DIGANTA SEN GUPTA

MASTER PRINCIPAL ENTERPRISE ARCHITECT

Diganta Sengupta is a thought leader & technology strategist and a Forbes Technology Council member leader, specializing in AI, cloud, and blockchain-driven digital transformation. With over 25+ years of experience, he has led large-scale innovations across multiple industries—modernizing systems for Fortune 500 organizations. He is a published researcher, thought leader and passionate advocate for building trusted, intelligent enterprise ecosystems.
A trusted advisor to CIOs and CTOs, Diganta blends technical depth with strategic insight, shaping go-to-market strategies and governance models. He is a published researcher, IEEE Senior Member and ACM Professional reviewer, BCS Fellow and passionate about leveraging emerging tech to build connected, resilient and intelligent enterprises.

Your AI Doesn't Know Your Business — Diganta "Digs" Sengupta & Pradyumna "Prady" Kodgi, Oracle

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March 31, 2026

Your AI Doesn't Know Your Business — Diganta "Digs" Sengupta & Pradyumna "Prady" Kodgi, Oracle

70% of technology transformations fail. In this panel episode, two Oracle leaders explain why the AI adoption gap is widening — and what enterprises must fix before the next investment cycle. TOPICS COVERED: The adoption gap: why the technology works but organizations still fail The gap between boardroom AI strategy and ground-level execution Why LLMs need business context — and how data integration provides it Healthcare AI challenges: state-level compliance and data silos Co...

Guests: DIGANTA SEN GUPTA , Pradyumna Kodgi

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Why AI Projects Fail: An Oracle Strategist on Data, Guardrails & the 70% Problem | Diganta "Digs" Sen Gupta

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Jan. 6, 2026

Why AI Projects Fail: An Oracle Strategist on Data, Guardrails & the 70% Problem | Diganta "Digs" Sen Gupta

Why do 70% of AI projects fail? In this milestone Episode 100, Donna P. Mitchell sits down with Diganta "Digs" Sen Gupta — Forbes Technology Council member, IEEE AI Governance Committee member, and Oracle enterprise architect with 25+ years of experience — to break down what executives must understand about data readiness before any AI initiative. WHAT'S COVERED: Why "everyone from bedrooms to boardrooms" talks AI but most projects fail The data silo problem destroying enterprise AI initiativ...

Guest: DIGANTA SEN GUPTA

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