Freelance Forward Deployed AI Engineer

Toloka; Colombia; Remote; COP 438,461,000 - 789,229,000; Full time

Benefits offered by this job

Fully remote schedule

Contractor platform access

Flexible hours

Job summary

Toloka AI is seeking a Freelance Forward Deployed AI Engineer to partner with CTOs, VPs of Engineering, and research leaders. You will design and build data-generation, labeling, and evaluation pipelines powering next‑gen AI models, and own client solutions from discovery through delivery.

This hands-on role combines consulting, engineering, and AI, requiring strong Python and ML skills, multi‑stage pipeline design, and mentoring of engineers and consultants.

Qualifications

• 8+ years delivering complex AI, ML, or data projects end to end
• Experience influencing technical direction beyond individual projects
• Experience mentoring engineers or leading cross-functional initiatives

Responsibilities

• Act as primary technical counterpart to CTOs and VP levels
• Design and build data-labeling, data-generation, and evaluation pipelines
• Architect multi-stage end-to-end AI data solutions and pipelines
• Provide technical leadership across client engagements and set engineering standards
• Mentor Solution Engineers and Technical Consultants
• Manage executive conversations with evidence-based recommendations

Skills

Executive communication

LLM development

Solution engineering

Python

Software engineering

Problem framing

Education

MSc/PhD in AI or related field

Tools

Python

Job description

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

The Freelance Forward Deployed AI Engineer is Toloka's most senior client-facing technical role. You will partner directly with CTOs, VPs of Engineering and ML, research leaders, and applied AI teams, helping them solve complex AI data challenges and translate ambitious model goals into practical, scalable solutions.

This is a hands-on role. You will design and build the data-generation, labeling, and evaluation pipelines that power the next generation of AI models. Rather than training the models yourself, you'll help clients identify the right data strategy and own the solution from problem discovery through implementation and delivery.

Beyond delivering client solutions, you'll help shape how Toloka approaches AI solution engineering - establishing best practices, raising the technical bar across engagements, and mentoring Solution Engineers and Technical Consultants.

Why this role is different

Every engagement is different. One week you might be designing evaluation pipelines for frontier foundation models, the next helping an enterprise build domain-specific reasoning datasets or synthetic data workflows.

This role sits at the intersection of consulting, engineering, and AI. You'll work directly with some of the world's leading AI companies, helping shape how next-generation models are trained and evaluated.

What you'll do

Executive partnership

• Act as the primary technical counterpart to CTOs, VPs of Engineering, and research/engineering leadership.
• Lead executive conversations using a structured, answer-first (BLUF) approach.
• Manage escalations and expectations with composure and integrity.
• Build long-term trusted relationships by recommending evidence-based solutions.
• Ask excellent questions to uncover the client's real need - the "question behind the question." Understand their model, which metrics they want to move, and how they intend to train or evaluate it.
• Draw on a solid understanding of how LLMs are trained and fine-tuned to have credible conversations with their technical leaders, understand their data strategy, and proactively propose the data that will solve their problem - with options and rationale ("based on your goal, you likely need this, or this").
• Design and build the data solutions yourself: configure data-labeling components and quality controls, develop user interfaces and AI-driven solutions (e.g. agentic systems, RAG, synthetic data generation), and integrate them into automated, multi-stage pipelines that produce data for AI training and evaluation.
• Architect and reason about complex, multi-stage solutions end to end; run experiments to prove the pipeline delivers data of the required quality and speed; iterate from MVP toward production.
• Provide technical leadership across multiple client engagements, establish reusable engineering standards and best practices, and mentor Solution Engineers and Technical Consultants to raise the overall technical bar of the organization.

Commercial ownership

• Own delivery end to end - timelines, quality, and scalability - and the commercial outcome: Gross Margin and Contribution Margin, with the levers, trade-offs, and next checkpoints named, not just described.
• Identify and drive expansion opportunities.

About You

• Executive communication. You can confidently lead conversations with CTOs, VPs, and senior technical stakeholders - clear, concise, structured, persuasive, and calm under pressure.
• Strong understanding of modern LLM development. You understand how modern LLMs are trained, fine-tuned, and evaluated (including SFT, RLHF/RLAIF, DPO/PPO, reward modeling, and LoRA/PEFT). You're comfortable discussing these topics with senior technical stakeholders and translating their goals into effective AI data solutions.
• Hands-on solution engineering. You've designed complex AI solutions, built multi-stage pipelines, and developed AI-driven systems (e.g. agentic workflows, RAG, or synthetic data generation). You’re comfortable working in Python (NumPy, Pandas), integrating APIs, and independently prototyping LLM-powered solutions.
• Solid software engineering foundations. You understand version control, testing, MVP thinking, and iterative development. Experience building production software is a strong plus.
• Exceptional discovery and problem framing. You enjoy working through ambiguity, asking the right questions, and translating business or research goals into clear AI data and evaluation strategies.
• Seniority and track record. 8+ years delivering complex AI, ML, or data projects end to end, with experience influencing technical direction beyond individual projects. Experience establishing engineering standards, mentoring engineers, or leading cross-functional technical initiatives is highly valued. Experience in top-tier strategy consulting (McKinsey, Bain, BCG) and/or as an applied ML / LLM engineer is a strong advantage.
• Ownership mindset. You take responsibility for outcomes, make thoughtful trade-offs between time, cost, and quality, and are comfortable owning both technical and commercial success.

Nice to have

• Hands-on experience training or fine-tuning LLMs and/or building agentic systems (helps you reason about client needs - though the role itself is about building data solutions, not training models).
• Advanced degree (MSc/PhD) in AI, CS, or a related field.
• Experience in crowdsourcing and/or data-centric AI, and with fast-paced, multi-project delivery for frontier AI clients.

What we can offer

• Full-time independent contractor engagement (B2B) through the Ontop contractor platform, working via your own company or business entity;
• Flexible, fully remote schedule (40 hours per week);
• Work at the leading edge of AI development, alongside a dedicated and dynamic team of experts;
• Projects with customers that are AI industry leaders and well-known household names;
• Friendly community.

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