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

EPISODE · Jan 6, 2026 · 40 MIN

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

from Pivoting to Technology Adoption · host Donna P. Mitchell

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 initiatives How Oracle went from database company to multi-cloud AI partner RAG, vectorization, and semantic search explained simply The guardrails executives must put in place before any AI project How blockchain creates "trusted data" for AI applications AI's future in healthcare: diagnostics, patient records, and beyond (00:00) Welcome and Introduction (01:01) Digs' Journey With Oracle — 2007 to Present (02:49) Oracle's Transformation: Database to Cloud (10:28) Why AI Projects Fail: The Data Problem (16:11) RAG and Vectorization Explained (21:34) The Three Mistakes Executives Make With AI (37:04) AI in Healthcare: The Future ABOUT THE GUEST: Diganta "Digs" Sen Gupta is a Forbes Technology Council member, IEEE AI Governance Committee member, and Oracle enterprise architect with more than 25 years of experience in enterprise technology transformation. He specializes in AI governance, data strategy, and multi-cloud architecture across healthcare, financial services, and public sector. ABOUT DONNA P. MITCHELL: Founder of The Transformation Authority™ and CEO of Mitchell Universal Network LLC. Official Member of Forbes Business Council. 48 years of Fortune 500 experience across 5 industries, enabling 150,000+ professionals. GET THE BOOK: Pivoting to Technology Adoption: Mind the Gap amazon.com/dp/B0GP3CWH2H CONNECT WITH DIGS: LinkedIn: linkedin.com/in/dsgupta CONNECT WITH DONNA: LinkedIn: linkedin.com/in/donna-mitchell-a1700619 YouTube: @TheTransformationAuthority Website: pivotingportal.com NEWSLETTER: The Transformation Brief™ transformationbrief.beehiiv.com/subscribe SPEAKING & ADVISORY: pivotingportal.com/speaker New episodes every Tuesday. Official Member of Forbes Business Council

Episode metadata supplied by the publisher feed · Published Jan 6, 2026

Embed this episode

Ready to play

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

0:00 40:57

No transcript for this episode yet

We transcribe on demand. Request one and we'll notify you when it's ready — usually under 10 minutes.

No similar episodes found.

No similar podcasts found.

Frequently Asked Questions

How long is this episode of Pivoting to Technology Adoption?

This episode is 40 minutes long.

When was this Pivoting to Technology Adoption episode published?

This episode was published on January 6, 2026.

Can I download this Pivoting to Technology Adoption episode?

Yes. Use the download control on the episode player to save the publisher-provided media file.
URL copied to clipboard!