Freelance Senior Product Designer

About Toloka

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 and Nebius Group 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, Serbia, and more.

About the position

Toloka AI is looking for a Senior Product Designer to shape the experience of B2B clients with Tendem and Self-Service. You'll own the end-to-end design of one of those products, ensuring it feels coherent, trustworthy, and easy to use even as the underlying AI systems get more capable and complex.

This is a high-ownership role for someone who enjoys designing for ambiguity — where the "right" interaction pattern for human-AI collaboration is still being invented — and who can balance fast iteration with quality of each step.

What you’ll do

• Design the core workflows for task scoping, quoting, human-in-the-loop review, and results delivery.
• Improve onboarding and configuration experience, reducing friction for users setting things up without hands-on support.
• Partner closely with PM, engineering, and research to translate ambiguous problems into clear, testable design solutions.
• Involve into UX research — interviews, usability tests, and feedback analysis — to validate design decisions and surface unmet needs.
• Stay close to the regulatory and compliance landscape affecting AI agent oversight (e.g., EU AI Act, GDPR, relevant U.S. state and international regulations) and translate
• relevant constraints into design decisions, especially around transparency and human oversight.
• Contribute to and help evolve the design system used across Tendem and Self-Service.

What we're looking for

• 5+ years of product design experience, with a strong portfolio of shipped B2B or B2C products.
• Experience designing for complex, multi-step workflows — task/work platforms, marketplaces, dashboards, or similarly structured products.
• Strong interaction design and visual design skills; comfortable owning a project from wireframe to pixel-perfect UI.
• Experience conducting and synthesizing UX research (interviews, usability testing, survey analysis).
• Familiarity with designing for AI-powered or AI-assisted products
• Excellent collaboration and communication skills; comfortable working cross-functionally with PM, engineering, research, legal/compliance, and marketing.
• Ability to work with ambiguity and translate loosely defined problems into structured design solutions.

Tools & Process

You'll work in Figma for design and prototyping, collaborate in Notion and Slack for documentation and team communication, and partner with data/analytics teams to ground design decisions in product usage data.

Why Join

You'll be one of the primary design voices shaping how people interact with AI agents doing real work — balancing usability, trust, and increasingly important regulatory considerations, on a product that spans both hands-on and self-serve models.

[Important Notice] Scam Alert Regarding Fake Job Postings

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.
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