Ten Things: 100 Practical Generative AI Prompts for In-House Lawyers

Over the course of 2024 and the first part of 2025, the questions I get most frequently from in-house lawyers are about Generative AI and how legal departments can use it to improve productivity.  There is a lot of pressure from the C-Suite on legal departments to adopt AI and show meaningful productivity gains.  While this is a noble goal, there are a number of issues with Generative AI that – rightfully – are causing legal department leaders to want to “go slow.”  Chief among them are concerns about 1) confidentiality, 2) attorney-client privilege, 3) trustworthiness, i.e., trusting the results, and 4) how do I draft “prompts” that get me useful results.  All valid issues that should not be taken lightly or dismissed out of hand.  Second, there is an almost overwhelming amount of information out there about Generative AI, making it hard (exhausting?) to stay on top of the latest developments in the field – so why not wait until things settle down before adopting?  Lastly, the technology is changing quickly, too quickly for most legal departments to understand the changes (and the implications) without a dedicated AI team – something beyond the reach (and budgets) of most in-house legal teams.  In other words, it’s really f$#@ing hard to figure out how to use Generative AI effectively!

So, how do we solve this problem?  In my experience, there are many simple and practical things you can do with Generative AI right now that can drive real productivity gains for in-house lawyers.  And while there may be an ever-growing list of more sophisticated and complicated uses for it, most legal departments are just looking to crawl and not sprint.  For most, crawling is perfectly fine and will get you a lot of useful results from Generative AI.  All of this is a big wind-up for me telling you I think I can help get you started crawling (in the “good” sense)[1] and that’s what I intend to do.  While thinking about this post, I realized it needs to flow differently than a typical “Ten Things” blog.  I’ll still give you ten things to focus on (in this case practical “prompts”), but it will take me a bit to build up to that part because there is some background we need to dwell on first.  Bear with me – I promise we’ll get to the good stuff!  For now, just sit back, grab some coffee and a Cinnabon roll, and set your brain to “learn.”  This edition of “Ten Things” will walk you through practical prompts for in-house lawyers:

The Preliminaries

You will need some initial information and background to start.  I have written about Generative AI in this blog before (Generative AI and ChatGPT: What In-House Counsel Need to Know) and elsewhere (Artificial Intelligence + Generative AI: To Boldly Go Where No Legal Department Has Gone Before).  You can check out those articles if you want more detail.  Otherwise, I think you probably have two questions: 1) how does it work? and 2) how do I use it to get what I need?  As to the first one, no one gives a shit.  Well, maybe data scientist-type people care but for the average in-house lawyer, the details of “how” Generative AI works are boring, icky, and basically irrelevant.  Let’s just go with “it works” and move on (… nothing to see here, folks).  The second question, however, is worth digging into.

To start, unless you have a bespoke Generative AI tool (i.e., one that is enterprise-level and/or tied only to the company’s own data), you need to be very careful what information you put into Generative AI.  Any information you put into the tool may be used to train it, may be shared with others, or may be the subject of a data breach.  Any one of these can put lawyers in a tough spot when it comes to protecting confidentiality and preventing waiver of the attorney-client privilege.  There are two ways you can deal with this problem.

1.  Don’t enter any information that is confidential or proprietary or that would reveal the names of clients or other information that could waive privilege.[2]  First, there are many things you can ask Generative AI that do not require confidentiality information, for example, “Explain the insider trading laws in the United States.”  That said, if you have a request that requires names or other confidential information, you can run a “find and replace” and swap out specific names for generic names like “Big Co.” or “Vendor.”  If you go down this route, it will take you some time to clean up any documents or information you are going to use, and you need to be aware of information other than names that may give away identities or contain confidential information, e.g., addresses, acronyms, the formula for Coca Cola, etc.

