---
title: 'Automation Test Engineer at Skyward IT Solutions, LLC'
canonical: 'https://feeny.ai/job/automation-test-engineer-skyward-it-solutions-llc-remote-s18wr62pjrdy'
type: 'job'
last_seen: '2026-09-12'
---

# Automation Test Engineer at Skyward IT Solutions, LLC

- **Company:** Skyward IT Solutions, LLC
- **Location:** Remote
- **Compensation:** $110k–$130k
- **Employment:** full-time
- **Work type:** remote
- **Posted:** 2026-09-11
- **Last confirmed live:** 2026-09-12
- **Apply:** https://jobs.lever.co/skywarditsolutions/83938a38-5264-492f-a3f2-2a52093848a7

## Job description

We are Skyward.

That is, a love for people, for improvement, for human advancement through information technology. We are a people-centered business with a desire to serve others. We are diverse and unified; creative and collaborative; a collection of complementary, not competing talents. And though on the surface we remain relaxed, beneath, a torrent of energy links us to our civic tech mission.

We stand by our values, and we won’t compromise on any of them.

Integrity: We’re conscientious, intentional, and empathetic. Our words and actions align. That’s our character. Please don’t ask us to play another part, we’re poor actors. Compassionate: If we may borrow a quote from Theodore Roosevelt: “No one cares how much you know until they know how much you care.” Because our team is thoughtful and supportive, caring deeply for each other, our clients, and our work, this comes naturally. Inquisitive: We remain students by failing openly and turning lessons into solutions. Unconventional: For us, life isn’t what happens outside of work. Work happens inside of life and our culture erases the line often dividing the two. Authentic: Made possible only because we embody the values listed above. We’re relaxed and fun yet intensely curious and driven. Team members are placed with thought, care, and precision to ensure that Trust, Truth, and Transparency continue to represent our brand.

Because of that, we continue Onward, Upward, and Skyward.

What you’ll do:

- Be part of a team supporting the development of an AI/ML platform that will leverage generative AI to relieve user burden across the Centers for Medicare and Medicaid Services (CMS).
- Design and maintain robust, scalable automated test frameworks for web apps, APIs, and AI-driven features.
- Develop automated pipelines for model validation, bias detection, and drift monitoring in ML-based systems.
- Define and execute test plans that include functional, regression, performance, and AI-specific testing strategies.
- Partner with AI/ML engineers to create test datasets and simulate real-world user behavior and edge cases.
- Implement CI/CD-integrated quality gates to ensure AI releases meet defined reliability and fairness metrics.
- Mentor junior engineers and help establish best practices in intelligent automation and AI testing.
- Advocate for ethical AI standards and contribute to cross-functional discussions about responsible AI.

What we'd like you to have:

- 5+ years of experience in software QA/automation engineering, with at least 1 year focused on AI/ML product testing.
- Strong proficiency in at least one automation framework (e.g., Selenium, Cypress, Playwright) and scripting language (Python preferred).
- Hands-on experience with testing AI models, including validation metrics, dataset versioning, and model explainability.
- Familiarity with tools like MLflow, TensorBoard, or similar for AI observability.
- Understanding of model bias, fairness audits, and compliance considerations in government or regulated environments.
- Experience working in Agile DevSecOps environments with modern CI/CD tooling (Jenkins, GitHub Actions, GitLab, etc.).
- Strong collaboration skills with a knack for clear communication across engineering, data science, and product teams.

What would blow us away:

- You’ve previously supported the Centers for Medicare and Medicaid Services (CMS).

Even if you don’t meet 100% of the qualifications, we encourage you to apply. At Skyward, we’re focused on hiring individuals with the right skills and passion to grow, not just checking off every box.

And now the important part. What we offer you:

- Medical, dental, vision insurance
- 15 days of paid leave
- 7 days of sick leave
- 2 days bereavement leave
- 11 paid Federal holidays
- Up to 40 hours for jury duty
- 401K with 4% employer contribution (and no vesting period)
- Up to 4 weeks of paid paternity and maternity leave
- Company provided laptop
- $5,000 per year for professional development
- $600 per year for technical supplies and equipment
- $2,000 referral bonus
- Life and disability insurance
- HSA and FSA
- Legal Shield and ID Shield Voluntary Benefits
- Opportunity to work in a collaborative, motivated team focused on modernizing government services with cutting-edge technology and innovative solutions. Who says government work can't be exciting!

At Skyward, we support flexible working hours and remote opportunities to help maintain a healthy work-life balance for all employees.

Offers of employment with Skyward are contingent upon acceptable results of a background investigation.

Applicants must have the ability to obtain and maintain a Public Trust security clearance due to the nature of our work as a government contractor.

## About Skyward IT Solutions, LLC

## Company Overview
- **One-liner**: Skyward is a trusted Federal partner delivering AI/ML, Agile DevSecOps, Data Science, and Rapid Development solutions rooted in Human-Centered Design.
- **Entity Type**: Private (Privately Held)
- **Headquarters**: Rockville, Maryland, United States
- **Founded**: 2013
- **Founders**: Dmitry Yun (Founder & Chief Executive Officer)

## Core Business
- Primary industry: Federal Government IT services, AI/ML, agile software development, data science, and digital modernization.
- Target customers: Federal Government agencies (B2G), public sector.
- Mission: "to serve the American people" by delivering agile, user-centered, and scalable solutions for mission-critical programs.

