Skip to content

Legal

Legal AI is a retrieval problem with a malpractice tail

The model can draft. It cannot be the associate who checked the citation.

Price and complexity

Field note

Legal · Desk 04

Useful work is narrow: first-pass issue spotting on a document you already understand, a chronology, a deposition outline. Anything that invents a case or a statute is a career event. Claude’s long context is the right shape for a brief you will still read. A “legal copilot” that answers from the open web is not.

Privilege and client files do not belong in a consumer chat. If the firm cannot say where the prompt went, do not paste the contract. Start with a closed workspace and a named reviewer on every generated paragraph that might leave the building.

Measure hours on one matter type — NDAs, engagement letters, discovery indexes — for a month. Do not buy a practice-management suite because it shipped a chat pane.

Anything that invents a case or a statute is a career event.

How we read this categoryPrivilege is not a productivity setting. If you cannot say where the prompt went, do not paste the contract.

Ground every citation. If you cannot show the source, it does not ship.

Editorial plate for Legal AI is a retrieval problem with a malpractice tail

9 tools operators in Legal actually open

Tools reviewed for this industry

Confirm list prices on the vendor page.

ChatGPT

The general model most teams already opened

Freemiumfrom $20/mo
Best for Everyday draftingBest for Breadth over depth

ChatGPT is the default general assistant: drafting, analysis, coding, and research in one chat. It wins on breadth and plugins. It does not know what your brand is allowed to claim.

Perplexity

Cited answers instead of a link dump

Freemiumfrom $20/mo
Best for Cited research

Perplexity is the research seat with citations. Use it for current events and competitor pages. Still verify anything that can move money.

Claude

Long documents and careful prose

Freemiumfrom $20/mo
Best for Long documentsBest for Everyday drafting

Claude is the long-document seat: contracts, reports, and careful tone. Use it when context window and restraint matter more than plugins.

Hebbia

Document matrix for diligence and research

Contact
Best for Document intelligence

Hebbia is for packet-scale document questions — diligence, filings, memos. A chat window is the wrong UI for that job.

Grammarly

Edit layer that sits on whatever you already write

Freemiumfrom $12/mo
Best for Editing & grammar

Grammarly is the edit pass, not the draft engine. Pair it with one model. Do not buy it as a second writer.

Writer

Enterprise brand and terminology control

Contact
Best for Brand voiceBest for Editing & grammar

Writer is the governed writing layer: terminology, style, and where the model is allowed to run. Buy it when legal already has a claims list.

Otter.ai

Transcripts for people who live in meetings

Freemiumfrom $8/mo
Best for Meeting notes

Otter is the older notetaker brand. Fine for interviews and internal meetings. Same bot-on-the-call politics.

Microsoft 365 Copilot

Drafts inside Word, Outlook, and Teams

Paidfrom $30/mo
Best for Everyday draftingBest for Long documents

M365 Copilot is the writing seat for companies that will not leave Word and Outlook. Buy it as an add-on to a stack you already administer, not as a second ChatGPT.

Power Automate

Microsoft’s automation seat you may already pay for

Paidfrom $15/mo
Best for Simple app-to-app

Power Automate is the correct first automation if the org is already in Microsoft 365. Do not buy Zapier first out of habit.

From this desk

AAT · How they compare

Price and complexity

List prices · hover a mark

Expensive

Easy

Complex

Cheap

ChatGPT

~$20/mo. Anyone can start today.

Review

Confirm on the vendor page.

Other industries

Other categories