Freelance Integration Engineer (HR Systems)

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.

We're looking for a freelance Integration Engineer to join our Corporate Infrastructure team. You'll build and maintain the integrations that connect our people systems — making our ATS, HRIS, project tracking tools, and surrounding infrastructure communicate reliably and securely.

This is a hands-on technical role: analyzing requirements, designing webhook flows and integration architecture, building and debugging integrations, implementing security requirement, and ensuring data moves correctly between systems.

You'll work on an hourly basis against a prioritized backlog, but you're expected to help shape it, proposing solutions and owning the design, with product direction from the HR Tech owner and technical oversight from Engineering.

• Understand existing processes and pain points, and translate ambiguous or high-level requirements into concrete technical solutions
• Define the target architecture for each data flow: systems of record, sync direction and frequency, event-driven vs. batch, and the error/reconciliation strategy
• Create design and technical documentation

• Build and maintain integrations between people systems (ATS, HRIS, project tracking tools)
• Design and implement webhook connections and event-driven data flows
• Own field mapping and data transformation between systems with differing schemas
• Migrate legacy integrations and update them to reflect current business logic
• Ensure data is correctly propagated end-to-end across connected systems

• Handle PII to a high standard: data minimization, least-privilege API scopes, secrets management and audit trails
• Audit integrations on a BAU basis - verifying data is processed, synced, and stored correctly
• Implement monitoring and error-handling to catch failures early
  
  

• Solid experience building and maintaining system integrations via REST APIs and webhooks
• Strong Python for scripting, automation, and integration logic
• Experience with cloud infrastructure - Azure is a plus
• Comfortable with secure data handling: OAuth2 / API-key auth, webhook signature verification, secrets management, handling of sensitive PII
• Able to own design decisions and documenting trade-offs independently, not only executing a predefined spec
• Able to work with Jira as part of a broader technical workflow

• Self-directed and able to pick up tasks from a backlog independently
• Good at communicating progress and flagging blockers
• Comfortable in a remote, async environment

• Prior experience integrating with HRIS or ATS platforms (HiBob, Greenhouse, Workday, or similar) as a developer
• Familiarity with CosmosDB or similar NoSQL stores
• Infrastructure-as-Code on Azure

It has come to our attention that an individual or group is fraudulently impersonating Toloka to post fake jobs and solicit personal information from applicants.Please be aware:

• Official Communication: Our recruiting team will only contact you from an official "toloka.ai" email address. We will NEVER use Gmail, Yahoo, Tolokainc, toloka.inc,  or other personal or seemingly business email accounts.
• Our Process: We will never ask for your bank account details, credit card number, or any fees as part of the application or interview process.
• Official Listings: All legitimate job openings are posted on our official careers page: https://toloka.ai/careers#job-list