::play 01 · Issue spotting before drafting
Claude (200K context) for the analysis · Westlaw/Lexis for every citation that comes back.
Surface the full universe of legal issues in a fact pattern before you commit to a research path. Catches the issue you almost missed.
You are a senior litigation associate doing pre-research issue spotting for a [JURISDICTION] matter. Below are the facts of a hypothetical matter, with all identifying information redacted. Do not assume facts not stated. Do not invent case citations — if you do not know a specific case, say so and describe the doctrine generically. Identify: (1) every plausible cause of action or defense raised by these facts, (2) for each, the elements that would need to be proven, (3) the threshold legal issues that would need to be researched (statute of limitations, choice of law, jurisdiction, standing, ripeness), (4) the practical issues a litigator would want to investigate before filing, (5) the issues that look weak on first read but might have angles worth a second pass. Flag anything where you are uncertain or where the analysis depends on jurisdiction-specific law. Facts: [REDACTED FACT PATTERN]
::what to notice · Watch for issues you had not considered. The AI will surface obvious ones quickly — pay attention to the third- and fourth-tier issues it raises. Those are where the leverage is. Also watch for any specific case citations in the output and treat every single one as suspect until verified.
::trap · The trap is treating the output as exhaustive. AI issue spotting is a starter list, not a final list. Your own analysis still has to run separately. If you adopt the AI's framing wholesale you inherit its blind spots.
::play 02 · Long-document review with Claude 200K
Claude (200K context, Team plan with zero-retention) · Westlaw/Lexis for any legal authority that appears.
Read 200+ pages of source material (deposition transcript, contract, expert report, regulatory filing) and produce a structured synthesis with page-cited quotes.
I am attaching a [DOCUMENT TYPE — deposition transcript / contract / expert report / regulatory filing] of approximately [PAGE COUNT] pages. The matter is [GENERIC DESCRIPTION WITHOUT CLIENT-IDENTIFYING DETAIL]. I need you to produce: (1) a 1-page executive summary of the document, (2) a topic-by-topic breakdown with page citations for every claim, (3) the 10 most important passages quoted verbatim with page references, (4) inconsistencies or contradictions within the document, (5) gaps — what should be in this document but is not, (6) follow-up questions or topics for further investigation. Every fact assertion must include a page cite. If a fact appears only once at a single page, note that. Do not paraphrase in a way that loses precision. Document begins below. [PASTE DOCUMENT]
::what to notice · The 200K context window is the killer feature here — you can drop in a full deposition transcript and get usable synthesis in 90 seconds. Watch the page cites carefully and spot-check 5-10 of them against the source. The quality of citation precision is the quality of the output.
::trap · The trap is trusting the page cites without spot-checking. Claude is good but not perfect on page-pinning. Spot-check at least 10% of the citations. If any are wrong, audit harder. Also: never paste anything under a protective order without scrubbing the protective-order-triggering details first.
::play 03 · Client communication draft (lawyer reviews every word)
Claude or ChatGPT (non-privileged version of the facts only) · final draft reviewed and revised by the responsible lawyer.
Produce a first-draft client letter that explains a complex legal situation in plain language without losing precision.
I need to write a client letter explaining [GENERIC LEGAL SITUATION — e.g., 'the implications of a recent regulatory change on a small business operating in this space']. The client is [CLIENT SOPHISTICATION LEVEL — e.g., 'a small-business owner with no legal background']. The letter should: (1) state the legal situation plainly in the first paragraph, (2) explain what changed and when, (3) explain what it means for the client's specific posture, (4) list the options the client has and the tradeoffs, (5) recommend a course of action with reasoning, (6) close with next steps and how the client can reach me. Tone: warm but precise. No legalese unless necessary, and define any legalese on first use. Do not invent facts about the client's situation — use only the generic facts I provide. Generic facts: [REDACTED FACTS]
::what to notice · AI is genuinely good at the plain-language translation layer that good client letters require. Use it as a first draft. Every sentence still gets your eyes on it before it ships. Strip any AI flourishes that sound generic — 'I hope this letter finds you well' is a tell.
