✨ One platform, a whole world of opportunity

The best jobs are often restricted to a few wealthy cities, but talent exists everywhere. Oyster set out to change this by launching a global employment platform that enables companies to hire, pay, and support talent anywhere.

We’re proof that a strong, engaged culture doesn't require an office. Since January 2020, Oyster has:

🌏 Built a distributed team of 400+ across 60+ countries

👩‍💻 Featured in Forbes as #9 in FlexJobs Top 30 Companies for remote jobs

🌈 Formed a diverse leadership team and a workforce that’s 60% female

🏆 Earned top employee engagement scores

🦄 Raised $286 million; valued at $1.2 billion

💚 Achieved B Corp status in 2023

Our momentum shows the power of global employment, and we’re just getting started! If you want to help us drive change and work remotely, we’d love for you to apply!

The Role

Location: While this position is posted in a specific location, all of Oyster’s positions are fully remote and you can work from home. Forever. To create the best experience for our new hire, this role requires you to be based within +0 / +4 UTC.

You’ll join our Platform Flow Engineering team, responsible for building and operating the foundation that allows Oyster engineers to ship software quickly, safely, and reliably at scale. You’ll own the systems that power our CI/CD, cloud infrastructure, observability, and developer experience, working closely with security and application engineers to keep Oyster fast, stable, and secure.

Key Responsibilities

• Build world-class developer experience

  Design and maintain internal Ruby gems, tooling, and abstractions that reduce infrastructure complexity and enable engineers to focus on product work.

• Own CI/CD from commit to production

  Build, optimize, and operate fully automated, reliable, and cost-effective CI/CD pipelines for Rails applications, including browser-based test automation.

• Run and evolve our cloud platform

  Operate and improve our AWS + Heroku hybrid infrastructure using Terraform, ensuring high availability, scalability, security, and cost efficiency.

• Increase reliability and confidence

  Implement SRE best practices, observability, and incident workflows using tools such as Datadog and Sentry to reduce outages, accelerate recovery, and eliminate operational overhead.

• Be a platform partner to engineering

  Collaborate in public channels to diagnose issues, guide teams, and continuously improve how Oyster builds and runs software.

Requirements

• 5+ years in software and platform engineering, with 2+ years building and maintaining Ruby on Rails applications and 4+ years owning DevOps, SRE, or infrastructure responsibilities in production environments at scale.

• Proven experience running Ruby on Rails applications in production on AWS and Heroku.

• Comfortable managing Linux systems and cloud infrastructure with Terraform or similar tools.

• Skilled in building and maintaining CI/CD pipelines for Rails, including browser-based test automation (e.g., Capybara with Selenium or Cuprite).

• Experienced in using Docker for both development and production environments.

• Proficient with Datadog for monitoring and debugging, and Sentry (or equivalent) for exception tracking and incident triage.

• Strong collaborator in incident response, openly diagnosing and resolving issues with engineering teams.

Bonus points

• Strong belief in Platform Engineering: treating internal tooling as a product and DevEx as a key success metric.

• Experience with Harness CI or Drone.

• Automated Heroku management (Terraform or scripted workflows).

• Built or founded a Rails-based startup.

• Cross-platform automation for macOS and Linux developer environments.

• TDD with Guard and related plugins.

• Extensive experience in asynchronous, remote-first teams.

• Experience running 50+ node infrastructure using Terraform or similar tooling.

You'll also need

• A reliable home internet connection (or be able to get one)

• Fluent English language skills

How we work together at Oyster

Our values guide the work we do, the decisions we make, and the culture that makes us special. We make it happen. We drive change. We build and give trust, and we are a united team.

Our mission is to create a more equal world, one global hire at a time. Everything we do ladders up to our mission, and that doesn’t just mean building software. We develop programs, participate in workshops, and create dedicated teams to ensure we successfully support companies and knowledge workers in this new world of work.

We embrace asynchronous communication and collaborative work and share our practices in the Oyster Public HQ to help other global teams learn from our experiences.

How YOU work

With diverse locations, cultures, and needs, we created How YOU Work; a program supporting your whole human experience at Oyster:

• Work from anywhere: Oyster has no borders or HQ. As long as work is timely, your team is supported, and you're authorized to work where you live, you can work from anywhere.

• Paid time off: Enjoy 40 days off per year (including holidays and vacation), or more if required by your country.

• Mental health support: Access Plumm, our mental well-being service.

• Wellbeing allowance: Each month, receive a wellbeing allowance in your ThanksBen wallet. Spend it on a wide range of options; see the benefits catalogue for ideas.

• Flexible parental leave: All new parents are eligible for at least three months’ paid leave, with job protection for up to 12 months or as required locally.

• WFH stipend: Receive a stipend for your laptop and home office equipment to get you set up quickly.

✨ The best jobs should be available to everyone

We embrace diverse perspectives and intentionally build our product and company with an inclusive, global mindset. We encourage you to apply, even if you don’t meet every criterion, and are committed to a trust-based, thriving environment.

Oyster is committed to ensuring equal opportunity of employment for qualified persons with disabilities and actively fosters an inclusive work environment. If you require reasonable accommodations throughout the recruiting process, please email jobs@oysterhr.com with the subject line: Interview Accommodations.

Our available positions are on our careers page. Our team will only contact you from an @oysterhr.com email, and we will never ask for money as part of an interview process or job offer. If you receive a suspicious email about Oyster jobs or are directed to a site other than www.oysterhr.com/careers, please report it via our Compliance and Ethics Helpline.