Strategy Consultant – AI Training & Evaluation (Freelance, Remote)

About the role

We are looking for experienced strategy consultants to help shape AI training environments at Toloka AI. This remote, freelance position involves translating real consulting engagements into structured learning scenarios for advanced AI systems.

Key responsibilities

• Build realistic consulting project environments, including industry context, financials, constraints, and incomplete information.
• Design structured consulting tasks for AI agents such as market sizing, commercial due diligence, cost optimization, growth strategy, and operational diagnosis.
• Define evaluation criteria and quality standards, creating grading frameworks, rubrics, and golden‑answer solutions for each task.
• Collaborate with the AI team to ensure the generated scenarios effectively train and calibrate LLM‑based grading systems.

Required profile

• 3+ years of hands‑on project experience at a top‑tier strategy consulting firm (McKinsey, BCG, Bain, Oliver Wyman, Roland Berger, Monitor Deloitte, EY‑Parthenon, Kearney, Strategy&).
• Proven ability to structure ambiguous client problems into analytical plans.
• Experience building financial models, market analyses, and synthesizing findings from messy inputs.
• Track record of delivering client‑ready recommendations under time pressure and uncertainty.

Required skills

What we offer

• Fully remote work arrangement.
• Project‑based freelance contract.
• Opportunity to influence how next‑generation AI systems learn high‑level business reasoning.