2.  Use the controls provided by the Generative AI tools to limit their ability to use your information.  Take a few minutes to look at the settings on your Generative AI tool, e.g., Claude, ChatGPT, etc.  Looking at ChatGPT specifically (I use the paid version), here are some things to do to limit the storage and use of your data:[3]

    • Use a strong password and turn on multifactor authentication (using an authenticator app.
    • Don’t give ChatGPT login information to other accounts.
    • Delete every conversation after it’s over or some set period of time, e.g., every two weeks.
    • Use “temporary chat” (in the upper right side of the landing page) to stop ChatGPT from adding the information to your profile. Moreover, chats will not be used to train the model.
    • Regularly clear the memory.
    • Turn off “Improve model for everyone.”
    • Delete all chats every day or on a regular timeframe.

None of this is perfect, but each will substantially reduce the risk of problems.

3.  When it comes to trusting the results of Generative AI, I am afraid there are no easy answers.  I personally have found that the number of times it simply makes stuff up (“hallucinates”) is limited.  Instead of worrying about this issue to the point where I won’t use the tool, I treat it like a really helpful intern or summer associate, i.e., I don’t pay them much and I must (i) give it a lot of background and context for each assignment, (ii) follow up with them and iterate the work product, and (iii) if I am not sure about something, I will need to double check things myself.  This should be familiar to most lawyers because this is what your boss did when you first started (certainly the underpaid part) and what a lot of you do now when younger lawyers provide you with things.  It’s exactly the same with Generative AI.  Even though you must be prepared to check things for yourself, that does not diminish the value of what you do receive – certainly in terms of being a good first draft at a minimum.

4.  Most importantly, to use General AI properly, you need to prepare the right prompts.  Prompts are simply the questions or requests you type into the tool’s search box.  As you can imagine, the better the prompt, the better the results.  At the end of today’s post, I set out a list of articles on prompt drafting.  Here, however, is a quick summary of the basics.  For each I will give you a simple example and then one or two more sophisticated examples:

  • Be specific about what you want.  Examples:
    • Explain GDPR.
    • Explain the duties of a data processor under GDPR.
    • Explain the differences between a data processor and a data controller under GDPR.
  • Specify the format of the response.  Examples:
    • Explain GDPR in a memorandum.
    • Explain GDPR by setting out each provision in table form by numbered section.
  • Give it a persona.  Example:
    • You are an experienced US-based data privacy lawyer. Explain GDPR by setting out each provision in table form by numbered section.
  • Identify the audience. Example:   
    • You are an experienced US-based data privacy lawyer. Explain GDPR by setting out each provision in table form by numbered section.  Write your explanations at a level an average business executive can understand.
  • Provide context.  Example:
    • You are an experienced US-based in-house commercial lawyer.  You have received a contract from a vendor to review.  Writing from the company’s point of view, prepare a table setting out each section of the contract and why that section is good or bad for the company.  Add a column to set forth how you would change the wording to be more favorable to the company and how you would justify the edit to the lawyers for the vendor.
  • Take on “both sides.”  Example:
    • You are an experienced US-based in-house commercial lawyer.  You have received a contract from a vendor to review. Prepare a table setting out each section of the contract and (in separate boxes) why that section is a) good or bad for the company, b) how you would change the wording to be more favorable to the company and how you would justify the edit to the lawyers for the vendor, c) what arguments the lawyers for the vendor will make opposing the changes, and d) how you would respond to those arguments.
  • Break it down by steps.  Example:
    • Draft an email supporting the legal department’s need for a contract management system.
      • Introduction. Draft an introduction discussing the adoption of contract management systems by legal departments over the past ten years.
      • Benefits. Describe five major benefits to the company (and to the legal department) of using a contract management system, including examples. Include in the examples how other parts of the company can use the system.
      • Challenges. “Outline the key challenges to adopting and using a contract management system and how to best overcome each.”
      • Future trends. “Predict the savings to the company in dollars and time in five years if it adopts a contract management system today.
      • Conclusion. Summarize the main points and provide a call to action for purchasing a contract management system for the legal department.
  • Use a specific “tone” of voice.  Example:
    • Draft an email supporting the legal department’s need for a contract management system.  Use a persuasive tone of voice.
      • Introduction. Draft an introduction discussing the adoption of contract management systems by legal departments over the past ten years.
      • Benefits. Describe five major benefits to the company (and to the legal department) of using a contract management system, including examples. Include in the examples how other parts of the company can use the system.
      • Challenges. “Outline the key challenges to adopting and using a contract management system and how to best overcome each”
      • Future trends. “Predict the savings to the company in dollars and time in five years if it adopts a contract management system today.
      • Conclusion. Summarize the main points and provide a call to action for purchasing a contract management system for the legal department.
  • Follow Up.  Example:  
    • You are an experienced contract lawyer and negotiator. You represent the vendor in a potential sale to a customer.  The customer has sent you its standard procurement agreement.  Summarize this contract into a table that outlines each party’s duties, fees, deadlines, rights granted, and representations.
      • Follow-up 1: Expand on the rights granted section.
      • Follow-up 2:  Redraft this contract in a manner most favorable to the vendor.
  • Modify/Iterate output as needed.  Example:
    • You are an expert US-based competition lawyer.  Prepare a summary of Section 2 of the Sherman Act.
      • Modify 1: Add ten examples to this summary of how product manufacturers have run afoul of Section 2 of the Sherman Act.
      • Modify 2: Turn this into an email to senior executives.  Use words appropriate for business executives without much experience with legal issues or antitrust laws.

