Field notes · 55 questions

The questions deal teams ask about AI in M&A due diligence.

Long-form answers on accuracy, risk, vendors, cost, rollout and the human role. Written for the people who sign the deal, and organised by the question you came with.

Capability & accuracy

13

The question under all the others: can the model actually do the reading, and how well.

Risk, security & compliance

9

What can go wrong, what it's exposed to, and what a defensible record looks like afterward.

Vendor & tool evaluation

11

How to tell one product's claims from another's, and what to actually ask before you sign.

Cost, ROI & timeline

7

What it actually costs, how fast it pays back, and how to make that case to people who control budget.

Implementation & workflow

8

Rolling a tool into a live deal process without breaking what already works.

Strategy & the human role

7

The bigger question underneath all of the above: what AI changes about the job, and what it doesn't.

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