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Skyward IT Solutions

Federal IT services and modernization

Software Engineer

Full-TimeUpdated on 10/23/2026
$115k - $130k/yr
Mid, Senior
Maryland, USA
RemoteRemote opportunity; flexible working hours.
Software EngineeringBackend Engineering

About the job

Requirements
  • 3–5 years of hands-on software engineering experience, with strong coding ability in Python.
  • Experience in DevOps, DevSecOps, or DevTestOps, including automating build, test, and deployment workflows.
  • Experience building automated tests and integrating them into pipelines with code-quality checks and security gates.
  • Ability to create scalable, maintainable pipelines integrated with testing frameworks.
  • Experience with containerization using Docker or Kubernetes and familiarity with REST APIs.
  • Fluency in an agile methodology such as Scrum, Lean, or SAFe.
  • Strong communication and interpersonal skills to work effectively across stakeholders.
  • Ability to obtain and maintain a Public Trust security clearance; employment is contingent upon acceptable background-investigation results.
Responsibilities
  • Build effective, scalable code supporting CMS as it merges systems into an AI-driven platform, reducing manual effort, improving data accuracy, and applying NLP and LLM techniques to public services.
  • Own CI/CD pipelines end to end, automating build, test, and deployment workflows using tools such as Jenkins and Infrastructure as Code tools such as Terraform and Ansible.
  • Build and maintain automated unit, integration, and regression test suites integrated into the pipeline as quality gates, and provide test-coverage analysis.
  • Package and deploy workloads with Docker and related tools to create repeatable, scalable environments.
  • Investigate and debug test failures throughout the lifecycle, update tests or file bugs as needed, and maintain a reliable build.
  • Integrate code-quality checks and security gates, such as SonarQube and Snyk, into the pipeline.
  • Work with human-centered design experts to build intuitive, responsive solutions personalized to users’ needs.
  • Develop and tune back-end components to improve responsiveness and overall performance.
Desired Qualifications
  • Experience with AI, NLP, LLMs, or machine-learning-driven applications.
  • Previous support for CMS or another federal agency.
  • Experience working inside a FISMA boundary or supporting an ATO/cATO effort.

About the company

Skyward IT Solutions provides federal IT services to modernize U.S. government agencies, including agile software development, AI/ML, data science, and human-centered design. It acts as a prime contractor on federal programs, delivering secure, scalable digital solutions, DevSecOps, data architecture, and AI governance. It differentiates itself as an 8(a) small business with a mission-driven civic-tech focus and Sky Labs, an internal unit for responsible AI adoption. Its goal is to transform federal contracting and civic technology by sharing expertise to benefit society, serving agencies like CMS, SBA, DOT, SEC, and FAA and supporting millions of Americans and small businesses.

Company Size

51-200

Company Stage

N/A

Total Funding

N/A

Headquarters

Rockville, Maryland

Founded

2013

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Simplify Jobs

Simplify's Take

What believers are saying

  • September 2026 DHS OHSS award added $3.0 million in new federal work.
  • Skyward’s STARS III recertification preserved access to a $50 billion vehicle.
  • CMS and DOT task orders signal continued demand for modernization execution.

What critics are saying

  • 8(a) graduation in May 2027 threatens recompete access on legacy contracts.
  • STARS III ordering ended July 1, 2026, forcing constant pipeline renewal.
  • A CMS or SBA contract loss would crush revenue concentration exposure.

What makes Skyward IT Solutions unique

  • Skyward won CMS, SBA, DOT, SEC, and FAA federal modernization work.
  • July 2026 STARS III recertification extends ordering eligibility through July 2029.
  • SkyAI Hub and Sky Labs package secure agentic-AI delivery for agencies.

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Benefits

  • Health Insurance
  • Dental Insurance
  • Vision Insurance
  • Paid Vacation
  • Paid Sick Leave
  • Bereavement Leave
  • Paid Holidays
  • Life Insurance
  • Disability Insurance
  • Health Savings Account/Flexible Spending Account
  • Remote Work Options
  • Flexible Work Hours