Alright, that wraps up the preliminaries and background.  For the next section, I decided to set out 10 areas of the law and then under each set out 10 practical prompts you can use right now to get incredibly helpful and time-saving results from the Generative AI tool of your choice.[4

1.   Commercial Contracts.

  • Review this contract (or clause) and identify risks related to indemnity, liability, termination, and exclusivity. Explain them in business-friendly language.
  • Suggest a revised indemnity clause that is more balanced, limits our company’s exposure, and excludes indemnification for the other party’s negligence.
  • Draft a limitation of liability clause for a SaaS agreement, capping liability at 12 months of fees paid and excluding indirect damages.
  • Redline this NDA to ensure mutual protection, prohibit reverse engineering, and extend trade secret protection indefinitely.
  • Write a contract clause that prohibits assignment without written consent and voids unauthorized transfers.
  • Prepare a checklist to review vendor agreements with a focus on provisions that could create long-term operational risk for our company.
  • Suggest fallback positions for a customer requesting unlimited liability for data breaches in our SaaS contract.
  • Generate a short, plain English summary of the key terms in this statement of work (SOW) for the project manager.
  • Draft a template [NDA, SaaS agreement, services agreement, master services agreement, statement of work, order form, website terms and conditions, privacy policy, etc.].
  • Identify any provisions in this reseller agreement that could create channel conflict or exclusivity issues.

2.  Data Privacy & Security.

  • Create a CCPA/CPRA compliance checklist for responding to consumer data access, deletion, and opt-out requests.
  • Explain the difference between a ‘controller’ and a ‘processor’ under GDPR, using examples relevant to a SaaS company.
  • Write a plain-language FAQ for employees explaining when consent is required to collect personal information.
  • List the first steps an in-house team should take in the first 48 hours of a suspected data breach involving customer data.
  • Draft a short internal memo outlining rules for using AI tools like ChatGPT while protecting personal and confidential data.
  • Create a privacy notice section explaining how we use cookies, tailored for a U.S. audience and compliant with CPRA.
  • Generate a set of FAQs to help our customer support team respond to data subject access requests under the GDPR.
  • List the pros and cons of using legitimate interest as a legal basis for data processing under the GDPR.
  • Draft language for a privacy policy section explaining how we handle children’s data under COPPA.
  • Summarize how our company should handle third-party vendor due diligence from a data privacy perspective.

