple teams
  • Track record of mentoring engineers and raising 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