Senior Automation Engineer

  • $95k-$115k
  • Remote - United States

Remote

DevOps

Senior

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.

We need a Senior Automation Engineer.

Are you the kind of person who can’t look at a machine learning model without wanting to test it six different ways (and then automate all six)? Do your friends sigh when you bring up responsible AI? Maybe they’ve stopped asking what you do for work because the last time you went on a 20-minute tangent about bias in training data and flaky CI pipelines for neural nets. If that sounds familiar, you might be exactly who we’re looking for.

Come join us if you’re motivated to learn from others, to learn from mistakes, to be part of a future-looking and growth-oriented team.

Let’s go Skyward together.

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 2 years 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 (fully paid for employees)
  • 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!

$95,000 - $115,000 a year

We believe great work deserves great pay. That’s why we ensure our compensation is not only competitive but also fair and transparent, as required by Maryland law. Expect a salary that matches your skills, experience, and the value you bring to the table — because you’re worth it!

At Skyward, we are committed to creating an environment where everyone, regardless of gender, race, ethnicity, sexual orientation, disability, or background, can thrive. We support flexible working hours and remote opportunities to help maintain a healthy work-life balance for all employees, including caregivers and those with unique needs.

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.

Share this job:
Please let Skyward know you found this job on Remote First Jobs 🙏

Benefits of using Remote First Jobs

Discover Hidden Jobs

Unique jobs you won't find on other job boards.

Advanced Filters

Filter by category, benefits, seniority, and more.

Priority Job Alerts

Get timely alerts for new job openings every day.

Manage Your Job Hunt

Save jobs you like and keep a simple list of your applications.

Search remote, work from home, 100% online jobs

We help you connect with top remote-first companies.

Search jobs

Hiring remote talent? Post a job

Frequently Asked Questions

What makes Remote First Jobs different from other job boards?

Unlike other job boards that only show jobs from companies that pay to post, we actively scan over 20,000 companies to find remote positions. This means you get access to thousands more jobs, including ones from companies that don't typically post on traditional job boards. Our platform is dedicated to fully remote positions, focusing on companies that have adopted remote work as their standard practice.

How often are new jobs added?

New jobs are constantly being added as our system checks company websites every day. We process thousands of jobs daily to ensure you have access to the most up-to-date remote job listings. Our algorithms scan over 20,000 different sources daily, adding jobs to the board the moment they appear.

Can I trust the job listings on Remote First Jobs?

Yes! We verify all job listings and companies to ensure they're legitimate. Our system automatically filters out spam, junk, and fake jobs to ensure you only see real remote opportunities.

Can I suggest companies to be added to your search?

Yes! We're always looking to expand our listings and appreciate suggestions from our community. If you know of companies offering remote positions that should be included in our search, please let us know. We actively work to increase our coverage of remote job opportunities.

How do I apply for jobs?

When you find a job you're interested in, simply click the 'Apply Now' button on the job listing. This will take you directly to the company's application page. We kindly ask you to mention that you found the position through Remote First Jobs when applying, as it helps us grow and improve our service 🙏

Apply