3.  Corporate Governance.

  • Write a one-page overview of directors’ fiduciary duties under Delaware law (duty of care, duty of loyalty, business judgment rule).
  • Draft a board resolution authorizing the CEO to execute a partnership agreement with a third-party provider.
  • Summarize what a ‘change of control’ clause does in a contract and give 3 scenarios where it would be triggered.
  • Prepare talking points for a GC to explain the legal team’s value-add at an executive leadership meeting.
  • Draft a brief internal explanation on why legal must be looped in before any major operational decision is taken by the business.
  • Draft a delegation of authority matrix showing which roles are authorized to sign contracts, make payments, or approve legal claims.
  • Create an annotated template for board meeting minutes for a Delaware corporation.
  • Write a one-paragraph explanation of what a corporate resolution is and when one is required.
  • List the key governance documents a private U.S. corporation should maintain and update annually.
  • Summarize common fiduciary duty issues for directors who are also executives or investors in the company.

4.  Employment & Labor.

  • Draft a basic U.S. employee confidentiality agreement that includes non-disclosure, return of information, and post-termination clauses.
  • List legal considerations before terminating an employee for performance issues, including documentation and final pay obligations.
  • Explain why non-exempt employees must track all time worked, including overtime, and how this applies to remote work.
  • Compare the key legal differences between employees and independent contractors under U.S. law with a decision-making checklist.
  • Generate a short compliance guide for HR when hiring or terminating employees in California.
  • Write a summary of key legal issues to consider before implementing an employee surveillance or productivity monitoring tool.
  • Draft a paid time off (PTO) policy for a U.S.-based remote workforce, taking into account state law considerations.
  • List the most common employment law risks for a company with hybrid work arrangements across multiple states.
  • Create a checklist of legal documents required when onboarding a full-time U.S. employee.
  • Generate template language for a termination letter that avoids creating implied promises or admissions.

5.  M&A and Strategic Transactions.

  • List key legal due diligence questions for a potential acquisition in the software sector, focusing on IP, contracts, litigation, and employment.
  • Summarize the main risks in this joint venture agreement, including exclusivity, IP ownership, governance, and exit rights.
  • Draft a standstill clause preventing the other party from pursuing a competing business opportunity during deal negotiations.
  • Explain what a ‘no shop’ clause is and how it protects parties in an acquisition.
  • Write a short internal note explaining why a change-of-control provision in a customer contract may impact a potential merger.
  • List typical representations and warranties in a stock purchase agreement and explain the business rationale for each.
  • Draft a confidentiality clause specifically for use in a term sheet during M&A discussions.
  • Explain what an earnout is and what legal protections a seller should ask for in the agreement.
  • Summarize the regulatory filings and approvals that may be required in a cross-border M&A deal involving a U.S. company.
  • Generate a sample post-closing covenant requiring the seller to assist with transition support for 90 days.

6.  Litigation & Disputes.

  • Draft a litigation hold notice for employees following the filing of a lawsuit against the company.
  • Steps in-house should take upon receiving a cease-and-desist letter alleging trademark infringement.
  • Write a script for a short employee training session on how to preserve attorney-client privilege in written communications.
  • Explain why privileged legal communications cannot be forwarded to third parties and what risks that creates for the company.
  • Create a checklist for coordinating with outside counsel on a new litigation matter, including budget, scope, and communications.
  • Create a step-by-step guide for collecting and preserving Slack messages and other collaboration tool data for litigation.
  • Write a short internal FAQ explaining what an arbitration clause is and how it affects dispute resolution options.
  • Draft a non-disparagement clause for inclusion in a settlement agreement.
  • List common mistakes employees make that risk waiving attorney-client privilege, and how to avoid them.
  • Generate a summary of typical dispute resolution clauses (litigation vs. arbitration vs. mediation) and when each is appropriate.

