Why Most AI Projects Collapse And How To Build One That Works episode artwork

EPISODE · Mar 24, 2026 · 36 MIN

Why Most AI Projects Collapse And How To Build One That Works

from The Digital Transformation Playbook · host Kieran Gilmurray

AI projects are failing at a rate that should make any leadership team pause, and the uncomfortable truth is that the model is rarely the real problem. We sit down with Andy Hayler, president and CEO of the Software Industry Authority and a long time data strategist, to explain why organisations keep shipping AI initiatives that look impressive but deliver zero measurable value.At A Glance / TLDR:the 95% AI project failure rate and what it signalspoor data quality as the top cited cause of failurewhy LLMs are probabilistic and why hallucinations are inevitablereal world examples of confident errors in legal and strategy workchoosing the right type of AI for the job, not defaulting to LLMswhat the top 5% do differently: ownership, governance, ROI, measurementbuilding AI literacy so teams know limitations and safe use patternsstarting small with high value use cases and scaling via proven winsWe dig into the biggest repeat offender: data quality. When teams bolt generative AI onto messy corporate documents through retrieval augmented generation (RAG), the system can only reflect the gaps, contradictions, and missing ownership already baked into the data estate. From there, we tackle the misconception that large language models behave like normal software. LLMs are probabilistic token predictors, not deterministic calculators, which is why hallucinations and “confidently wrong” answers show up in high stakes areas like law, medicine, and engineering unless you design proper human review and verification.Andy also breaks down the “AI is one thing” myth, contrasting LLMs with machine learning for predictive maintenance and reinforcement learning breakthroughs like protein folding. The practical takeaway is an operating model: pick the right technique, define success with ROI and clear metrics, assign business ownership for data, and start small so early wins build confidence and capability across the organisation.If you want to be in the 5% that succeed, subscribe, share this with a colleague who owns delivery, and leave a review. Where is your organisation most likely to be “confidently wrong” with AI?LinkedIn: Andy HaylerAndy's Book on Amazon UK: Beyond The Hyper: A Realists Guide to AISupport the showIf you are leading your businesses strategic transformation and need greater clarity, stronger execution and measurable results, let’s connect.  🌎 Website: www.KieranGilmurray.com📅 Book a call: https://calendly.com/kierangilmurray/catch-up📘 Kieran Gilmurray | LinkedIn🌐 Substack: https://kierangilmurray.substack.com📕 Amazon https://tinyurl.com/MyBooksOnAmazonUK AI Transparency Notice:  This podcast uses a hybrid format. When an episode features one of Kieran Gilmurray’s written articles, the narration is generated using a synthetic clone of his voice via ElevenLabs AI (the underlying article text is entirely human-authored). Episode descriptions and summaries are assisted by AI and should be considered unedited by a human unless specified. 

Episode metadata supplied by the publisher feed · Published Mar 24, 2026

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AI projects are failing at a rate that should make any leadership team pause, and the uncomfortable truth is that the model is rarely the real problem. We sit down with Andy Hayler, president and CEO of the Software Industry Authority and a long time data strategist, to explain why organisations keep shipping AI initiatives that look impressive but deliver zero measurable value. At A Glance / TLDR: the 95% AI project failure rate and what it signalspoor data quality as the top cited cause of ...

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