The Human Protocol

S2E15 | Practical Playbook for Founders and How to Avoid Pitfalls in AI deployment w/ Rory O'Keeffe


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In this episode, we break down why AI deployment is not just a tech decision, it is a legal, commercial, and risk decision. Rory O'Keeffe, Commercial & AI Lawyer, shares how most failures do not come from the code itself, but from the contracts, the assumptions, and the lack of clarity around data. Founders often rush into AI tools thinking they are buying software, when in reality, they are taking on a new layer of risk. If you cannot clearly explain where your data goes, you are not deploying AI, you are outsourcing control.

We also dive into what founders consistently miss, from weak contract terms to misunderstanding how data is used, stored, and even reused to train models. Rory explains why things like anonymization, auditability, and explainability are not just legal language, they are critical safeguards. The conversation highlights real examples of how AI can go wrong, not because of bad intent, but because of poor inputs, lack of oversight, or blind trust in automation. It is a reminder that AI is a tool, not the decision-maker.

This episode is also a practical playbook for founders navigating AI. From asking the right questions before signing contracts to planning your exit before you even start, the focus is on staying in control. The biggest takeaway is simple, AI will not replace you, but someone using AI better than you might. The advantage goes to those who understand both the technology and the responsibility that comes with it.

Tune in and learn how to deploy AI with clarity, protect your business, and make better decisions in a fast-moving world.

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The Human ProtocolBy Mykel Salomon