Legal

Adding clarifying questions to legal AI prompts

AI is used as a legal drafting and analysis assistant by first asking clarifying questions before generating an output, which helps surface missing context, improve prompt quality, and reduce the risk of incomplete or misdirected responses in legal workflows.

Why the human is still essential here

The lawyer still decides the task, supplies the missing context, judges which clarifying questions are useful, and assesses the final output and its risk before using it.

How people use this

Contract review prompt check-in

Before summarizing or redlining a commercial contract, the lawyer tells the AI to ask clarifying questions about jurisdiction, fallback positions, and business objectives so the review is tailored to the deal context.

ChatGPT / Claude

Policy draft context capture

When preparing an internal policy or guidance note, the model first asks clarifying questions about audience, company risk appetite, and applicable regulations before generating the draft.

Microsoft Copilot / ChatGPT

Dispute analysis scoping

Before producing an issues list or chronology analysis, the AI asks clarifying questions about the claims, disputed facts, and desired format so the lawyer can narrow the task and improve the output.

Claude / ChatGPT

Related Prompts (2)

Community stories (1)

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In-house lawyers, a quick, practical AI tip - this is something I do for basically all my prompts and have saved it as a shortcut so that I can apply it on autopilot.

In-house lawyers, a quick, practical AI tip - this is something I do for basically all my prompts and have saved it as a shortcut so that I can apply it on autopilot.

At the end of your prompt, add:


Ask me 3 clarifying questions before you generate the output.


It adds a little bit more effort to each workflow, but I find it improves the output about 80% of the time by asking me to add context I forgot or raises a perspective I hadn't thought of.


Usually only 1-2 of the 3 clarifying questions are helpful, but are often very helpful. Plus most LLMs will skip straight to the output where you leave questions unanswered. Occasionally the LLM will get confused and add clarifying questions into the output as opposed to the chat box, which is unhelpful, but rare.


I have not added it to any system prompts though because sometimes I use a simple, zero-shot prompt where risk is low and speed is the priority (like asking for a table of countries by Eurovision wins - no clarification necessary, I want to know it now, and it's low stakes if the table is wrong).


I have played around with skewing the clarifying questions to make them more relevant to me or the legal profession, but I've found it's cleaner and more effective just to let the LLM clarify what it's most confused about.


Overall, my experience is it adds to effectiveness while having neutral or positive impact on risk.


Always keen to hear how lawyers are using AI and catch up for coffees if you are stuck for practical uses. Let me know if you have a standard add on to your prompts that you use frequently? Do you have a suggestion to improve my prompt add on?


[I do not use AI to write any of my posts.]

LF
Luke FurnessSenior dispute resolution lawyer (Special Counsel) at Clayton Utz
Mar 31, 2026