The Digital Transformation Playbook
Kieran Gilmurray is a globally recognised authority on Artificial Intelligence, intelligent automation, data analytics, agentic AI, leadership development and digital transformation.
He has authored four influential books and hundreds of articles that have shaped industry perspectives on digital transformation, data analytics, intelligent automation, agentic AI, leadership and artificial intelligence.
𝗪𝗵𝗮𝘁 does Kieran do❓
When Kieran is not chairing international conferences, serving as a fractional CTO or Chief AI Officer, he is delivering AI, leadership, and strategy masterclasses to governments and industry leaders.
His team global businesses drive AI, agentic ai, digital transformation, leadership and innovation programs that deliver tangible business results.
🏆 𝐀𝐰𝐚𝐫𝐝𝐬:
🔹Top 25 Thought Leader Generative AI 2025
🔹Top 25 Thought Leader Companies on Generative AI 2025
🔹Top 50 Global Thought Leaders and Influencers on Agentic AI 2025
🔹Top 100 Thought Leader Agentic AI 2025
🔹Top 100 Thought Leader Legal AI 2025
🔹Team of the Year at the UK IT Industry Awards
🔹Top 50 Global Thought Leaders and Influencers on Generative AI 2024
🔹Top 50 Global Thought Leaders and Influencers on Manufacturing 2024
🔹Best LinkedIn Influencers Artificial Intelligence and Marketing 2024
🔹Seven-time LinkedIn Top Voice.
🔹Top 14 people to follow in data in 2023.
🔹World's Top 200 Business and Technology Innovators.
🔹Top 50 Intelligent Automation Influencers.
🔹Top 50 Brand Ambassadors.
🔹Global Intelligent Automation Award Winner.
🔹Top 20 Data Pros you NEED to follow.
𝗖𝗼𝗻𝘁𝗮𝗰𝘁 Kieran's team to get business results, not excuses.
☎️ https://calendly.com/kierangilmurray/30min
✉️ kieran@gilmurray.co.uk
🌍 www.KieranGilmurray.com
📘 Kieran Gilmurray | LinkedIn
The Digital Transformation Playbook
How Generative AI is Transforming Legal Practice Through Smarter Prompts
Use Left/Right to seek, Home/End to jump to start or end. Hold shift to jump forward or backward.
The legal profession stands at a technological crossroads, with generative AI rapidly transforming how lawyers work. When Microsoft lawyers began using AI tools, they became 32% faster and 20% more accurate – a stunning efficiency boost that's now within reach for legal professionals everywhere.
TLDR:
- Prompt engineering is the art of crafting instructions to get specific desired results from AI
- Four key questions for effective prompts: what do you want AI to do, why and who's involved, how should AI respond, what reference material should it use
- Legal applications include drafting, research, analysis, summarization, negotiation support, and client communications
- The lawyer always remains responsible for the final work product – AI is a co-pilot, not autopilot
- Ethical considerations include professionalism, proper disclosure, confidentiality, and data security
- Best practices include using trusted source materials, verifying results, and experimenting to improve prompts
- Microsoft and Singapore Academy of Law's guide provides practical examples for contract review, disputes, compliance, and client communications.
Prompt engineering – the skill of crafting effective instructions for AI systems – has emerged as the key to unlocking these capabilities. Drawing from Microsoft and the Singapore Academy of Law's comprehensive guide, we explore how lawyers can master this art through a structured approach. The framework revolves around four essential questions: defining your goal with clear action verbs, providing rich context about purpose and stakeholders, specifying expected output formats, and directing the AI to appropriate reference materials. This methodology transforms vague requests into powerful, targeted prompts that deliver precisely what a lawyer needs.
The practical applications span virtually every aspect of legal work. From generating contract drafts and identifying risks to summarizing cases and preparing for negotiations, AI assists with routine tasks while freeing lawyers to focus on strategy and client relationships. Integration with familiar tools like Word, Teams, and Outlook makes these capabilities seamlessly accessible within existing workflows. Yet with this power comes significant responsibility – the lawyer always remains accountable for the final work product, with ethical considerations around disclosure, confidentiality, and appropriate use cases requiring careful navigation.
As AI continues reshaping legal practice, prompt engineering is quickly becoming as fundamental as legal research or writing skills. Try experimenting with these techniques in your own work – the efficiency gains might surprise you. How will you incorporate AI as your legal co-pilot?
𝗖𝗼𝗻𝘁𝗮𝗰𝘁 my team and I to get business results, not excuses.