::trap · The trap is letting the draft ship without lawyer review of every sentence. The signature on the letter is yours. If AI mis-states the law in a sentence and the client relies on it, you own that. Also: never paste the actual client facts. Work in generic terms and add the client-specific framing in your own revision pass.
::play 04 · Brief outlining with citation discipline
Casetext / Lexis+ AI / Westlaw Precision AI (legal-grounded) preferred over general AI for any task involving case citations.
Generate a structured brief outline with argument sequence, then verify every single authority before any of it gets written into a draft.
I am writing a [TYPE OF BRIEF — e.g., motion to dismiss, summary judgment opposition, appellate brief] in [JURISDICTION — e.g., Eastern District of New York / California Court of Appeals]. The core legal question is [LEGAL QUESTION STATED ABSTRACTLY, NO CLIENT FACTS]. Produce a brief outline with: (1) the preliminary statement framing, (2) the argument section structure with numbered headings, (3) for each argument, the key cases or statutes that need to be addressed, (4) the most likely counter-arguments and where in the brief to preempt them, (5) the standard of review and where it should be stated. For every case you cite, give a one-line description of the holding. I will verify every citation in Westlaw before any of this becomes a draft. If you are not certain a case exists, say 'doctrine reference — verify' instead of inventing a citation.
::what to notice · Watch the citation list. Pull every case in Westlaw. Read the actual opinion, not just the headnote. If even one citation in the AI's output is hallucinated, increase your skepticism of the rest of the output proportionally. A 1-in-20 hallucination rate compounds across a brief.
::trap · The trap is the speed feels intoxicating. You have an outline with a dozen citations in five minutes. The discipline is to slow down at the verification step. Every cite. No exceptions. Not 'most of them.' Every one. This is the rule that separates lawyers who use AI safely from lawyers who become sanctions case studies.
::play 05 · Contract clause-checking
Claude (200K context, Team plan with zero-retention) for non-privileged contract review · local Ollama for anything privileged or attorney work-product.
Run a contract through a structured clause-by-clause review against a reference standard, surfacing risks, missing provisions, and unfavorable terms.
I am reviewing a [CONTRACT TYPE — e.g., SaaS MSA, commercial lease, employment agreement] from the [CLIENT SIDE — e.g., customer side, tenant side, employee side]. Please review the attached contract clause-by-clause and produce: (1) a clause inventory listing every defined section, (2) for each clause, an assessment of whether the language is standard / favorable / unfavorable / unusual from my client's posture, (3) the 10 highest-risk clauses with specific concerns, (4) standard clauses that are missing from this contract that should be present, (5) defined terms that are used inconsistently or ambiguously, (6) the cross-references that point to non-existent sections, (7) any clause that references external documents, schedules, or exhibits that should be reviewed alongside this one. Do not invent legal authority — if a clause raises a doctrine like unconscionability or public policy, name the doctrine without inventing case citations. Contract begins below. [PASTE CONTRACT]
::what to notice · The cross-reference check and missing-clause check are where AI earns its keep. A human reviewer will catch the obvious things. AI is uniquely good at the 'this section references Section 12.4(b) but there is no Section 12.4(b)' catch, and at the 'industry standard would have a most-favored-nations clause and this contract has none' surfacing.
::trap · The trap is treating the output as the review. It is the first pass. The negotiation strategy, the deal-killer call, the redline priorities — those are the lawyer's work and they require knowing the client, the deal, the counterparty, and the relationship context that AI does not have.
::play 06 · Practice-management retro
ChatGPT or Claude on anonymized billing and matter data · local Ollama if any matter-identifying detail is involved.
Review last month's matters, time entries, and outcomes to surface patterns — where time is leaking, which matter types are profitable, where automation could help.
