At Toloka AI we create data that powers leading GenAI models and innovations. We work with frontier labs, big tech, renowned AI startups, enterprises and non-profit research organizations worldwide. We use a combination of Experts + Crowd + Tech Platform to teach AI models to reason and evaluate their efficacy and safety. We have experts in more than 50 different domains-from doctors and lawyers to physicists and engineers-and boast one of the most diverse global crowds, representing over 100 countries and speaking 40+ languages. We are a well-funded startup with an enviable portfolio of clients including Anthropic, Amazon, Microsoft, Poolside, Recraft, and Shopify.
Recently, we secured strategic investment led by Bezos Expeditions with participation from Mikhail Parakhin, CTO of Shopify and board advisor to leading GenAI companies, who now serves as our Chairman of the Board. Our remote-first team is globally distributed around the world: USA, UK, the Netherlands, Israel, Czech Republic, Serbia, and more. We are headquartered in Amsterdam.
About the Role
We are looking for Senior Python developer with deep functional testing experience, strong Linux/Docker skills, the ability to read code in many languages with LLM (e.g. C/Rust/Go) and translate requirements for migration tasks, and comfortable using LLMs (Roo Code / Claude Code) to accelerate iterative development.
Key Responsibilities
* Create functional black box tests for large codebases in various source languages
* Create and manage Docker environments to ensure 100% reproducible builds and test execution across different platforms
* Monitor code coverage and configure automated scoring criteria to meet industry benchmark-level standards
* Leverage LLMs (Roo Code, Claude) to accelerate development cycles, automate repetitive tasks, and improve overall code quality
Requirements
* 5+ years of experience as a Software Engineer (primarily Python)
* Deep experience with pytest (fixtures, session-scoped, timeouts) and designing black-box functional tests for CLI tools
* Strong Linux & Bash scripting skills and comfort debugging inside containers
* Proficiency with modern Python tooling (uv, pyproject.toml, packaging)
* Ability to read and understand with LLM many coding languages (for example C, C++, Rust, or Go)
* Experience using LLMs (Claude Code, Roo Code, Cursor) to accelerate iterative development and test-case generation
* English language — B2 or higher
Additional Requirements
* Prior experience with agent evaluation platforms and MCP CLI
Tools and Technologies
Python (pytest, uv, Pillow), Docker, Bash, Git Submodules, C/C++/Rust/Go (reading), Dagger, GitHub Codespaces, LLMs (Claude Code, Roo Code, Cursor), coverage.py, gcov, kcov.
What we can offer
* Freelance collaboration via the Mindrift platform (part of Toloka AI);
* Flexible, fully remote work schedule (20-30 hours per week), with the option to work on weekends
* Hourly rate: up to $50 (final amount to be determined after the final interview with the team)
* You’ll have the opportunity to work on highly innovative projects at the leading edge of AI development, together with a genuinely dedicated and dynamic team of experts
* You’ll also be working on projects with customers that are AI industry leaders and well-known household names
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