☎️ https://calendly.com/kierangilmurray/results-not-excuses
✉️ kieran@gilmurray.co.uk
🌍 www.KieranGilmurray.com
📘 Kieran Gilmurray | LinkedIn
🦉 X / Twitter: https://twitter.com/KieranGilmurray
📽 YouTube: https://www.youtube.com/@KieranGilmurray
📕 Want to learn more about agentic AI then read my new book on Agentic AI and the Future of Work https://tinyurl.com/MyBooksOnAmazonUK
AI Transforming Legal Work
Speaker 1Okay, let's unpack this. So imagine this Microsoft lawyers suddenly getting what? 32% faster.
Speaker 2And 20% more accurate.
Speaker 1That's just well. It's not sci-fi anymore, is it? It happened when they started using generative AI. Pretty mind-blowing.
Speaker 2It really is.
Speaker 1Welcome to the Deep Dive. We try to make complex stuff clear and today we're diving straight into how generative AI is well reshaping the whole legal field. Deep Dive straight into how generative AI is well reshaping the whole legal field.
Speaker 2Good thing.
Speaker 1And our main focus getting good at it, mastering it through what they call prompt engineering.
Speaker 2Yeah, and what's really striking is how fast this is all moving. You know, ai and law isn't brand new. We've had data analytics, discovery automation for a while.
Speaker 1Right Due diligence contract management.
Speaker 2Exactly, but this generative AI wave. It feels like a completely different level, a real chance for proper innovation in how lawyers actually work day to day.
Speaker 1Absolutely, and the source we're digging into today is this guide promptsforlawyerspdf. It's from Microsoft and the Singapore Academy of Law.
Speaker 2A pretty solid combination.
Speaker 1Yeah, and it's designed to give legal pros like you listening practical ways to get you know real results from these AI tools.
Speaker 2That's not just theory.
Speaker 1No, think of this deep dive as your shortcut, your way to understand how AI can be this super efficient legal co-pilot. We're pulling out the key bits on prompt engineering.
Speaker 2The essential takeaway.
Speaker 1Exactly so you save time, boost your understanding, but without getting totally buried in detail. Our mission just give you the know-how to use generative AI well in your practice.
Speaker 2And it's useful, like I said, to remember the background. Ai started with processing massive data sets, automating really specific, sometimes quite tedious tasks. Right Generative AI though it's an evolution, it can take on more routine work, freeing you up for the stuff that really needs your brainpower strategy, client relationships.
Speaker 1The higher value stuff.
Speaker 2That's it.
Speaker 1And look, this isn't some distant future thing, it's happening right now Legal research tools, contract drafting software they're building this stuff in.
Speaker 2You see it everywhere. Even the Singapore courts are testing it out for people representing themselves in small claims. That's fascinating, and the Singapore Academy of Law is boosting its own research databases with it too.
Speaker 1So it's not just specialized legal AI tools anymore. Right Even general tools are becoming powerful legal assistants.
Four Key Prompt Engineering Questions
Speaker 2Which makes understanding how to talk to these models, how to instruct them, absolutely critical. The guide really hammers this home. The AI's power is tied directly to the quality of your prompts.
Speaker 1Okay, so let's get right into it then. What exactly is prompt engineering?
Speaker 2Well, basically, it's the skill, or maybe the practice of crafting instructions, the prompts to get specific desired results from the AI.
Speaker 1Like learning its language.
Speaker 2Sort of yeah, think of it as learning how to communicate really clearly with an incredibly smart but sometimes very literal digital helper.
Speaker 1The guide calls it more of an art than a science, which I thought was interesting. It suggests it's not just a formula.
Speaker 2Exactly. It implies intuition, experience, learning how the models react, figuring out what works to really unlock what they can do for you.
Speaker 1Okay. So how do we get good at this art? How do we go from just asking a basic question to properly engineering a strong prompt? The guide breaks it down using four key questions to ask yourself. First one what do you actually want the AI to do? What's the goal?
Speaker 2Seems obvious, but clarity here is absolutely number one. The guide says start prompts with clear action verbs. You know?
Speaker 1draft summarize analyze Tells it exactly what job to do.
Speaker 2Right, and if the goal's complicated, break it down. Smaller steps are usually better than one giant. Ask like giving detailed directions instead of just a vague address.
Speaker 1Makes sense. Don't ask for the entire case strategy at once. Maybe start with analyzing the key emails first.
Speaker 2Precisely.
Speaker 1Okay. Second question why do you need this output and who's involved? This sounds like it's all about context.
Speaker 2It is. The more relevant background info you give it constraints, who the parties are, that sort of thing the better the AI gets it Right. The guide also mentions specifying the persona, basically who's asking, who's the output for? Is it for you, another lawyer, the client? That helps it adjust the language, the tone.
Speaker 1Ah, okay, and they mentioned something called few-shot learning. What's that about?
Speaker 2Think of it like giving the AI a couple of examples first, like if you wanted to draft a specific type of contract clause, you could paste in one or two good examples right into the prompt.
Speaker 1So it sees the style you want, not just the topic.
