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Data & AnalyticsCode GenerationAI Strategy

Lev Milman

\# Lev Milman

Lev Milman is an AI systems strategist and decision-making expert known for applying principles from competitive chess, trading, poker, and probabilistic forecasting to the design of practical AI tools. A former U.S. under-20 chess champion, Lev built his career in high-stakes environments where success depended on disciplined reasoning, risk management, and the ability to make strong decisions under uncertainty. He later generated more than \$60 million in trading profit and developed a reputation for objective, data-driven evaluation across complex systems.

Today, Lev works full-time on AI systems designed to improve judgment, workflows, and information processing. He specializes in building automated information pipelines and intelligent tools that transform large volumes of unstructured data into organized knowledge, actionable insights, and streamlined decision-support systems. His work often includes AI-powered voice interfaces and workflow automation designed to help individuals and teams process information more efficiently.

Lev is particularly focused on helping organizations separate meaningful signal from overwhelming noise in fast-moving environments. His approach combines analytical rigor with practical implementation, creating systems that are not only technically effective but genuinely useful in day-to-day decision-making. Through his work, he helps teams and leaders make clearer, faster, and more informed decisions using AI as a practical operational advantage.

Session rate
$750 per 1-hour session

Expert profile

AI systems for high-stakes decision environments

What this session is built for

Bring a concrete AI workflow, decision, or implementation challenge. This session is designed for focused diagnosis, practical options, and next steps you can use immediately.

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Example questions you might ask

  • Where are the high-leverage AI applications most companies miss?
  • What does responsible AI deployment look like for a mid-market or enterprise company?
  • How do we evaluate AI vendors when our requirements are still emerging?
  • Where should we start with a 90-day AI pilot in a core business function?