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Anuj Gupta

@anujgupta1

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Chief AI Officer building and scaling production AI systems with measurable business impact.

India

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What I'm looking for

I’m looking to lead AI strategy and end-to-end production delivery—turning organizations AI aspirations GenAI/LLM systems into measurable revenue, reliability, and ROI, while building strong AI teams and responsible governance for real-world impact.

I’m a Chief AI Officer and Head of AI focused on taking AI from vision to production at scale, with measurable business outcomes. I’ve built and scaled flagship AI systems across AI-native startups, Fortune 50 companies, and global enterprises, owning outcomes across data, models, systems, teams, and KPIs.

I’ve led AI efforts that directly moved the business: I built and scaled a YC startup’s AI system used by millions, contributing to Series B funding by Khosla Ventures and showcased at OpenAI DevDay (2025). Earlier, I led AI capabilities at an early AI-first startup that was acquired by Freshworks (NASDAQ) for its AI expertise.

I operate at the intersection of AI strategy, technical execution, and organizational leadership. Across multiple roles, I delivered production-grade NLP, Vision, Speech, GenAI, and decision systems; incubated and integrated AI functions; and led 100+ member AI organizations across geographies, collaborating closely with CXOs and founders.

I also bring durable depth: I’ve published 15 research papers and US patents, and I’m the author of a landmark O’Reilly book on building real-world AI systems (adopted by 50+ universities). My approach emphasizes reliable evaluation, observability, drift detection, and responsible AI governance—so GenAI performs in real-world constraints.

Experience

Work history, roles, and key accomplishments

Current

Fractional Head of AI

Current

Multiple MNCs and AI-Native Startups

Nov 2022 - Present (3 years 5 months)

Led end-to-end AI strategy and execution at production scale for multiple MNCs and AI-native startups, translating leadership vision into measurable GenAI and ML business outcomes.

AI Strategy GenAI ML System Delivery Team Leadership Business KPI Ownership

Chief AI Officer

Vahan Inc

Mar 2020 - Nov 2022 (2 years 8 months)

Owned AI vision, roadmap, and end-to-end delivery for a large-scale hiring marketplace, building AI systems across NLP, Vision, Speech, GenAI, and decision systems that contributed to revenue and growth.

Roadmapping NLP Computer Vision Generative AI Cross functional Leadership

Senior AI Leader

Intuit

Dec 2018 - Jan 2020 (1 year 1 month)

Led applied AI initiatives across flagship products (Mint and TurboTax), delivering production-grade ML systems with enterprise reliability and scale.

Applied Machine Learning Enterprise Reliability Stakeholder Management Scalability Operational Excellence