Speaker 2Exactly Style, format, level of detail, and the guide lists key legal context points too. The legal issue itself, the jurisdiction, super important applicable laws, case details, stakeholders all that stuff helps focus the AI.
Speaker 1Got it. So context acts like guardrails keeping the AI on the right track. Third question how should the AI respond, setting expectations for the output.
Speaker 2Precisely, this is where you define the voice, the format. Do you need a deep dive report or just quick bullet points?
Speaker 1Formal legalese or plain English.
Speaker 2Right Table memo summary. What's the actual purpose? Is it an internal note or is something going to a client and, crucially, for law? You can often specify the jurisdiction to focus on, say, singapore law.
Speaker 1That level of control sounds really useful. The guide also mentions chain of thought prompting what's that Sounds like? Asking it to show its work.
Speaker 2That's a pretty good way to put it. Yeah, yeah For complex stuff. If you add something like think through this step by step to your prompt, it encourages the AI to explain its reasoning process. This can lead to better answers, often more accurate ones. Plus you can follow its logic see if it lead to better answers, often more accurate ones. Plus you can follow its logic see if it missed something.
Speaker 1Okay, that makes sense. They have this great example prompt in the guide. Let me see Generate three to five bullet points on the key issues. Prepare me for a meeting with client X. Discuss case strategy against Y. Focus on emails and outlook and Teams chats since June Be concise, simple language, active voice, get up to speed quickly, see it perfectly weaves together the goal, the context, the audience, the format, the sources.
Speaker 2Very specific.
Speaker 1Really shows how targeted you can be Okay. Fourth and final question what reference material should it use, Bringing in specific sources?
Speaker 2Yeah, this is a big one. The guide strongly recommends feeding it specific references, especially with general AI models. Could be internal documents, old case files, specific websites, legal databases, things you trust Exactly and precision is key here. Don't just throw a whole 50-page document at it. Point it to the specific clauses, the relevant paragraphs, makes sense. Many tools let you upload docs or give URLs now too.
Practical Applications for Lawyers
Speaker 1So you're narrowing its focus beyond just its general training data, like giving it the exact reading material it needs.
Speaker 2Spot on. And if you are asking it to look at multiple documents, the guide suggests telling it to cite its sources in the output.
Speaker 1Ah, smart, so you can check where it got something from Crucial for verification.
Speaker 2Absolutely. It keeps things transparent, lets you trace it back. But and this is a huge but you absolutely must follow your organization's data privacy and security rules.
Speaker 1Right, super important point.
Speaker 2Be so careful about what information you're putting into these models. Make sure you're using approved, secure platforms, especially with client data.
Speaker 1Cannot stress that enough. Okay, so we have the framework Goal context expectations source. Now how are lawyers actually using this? The guide lists a ton of practical applications.
Speaker 2It really covers the waterfront. Legal drafting is a big one Getting first drafts of contracts, advice, even pleadings.
Speaker 1That alone could save so much time.
Speaker 2Huge time saver. Then there's legal research finding cases, summarizing complex legal points, spotting trends.
Speaker 1And analysis, right Checking, contracts for risks, compliance issues, document intelligence for due diligence another area where efficiency gains could be massive.
Speaker 2Definitely Summarization too, Just getting quick synopses of long documents or transcripts. That's incredibly useful day to day.
Speaker 1Negotiation support. That sounds interesting. Generating standard replies, getting intel.
Speaker 2Yeah, maybe suggesting counter arguments or analyzing the other site's position based on available info. Knowledge management is another finding info buried in your firm's databases much faster.
Speaker 1Even client communications drafting emails.
Speaker 2Yeah, helping get the tone right. Ensuring key points are covered and meetings scheduling. Translation transcription summarizing who said what. Pulling out action items.
Speaker 1Wow, okay, practice management too. Insights on performance finances.
Speaker 2Potentially, yeah, analyzing data to spot trends and even automating time entries, maybe drafting initial work descriptions based on your activity.
Speaker 1They even mention marketing, creating content. It really seems like it touches almost every part of legal work.
Speaker 2It does. The potential is broad and for you listening, remember this all comes back to efficiency and getting the knowledge you need faster. These use cases are where prompt engineering makes that happen.
Ethical Considerations and Best Practices
Speaker 1But with all this power comes responsibility right. The ethical side, the good practices the guide focuses heavily on this too.
Speaker 2As it should. The absolute number one principle, they stress, is professionalism. You, the lawyer, are always responsible for the final work product, even if AI helped draft it.
Speaker 1That old saying don't rely on an authority you haven't read still applies.
Speaker 2Absolutely. You have to review, verify and stand by the output. It's your judgment, your license on the line.
Speaker 1Which leads to the co-pilot, not autopilot, idea they keep mentioning.