7.  Compliance & Ethics.

  • Write a concise explanation of our Code of Conduct for use in new hire training, focusing on ethics, compliance, and reporting.
  • Draft a one-page escalation protocol for business teams to follow when they suspect a policy or legal violation.
  • Create a 10-question multiple choice quiz to test employee understanding of anti-corruption and gifts & entertainment rules.
  • Summarize the key provisions of our anti-retaliation policy and create talking points for a manager training session.
  • Prepare a brief memo explaining to employees how to recognize and report conflicts of interest under our ethics policy.
  • Write a sample conflict-of-interest policy and sample disclosure form that employees can complete annually.
  • Create a short communication to remind employees of our anti-bribery policy ahead of a global sales meeting.
  • Generate a one-page ethics training handout that outlines reporting channels, non-retaliation, and key compliance resources.
  • List key steps for conducting an internal compliance audit on vendor onboarding practices.
  • Draft an anti-retaliation statement to be included in our employee handbook.

8.  Legal Research

  • Conduct legal research on [legal issue or topic]. Please be concise. Summarize the relevant case law, statutes, and regulations. Provide analysis and conclusions based on your research.
  • What are the primary legal requirements for [specific type of contract, e.g., NDAs] under [jurisdiction]?
  • Outline the major differences between [specific law] and [another specific law] as applied in [jurisdiction].
  • Provide a high-level overview of the regulatory framework governing [specific industry or activity, e.g., data privacy] in [jurisdiction].
  • Explain the general standard of care required in [industry, e.g., financial services] under [jurisdiction’s] negligence law.
  • What are the compliance requirements for [industry or activity] under [specific law, e.g., GDPR, CCPA]?
  • Outline the steps required for maintaining legal compliance with [specific regulation, e.g., anti-money laundering laws] in [jurisdiction].
  • Summarize the enforcement mechanisms under [specific regulation or statute] in [jurisdiction].
  • List the mandatory disclosures required under [specific law, e.g., securities regulations] for [specific type of business].
  • Summarize the requirements for obtaining injunctive relief in [jurisdiction] and the standards courts apply.

9.  IP & Technology

  • Draft a work-for-hire clause ensuring that all deliverables created by a contractor are owned by our company.
  • Write a license clause granting the customer a non-exclusive, non-transferable license to use our software, with usage limitations.
  • Generate a clause prohibiting reverse engineering or decompiling of software provided under a SaaS agreement.
  • List best practices for protecting our company’s trademarks when entering into a co-branding or white-label arrangement.
  • Summarize key considerations when evaluating whether to file for a patent versus keeping an invention as a trade secret.
  • Draft a short clause assigning all inventions created during employment to the company, including a waiver of moral rights.
  • List common pitfalls in IP ownership clauses in contractor agreements and how to avoid them.
  • Generate a checklist for ensuring trade secret protection in vendor relationships.
  • Summarize the difference between trademark registration and use-based rights in the U.S.
  • Explain how to conduct a basic copyright clearance for using third-party content in marketing materials.

10.  Legal Department Operations & Leadership

  • Create a legal intake form template for business teams to submit requests to legal (e.g., contracts, policy reviews, compliance).
  • Write a short internal communication outlining when and how business teams should involve Legal in vendor negotiations.
  • Draft a standard legal ops KPI dashboard framework for tracking contract volume, turnaround time, litigation status, and legal spend.
  • List strategies a legal department can use to improve its relationship with sales, finance, and HR.
  • Write a short guide for junior in-house lawyers on how to prioritize tasks and communicate effectively with business leaders.
  • Draft a short guide for business teams on how to work effectively with Legal, including intake, timelines, and common delays.
  • Write a status update format for reporting legal team KPIs to the executive team each quarter.
  • Generate a simple legal project tracking template that includes issue, owner, deadline, and status.
  • Create a playbook outline for onboarding new in-house lawyers, including systems, team structure, and workflows.
  • Summarize this [pleading, article, statute, policy, deposition, contract, etc.].