I am running a monthly practice retro on a [SOLO / SMALL-FIRM] practice in [PRACTICE AREA]. Below is anonymized data: matter types, hours billed per matter type, realization rates per matter type, average matter duration, write-off rates, and a list of administrative tasks that consumed significant time. Help me identify: (1) which matter types are underwater on realization and why that might be, (2) which matter types are profitable and worth doubling down on, (3) administrative tasks that are candidates for automation or delegation, (4) capacity bottlenecks — which weeks were over-scheduled and which were under-scheduled, (5) the three highest-leverage operational changes I could make in the next quarter. Data: [PASTE ANONYMIZED PRACTICE DATA]
::what to notice · This is one of the lowest-risk highest-leverage uses of AI in practice. Practice ops is not legal advice. The output is for your own decision-making, not for clients. Treat it as a thinking partner on the business of the practice, not the practice itself.
::trap · The trap is anonymization that is not actually anonymization. 'My client in the helicopter manufacturing matter' is not anonymized even if you removed the client name. Strip the matter to its abstract type before pasting. Also: AI cannot tell you whether to fire a client. That is your call.
::play 07 · Citation verification gauntlet (the discipline)
Westlaw or Lexis (verification layer — not the AI itself) · combined with structured discipline.
Run every AI-generated citation through Westlaw or Lexis before any AI-assisted brief, motion, or memo gets filed. The non-negotiable safety rail.
I have an AI-assisted draft of a [BRIEF / MEMO / MOTION]. Below is a list of every case citation, statute citation, regulation citation, and rule citation that appears in the draft. For each, I am going to: (1) pull the citation in Westlaw, (2) confirm the case exists and the cite is correct, (3) read the actual opinion (not just the headnote), (4) confirm the proposition in my draft is supported by the actual holding, (5) confirm the case has not been overruled, distinguished into oblivion, or limited to its facts. I am attaching the citation list. Help me organize the verification: (a) note which citations are doing the heaviest lifting in the brief, (b) flag any citation that looks unusual or that I should be particularly skeptical of, (c) suggest the Shepardize/KeyCite checks that should be run on the most important citations. I will then physically pull every cite. Citation list: [PASTE LIST]
::what to notice · This is the workflow that prevents the Mata v. Avianca scenario. It is boring. It is slow. It is the difference between a lawyer who uses AI and a lawyer who gets sanctioned. Build it into your process as a non-skippable step. No exceptions for tight deadlines.
::trap · The trap is the time pressure. The brief is due tomorrow. The AI gave you a beautiful draft with 30 citations. The temptation is to spot-check half of them and trust the rest. Do not. Every cite. Every time. If you cannot verify every cite in the time available, cut the cites you cannot verify or push the deadline. There is no middle ground that is safe.
::play 08 · Privilege-protected drafting on local Ollama
Ollama (local) with llama3.1:70b or qwen2.5:32b running on your own machine.
Use AI on matter-identifying privileged work without ever sending the privileged content to a cloud service.
[Run locally via Ollama on your laptop. Nothing leaves your machine. Same prompt structure as the cloud-based workflows above, but you can include actual client names, matter details, and privileged content because it never touches a third-party server.] I am the attorney of record on [SPECIFIC MATTER, REAL DETAILS]. The privileged communication I need to analyze is: [PASTE ACTUAL PRIVILEGED CONTENT]. Help me identify: [TASK]. Treat all content as attorney-client privileged work product covered by Model Rule 1.6.
::what to notice · Local model quality is meaningfully below frontier cloud models. You will get less polished output. The trade is privilege protection that is absolute, not contractual. For high-stakes privileged work, this is the only acceptable AI workflow until you have a vendor with a signed agreement that meets your bar's confidentiality requirements.
::trap · The trap is the temptation to 'just use ChatGPT this once' because the local model is slower or less capable. Privilege does not survive that decision. Build the local-Ollama workflow now, before a tight deadline tests your discipline. The slower model is the only safe model for privileged work right now.