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AI Ruby on Rails Engineer

European, the Middle East or African working hours
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We are looking for an engineer with practical AI/LLM experience who can build production features in Ruby on Rails.

This role is for someone who has worked with AI tools, LLM APIs, prompts, retrieval/context patterns, or AI-assisted workflows – and who also has the engineering depth to turn those ideas into reliable, tested, maintainable software.

What you’ll be working on:

  • Designing and building AI/LLM-assisted product features
  • Integrating LLM APIs into Ruby on Rails systems
  • Combining AI approaches with business logic, tests, fallbacks, and production safeguards
  • Owning features from technical design to production
  • Improving reliability, accuracy, consistency, latency, cost, security, and maintainability
  • Writing and maintaining automated tests, including unit, integration, and E2E tests
  • Debugging production issues and improving system behavior over time

What we’re looking for:

To succeed in this role, you’ll have:

  • Practical experience building with AI/LLM technologies, not just using AI tools casually
  • Strong Ruby on Rails experience, ideally at a senior level
  • Good judgment about when AI is useful and when simpler engineering is better
  • Strong backend skills, including databases, API design, performance, background jobs, and security
  • Ability to break down ambiguous problems into clear technical solutions

Why Join OTGS?

  • Stable & self-funded: Founded in 2007, profitable, and independent.
  • Industry leaders: Creators of WPML, the #1 multilingual plugin for WordPress, used on 1.5M+ sites
  • Fully remote, async-friendly: Work from anywhere within EMEA hours
  • Engineering-driven culture: Ownership, autonomy, testing, and thoughtful problem-solving
  • Fair compensation and great benefits: Designed to support your well-being both inside and outside of work.

Want to make a lasting impact on a product used by thousands of real customers? We would love to hear from you.

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Our Hiring Process

We run a clear and structured hiring process designed to be fair, transparent, and respectful of your time. Each step helps both you and us understand whether working together makes sense.

You’ll have 2–3 interviews, each lasting 60–90 minutes. You’ll speak with our recruiters, the team leader, and members of the team you’re interviewing for.

After successful interviews, we may invite you to a 14-day paid test, focused on real tasks, followed by signing an Independent Contractor agreement and a 3-month trial period if things go well. 

1. HR Interview

The first step is a call with our Recruiter.

We talk about your background, experience, and what you are looking for next. We also explain how we work at OnTheGoSystems and what the role involves. You will have time to ask questions.

2. Technical Interviews

If we continue, you will be invited to 1–2 technical interviews, each lasting 60–90 minutes.

You will speak with developers and team leaders from the team you may join. The focus is on real experience, problem-solving, and how you approach your work.

3. 14-Day Test and Trial

After successful technical interviews, we proceed with a 14-day paid test. You work on real tasks with your team leader and mentor to see if we are a good match. 


If this goes well, the next step is to sign an Independent Contractor agreement and proceed to a 3-month trial period. This allows both sides to see how working together feels in a real setup.

Our goal is that by the end of the process, you feel informed, respected, and excited to build meaningful work with us.

What OnTheGoSystems offers

Work from Anywhere

Grow your career

Great teammates

Work-Life balance

A stable company

About Us

OnTheGoSystems is a fully remote company with over:

  • 100 team members
  • 250,000 clients
  • 1,000,000 sites running our software

Our Work Values

Discover the leadership principles that drive our decisions, culture, and success.