Speaker 2Exactly AI assists, it suggests it can make you more fluent, but it doesn't replace your legal expertise, your advocacy skills, your core understanding. It's a tool, not a substitute.
Speaker 1Another key point disclosure. Do you need to tell clients or the court you used AI?
Speaker 2Well, that depends. You need to check your firm's policy, your local bar rules, professional conduct guidelines. Sometimes disclosure might be required, sometimes not, but you need to know the rules.
Speaker 1And confidentiality. We touched on this with Veda Security, but it's critical.
Speaker 2Paramount. You have to understand the AI services terms For your prompts confidential. Could client data leak out? The guide warns strongly against free public tools for sensitive work because your data might be used by them.
Speaker 1Stick to enterprise solutions with proper safeguards.
Speaker 2Ideally, yes, and always try to anonymize prompts if you can remove specific names identifying details, especially when dealing with sensitive client matters.
Speaker 1The guide has a handy DO and don't list to what are the key DOs.
Speaker 2DO use it for comparing documents, summarizing info, identifying key issues, brainstorming ideas, but always start with trusted source materials. If possible, do start a new chat for each distinct task to keep the context clean. Do submit related prompts sequentially, building on the previous ones. Do verify the results meticulously and DO experiment, iterate, tweak your prompts.
Speaker 1Get better through practice.
Speaker 2Don't ask too many things at once in a single prompt to keep it focused. Don't expect perfection on the first try. Refinement is usually needed Right. Don't just assume the output is accurate or fit for purpose without checking and the big one don't ever use the AI output as your final work product without thorough human review and validation.
Speaker 1Really practical stuff. To make it even more real, the guide gives specific, prompt examples, like for contract review.
Speaker 2Yeah, analyzing ESOP benefits, reviewing IP indemnity clauses, checking representations and warranties, even creating a playbic for standard contracts.
Speaker 1And for disputes.
Speaker 2Finding inconsistencies between affidavits and pleadings or between affidavits and trial testimony Really useful for prepping cross-examination.
Speaker 1Regulatory compliance examples too.
Speaker 2Yep finding rules for serving documents checking data collection against privacy laws like Singapore's PDPA. Outlining employer duties during layoffs.
Speaker 1Practical everyday legal questions, even client comms and billing examples.
Speaker 2Right. Summarizing meeting notes and drafting follow-up emails. Composing work descriptions for invoices.
Speaker 1And I thought the Coopilot prompt example section was great, showing how this works inside Microsoft tools we already use.
Speaker 2Like Word, Teams, PowerPoint, Outlook, Edge.
Speaker 1Yeah, analyzing a contract stored in OneDrive right within Word, getting a summary of a Teams meeting you couldn't attend.
Speaker 2Drafting emails in Outlook with AI. Help creating a PowerPoint deck from a document.
Speaker 1Summarizing long web pages in Edge. Comparing legal descriptions, it makes it feel much more integrated, you know.
Speaker 2Definitely. It shows how it can become part of your actual workflow, not just a separate tool you have to go to and finally, they include a glossary just defining key terms like AI, context, generative AI, prompt, model, output. Helps everyone get on the same page with the language, makes it less intimidating, maybe.
Real-World Examples and Takeaways
Speaker 1Yeah, I think so. So, wrapping up this deep dive on prompts for lawyers, the big takeaway seems clear Learning prompt engineering isn't just nice to have anymore. It's becoming pretty fundamental for lawyers wanting to really use generative AI effectively.
Speaker 2The payoff is potentially huge right Big jumps in efficiency, maybe better accuracy on some tasks and, crucially, more time for lawyers to focus on that high-level strategic work and client advice.
Speaker 1But it has to be done thoughtfully, responsibly, ethically. That came through loud and clear.
Speaker 2Absolutely. It's a powerful tool and, like any powerful tool, it needs to be used correctly.
Speaker 1So here's something to maybe mull over. We see how fast this AI is moving, how it's weaving itself into legal work. How is this skill crafting really good prompts going to become just a core, essential competency for every lawyer, maybe just like legal researcher? Writing is now.
Speaker 2That's a great question, and what follows from that? What new ethical questions or professional development needs pop up as AI becomes well, an even smarter partner in legal practice?
Speaker 1It definitely makes you think about what the future lawyer's skill set needs to include.
Speaker 2It really does.
Speaker 1If this has piqued your interest, maybe try and find that promptsforlawyerspdf guide. It's packed with practical stuff. Think about how these ideas, goal, context, expectations, source could apply to your work, the things you do every day.
Speaker 2Yeah, connect it back to your own practice.
Speaker 1And think about that Microsoft statistic again 32% faster, 20% more accurate. With the right prompting skills, maybe those kinds of gains aren't so far-fetched for you either. Thanks for joining us for this STEAM dive.