In this episode of The WealthTech Insider, Danni Le Grande and Peter Worn dive into one of the biggest challenges in AI adoption: Should large companies try to integrate AI into their existing businesses, or would they be better off starting fresh?

With a staggering failure rate for digital transformation projects, companies face an uphill battle retrofitting AI into old systems. Peter breaks down the “Retrofit Tax”, explaining why AI implementation is about more than just technology—it’s about overcoming legacy systems, organisational resistance, and cultural inertia.

We explore lessons from IBM, Microsoft, and Salesforce, discuss the rise of AI-native startups, and debate whether the best strategy for big business is to compete with itself before someone else does.

🔹 Why do most digital transformation projects fail?
🔹 What makes AI-native startups so much more agile?
🔹 Can large companies truly rebuild themselves with an AI-first culture?
🔹 And is AI a threat to jobs—or just a trigger for smarter business models?

It’s a bold discussion with real-world implications for business leaders, innovators, and investors navigating the AI revolution.

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