The above prompts are all fairly simple and basic – and that’s by design (as I have built a career on being simple and basic).  The best way to learn what Generative AI can do is to start with simple prompts and then iterate and modify from there.  At a minimum, you can use any of these to just get started – and modify them as you wish (or laugh at my feeble prompting skills and move on with your day).  As you gain experience you can create better (more detailed) prompts tied to your specific needs to help you get more work done or more sophisticated work done.  Here is an example of an “advanced class” Generate AI prompt involving review of a contract.  It takes a lot of work to create but you get back much better results:

You are an experienced contracts lawyer.  Please review the attached contract by following the steps outlined below.

Step 1: Do a preliminary review of the agreement before analyzing it.

1.  Read and Summarize:

Read the entire contract provided below before taking any steps. Then summarize the agreement’s purpose, parties involved, key obligations, and the term or duration of the contract. Identify any schedules, exhibits, or attachments that form part of the agreement.  Identify any provisions that put obligations on the company to take some action by a certain date.

2.  Identify Governing Law & Jurisdiction:

Identify the governing law and jurisdiction clauses, if any. Summarize the implications of these clauses, particularly in regard to dispute resolution, enforcement, and interpretation under the specified legal regime.

Step 2:  Then perform a detailed clause-by-clause analysis.

Break down the contract into its essential components and analyze each segment as follows:

1.  Parties & Authority:

Verify that all parties are correctly identified and have the legal authority to enter into the contract. Identify any references to subsidiaries, affiliates, or third-party beneficiaries and their implications.

2.  Definitions & Interpretations:

Review all defined terms and identify inconsistencies or ambiguities. Determine whether definitions are appropriately scoped to protect the client’s interests.

3.  Scope of Work/Obligations:

Outline the specific obligations of each party, including deliverables, performance standards, timelines, and milestones. Assess whether the obligations are clearly defined, measurable, and enforceable.

4.  Payment Terms & Financial Clauses:

Analyze all financial provisions, including payment terms, invoicing procedures, currency, late payment penalties, and taxes. Identify any unreasonable or ambiguous terms that may affect cash flow or create unintended financial liabilities.

5.  Term, Termination & Renewal:

Identify the contract’s duration, termination rights, and renewal provisions. Assess whether termination for convenience, termination for cause, and automatic renewal clauses are appropriate and aligned with the client’s interests.

6.  Intellectual Property & Confidentiality:

Evaluate intellectual property ownership, licensing, and usage rights. Review confidentiality obligations and determine whether they are adequately protective and reasonably limited in scope and duration.

7.  Representations, Warranties & Covenants:

List all representations, warranties, and covenants made by each party. Identify any broad or indefinite language that could create unforeseen liabilities or obligations.

8.  Indemnification & Limitation of Liability:

Examine indemnity provisions and identify their scope (e.g., third-party claims, negligence, breach of contract). Assess whether liability limitations are adequately tailored to protect the client’s interests.

9.  Dispute Resolution:

Identify the dispute resolution mechanism (e.g., arbitration, litigation, mediation). Evaluate whether the mechanism is appropriately tailored for the nature and value of the agreement.  Suggest revisions.

10.  Boilerplate Provisions:

Review standard clauses such as force majeure, assignment, waiver, amendment, severability, and notice provisions. Confirm their compatibility with the client’s standard terms or preferred language.

Step 3: Next, perform a risk assessment and set out recommendations.

1.  Risk Identification:

Identify any material risks or ambiguities within the contract that could result in potential liability, disputes, or financial loss. Categorize these risks by severity (e.g., high, medium, low).

2.  Propose Revisions:

Suggest specific, precise language amendments to address identified risks or ambiguities. Set forth the purpose and rationale for each proposed revision.

Step 4: The review for compliance & alignment with company policies and applicable law.

1.  Compliance Review:

Evaluate whether the agreement complies with applicable laws, regulations, and internal company policies. Identify any clauses that could conflict with statutory or regulatory requirements.

2.  Policy Alignment:

Assess whether the contract aligns with the company’s strategic objectives, preferred contracting principles, and risk tolerance thresholds.

Step 5: Prepare a summary.