## Products & Services
- **AI/ML Practice**: Establishes AI Centers of Excellence, aligns with Federal AI policy and NIST AI RMF, builds model-agnostic, cloud-ready AI infrastructure.
- **Data Science**: Analyzes agency data with advanced ML models, builds secure data infrastructure for government compliance, certifies AI readiness.
- **Rapid Development**: Ships production-ready federal software in weeks using low-code/no-code tools; powers CMS enterprise AI ecosystem.
- **Agile DevSecOps**: Automates CI/CD pipelines, uses open-source infrastructure-as-code, accelerates IT modernization without sacrificing security.
- **SkyLabs**: A federal AI think tank that stress-tests LLMs, agentic frameworks, and emerging AI architectures; translates research into production-ready, NIST RMF-grounded solutions.

## Market Standing
- **Valuation/Market Cap**: Not disclosed
- **Key Metric**: Annual Revenue ~$8.2M (latest available); headcount of 66 employees (+23.6% YoY growth)
- **Notable Investors/Partners**: Proud member of the Digital Services Coalition; Mentor-Protégé Joint Venture with GDIT; holds multiple GSA contract vehicles (GSA MAS, 8(a) STARS III, OASIS+); SBA 8(a) certified through 5/2027.
- **Growth Signals**: Headcount grew 23.6% year-over-year; active job postings increased 166.7% monthly; expanding into AI/ML and data science roles; operates offices in Rockville, Potomac, and Fulton, with workforce in US, Iraq, and Saudi Arabia.

## Competitive Advantages
- **8(a) Small Business Status**: Certified through 2027, providing preferential access to federal contracts.
- **Federal Contracting Vehicles**: GSA MAS, 8(a) STARS III, OASIS+ (Total Small Business), FAA eFAST – enabling streamlined procurement.
- **Certifications**: CMMI Maturity Level 3 (Development & Services), ISO 9001 (Quality), ISO 27001 (Information Security).
- **Ethical AI Focus**: Grounded in NIST AI RMF, responsible deployment, and model-agnostic infrastructure – reduces vendor lock-in for government clients.
- **Human-Centered Design**: Deep integration of user experience with technical delivery, differentiating from traditional federal contractors.

## Strategic Focus
- Scaling AI responsibly across federal agencies by building AI Centers of Excellence and governance structures.
- Expanding the SkyLabs think tank to stay ahead of emerging AI architectures and policy.
- Strengthening partnerships (e.g., GDIT JV) to win larger, more complex contracts.
- Continuing to hire technical talent (Data Scientists, Cloud Engineers, SREs) to support growth.

## Why Work Here
- **Culture**: Remote-first, outcomes-focused, authentic, and curious. Emphasis on continuous learning and professional development ($5,000/year budget).
- **Benefits**: 3 weeks vacation + federal holidays + sick leave; health/dental/vision (Cigna); 4% 401k match with immediate vesting; up to 4 weeks paid parental leave; short- and long-term disability; life insurance.
- **Work Environment**: Hands-on experience with cutting-edge AI/ML technologies; collaborative, forward-thinking team serving the public interest.
- **Open Roles** (as of search): Senior Data Scientist, Cloud Engineer, Security Engineer, Solutions Architect, IT Project Manager, Proposal Writer, Software Engineer, Site Reliability Engineer.

## Sources
1. [skywarditsolutions.com](https://skywarditsolutions.com/)
2. [skywarditsolutions.com/careers](https://skywarditsolutions.com/careers)
3. [linkedin.com/company/skywarditsolutions](https://linkedin.com/company/skywarditsolutions)
4. [jobs.lever.co/skywarditsolutions](https://jobs.lever.co/skywarditsolutions)

## Other roles at Skyward IT Solutions, LLC

- [Junior Automation Test Engineer](https://feeny.ai/job/junior-automation-test-engineer-skyward-it-solutions-llc-rockville-f59f75gqamre) — Rockville, MD
- [Help Desk Support Analyst](https://feeny.ai/job/help-desk-support-analyst-skyward-it-solutions-llc-rockville-44m22g98y63s) — Rockville, MD
- [Help Desk Support Lead](https://feeny.ai/job/help-desk-support-lead-skyward-it-solutions-llc-rockville-dvwkn8e6d8x5) — Rockville, MD
- [Reporting & Technical Writer](https://feeny.ai/job/reporting-technical-writer-skyward-it-solutions-llc-rockville-8y0vfz5mrhmc) — Rockville, MD
- [Governance and Reporting Engineer](https://feeny.ai/job/governance-and-reporting-engineer-skyward-it-solutions-llc-rockville-yx0npk06y403) — Rockville, MD
- [IT Project Manager](https://feeny.ai/job/it-project-manager-skyward-it-solutions-llc-washington-8yba0j1z3jj2) — Washington, DC
- [Cloud Engineer](https://feeny.ai/job/cloud-engineer-skyward-it-solutions-llc-rockville-ctpgez4q5atr) — Rockville, MD
- [Site Reliability Engineer](https://feeny.ai/job/site-reliability-engineer-skyward-it-solutions-llc-rockville-cq441w8st6sb) — Rockville, MD
- [Solutions Architect](https://feeny.ai/job/solutions-architect-skyward-it-solutions-llc-rockville-bqfzdajkt5t5) — Rockville, MD
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