Full-Time

Senior/Staff Devops Engineer

Hhs

Posted on 9/9/2025

Skylight

Skylight

201-500 employees

Digital consultancy for government service delivery

Compensation Overview

$125k - $185k/yr

+ Stock options + Annual performance bonus + annual salary increase + spot bonuses + Business development / sales bonuses

Remote in USA

Remote

Remote-friendly role; candidates in the Washington, DC area or willing to travel there periodically for in-person collaboration.

US Top Secret Clearance Required

Category
DevOps & Infrastructure (3)
, ,
Required Skills
PowerShell
Bash
Microsoft Azure
Python
CloudFormation
AWS
Terraform
Requirements
  • Experience designing, building, and operating CI/CD pipelines and deployment workflows in cloud environments
  • Familiarity with automating infrastructure and environments using IaC tools (e.g., Terraform, CloudFormation, or similar)
  • Hands-on cloud experience (AWS, Microsoft Azure, or similar) across networking, identity and access management, secrets, and runtime services
  • Knowledge of observability practices and using SLOs or service level indicators (SLIs) to guide reliability
  • Understanding of secure DevOps practices, including how to integrate compliance into pipelines
  • Ability to script or use IaC tools to automate delivery and operations (e.g., Python, Bash, PowerShell, Terraform)
  • 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
  • Design, build, and operate reliable continuous integration and delivery (CI/CD) pipelines, environments, and deployment workflows (e.g., blue/green, canary, zero-downtime)
  • Define and evolve secure defaults and guardrails — golden paths such as CI/CD templates, policy as code, and infrastructure as code (IaC) modules that teams adopt by default
  • Standardize cloud infrastructure (networking, identity, secrets, runtime) across Amazon Web Services (AWS), Microsoft Azure, or similar environments
  • Enable strong observability through metrics, logs, and traces, setting service level objectives (SLOs) that guide reliability work
  • Partner with security teams to automate compliance evidence, integrate controls into pipelines, and support continuous Authority to Operate (ATO) practices
  • Improve incident readiness with playbooks, tabletop exercises, and post-incident reviews that drive continuous improvement
  • Advise leadership on tradeoffs across cost, reliability, performance, and security in complex, multi-team environments
  • 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
  • Background in networking (e.g., routing, DNS, load balancing, SD-WAN) and how it integrates with cloud platforms
  • Experience with containers and orchestration (e.g., Docker, Kubernetes) or platform engineering
  • Background in building or operating internal developer platforms (IDPs)
  • Experience leading large-scale cloud modernization or migrations (e.g., re-platforming, re-architecture)
  • Familiarity with compliance environments such as ATO, the Federal Risk and Authorization Management Program (FedRAMP), or the Federal Information Security Modernization Act (FISMA)
  • Track record of mentoring engineers and elevating DevOps 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