Prepare a comprehensive summary detailing your findings, proposed amendments, and overall assessment of the contract’s suitability. Structure the report as follows:

  • Executive Summary: High-level overview of key findings.
  • Risk Matrix: Categorization of risks by type and severity.
  • Suggested Amendments: Specific clauses to be revised with proposed language.
  • Final Recommendation: Approval, revision, or rejection

As you can see, the more specifics and nuance you build into your prompt the more useful the results.  And if I have a contract playbook or checklist, I can ask the Generative AI to check the contract against that playbook or checklist.

*****

The “science” of prompt drafting is a nascent field.  Fortunately, you do not need to be a computer scientist to prepare useful prompts as an in-house lawyer.  Those who do take the time to master it will increase their value to the department and the company by 10x.  One thing I highly recommend is for legal departments to work as a team to develop their own library of standard prompts tailored to the specific needs of the department and the company.  That will pay off well down the road.  And if you are interested in learning more about drafting prompts, you can search on your own or take a look at the resources below:

That’s all I have room for today (plus my hand is cramping and Jonny Quest is about to start on Cartoon Network – so I am shutting down).  If you take nothing else away from today’s post, consider this: Artificial intelligence will not replace lawyers, but lawyers who know how to use it properly will replace those who don’t.  That should “prompt” you to action if nothing else will.

Sterling Miller

March 31, 2025

My latest book (number six), The Productive In-House Lawyer: Tips, Hacks, and the Art of Getting Things Done (which includes a chapter on Generative AI) is now available for sale.  Like the ABA says, “We need to prompt some more people to buy this crummy book.  We are losing our asses on it.”  What more do you need to know people? You can buy your copy here: Buy The Book!

My fifth book, Showing the Value of the Legal Department: More Than Just a Cost Center is available now, including as an eBook!  You can buy a copy HERE.

Two of my books, Ten Things You Need to Know as In-House Counsel – Practical Advice and Successful Strategies and Ten (More) Things You Need to Know as In-House Counsel – Practical Advice and Successful Strategies Volume 2, are on sale now at the ABA website (including as e-books). 

I have published two more books: The Evolution of Professional Football, and The Slow-Cooker Savant (and cookbook number two is on the schedule for 2025!).  I am also available for speaking engagements, webinars/CLEs, coaching, training, and consulting.

Connect with me on Twitter @10ThingsLegal and on LinkedIn where I post articles and stories of interest to in-house counsel frequently.  

“Ten Things” is not legal advice nor legal opinion and represents my views only.  It is intended to provide practical tips and references to the busy in-house practitioner and other readers.  If you have questions or comments, or ideas for a post, please contact me at sterling.miller@sbcglobal.net, or if you would like a CLE for your in-house legal team on this or any topic in the blog, contact me at smiller@hilgersgraben.com.

[1] Crawling in the “bad” sense is not fun as it implies something unsavory has occurred and hence the need to crawl on your belly.  For example, gang-kidnapping victims, prisoners of war, or Cabinet officials when the Doge-bags come calling.  Yikes!

[2] See, e.g., The Five Things You Shouldn’t Tell ChatGPT, https://www.wsj.com/tech/personal-tech/chatgpt-tips-privacy-987099b4?mod=panda_wsj_section_alert  (Wall Street Journal)(accessed March 30, 2025).

[3] See Does ChatGPT Save Your Data? 2025 Privacy Guide, https://www.chatbase.co/blog/does-chatgpt-save-data (accessed March 30, 2025)(step-by-step instructions on how to utilize ChatGPT privacy tools).

[4] Yep.  Cannot get away from “ten”!

4 comments

  1. Thanks, Sterling for keeping your readers up to date on this important subject… The truth is that AI is an incredible tool and its important to integrate the use of AI into our work as legal practitioners. Best, -Dave Whitecotton

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  2. Great article! One thing I’d add is that building a shared prompt library within the legal team could also help with onboarding new lawyers and standardizing best practices. It’s exciting to see how AI can make legal work more efficient, even if we’re just “crawling” for now.

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