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This is Maximum Lawyer with your host, Tyson Mutrix. Welcome back to Maximum Lawyer Live. I'm Tyson Mutrix. Today I'm going to be talking about an article that I found on X Alex sue if you follow him, he's on all the different social media social media platforms. He shared an article written by someone I don't know their actual real name. It's at Sellers Council. So Sellers Council and apparently so in their bio they're corporate lawyer so they buy and sell, buy and sell side he's also a fractional gc. So it's an interesting article because it says how I actually use AI in my law practice and where it falls apart. I would have never given this any thought if Alex had not shared it. Alex, very smart guy. Someone who does really good content, shares really good things. So I went through this and I figured I, I kind of give my thoughts on some of the things that are in this. I think I agree with some things, I disagree with other things but that was kind of an interesting thing. So this, I'm gonna mix it up a little bit today from what I've been doing but I, this is just an interesting one. It was so I usually talk about things that are top of my mind. This one's kind of top of my mind right now and that's what I want to talk about. But all right, so I'm gonna read part of this just to give you some context. Okay. I'm not going to read the whole thing because it's, it's long. I'm going to give you bits and pieces but I'm going to read part of the beginning. Okay. So on a recent side by side transaction I use Claude to help explain working capital true up to an inexperienced sell side counsel. What the other side had deemed an impossible issue was made simple and easy to understand in just a few Minutes I was able to describe both the theoretical and practical aspects of a working capital true in a fraction of the time it would usually take. All thanks to AI. We closed shortly after the explanation. That's part of it. Next part. That same month, I asked Claude to review an agreement as part of due diligence for a transaction. He told me assignment was freely permitted. It was plainly permitted, prohibited. When I was pushed back. When I pushed back, it doubled down. I had to paste the exact contract language into the chat before it acknowledged the mistake, at which point it told me it hadn't actually reviewed the clause, but it assumed assignment was permitted based on the type of agreement it was. Both of these stories are true and together they're my honest answer to every lawyer who asks what I really think about AI. It depends. Okay. I. I can relate wholeheartedly to. To this. I. Many of us probably have that are more, I would say the at least moderate to power users of. Of AI. I've had this experience with Chad GPT. What was kind of surprising is that I've never had experience like this with Claude. But in fairness I've used. Over the years now significantly, I've used Chat GPT significantly more. But as of late I've. I've certainly shifted to Claude. Interesting. I've already. I've already given the background, so I'm gonna skip over that part of it. My experience with AI. He's got experience with AI. All right, so here's where like the heart of the conversation, that part I wanted to talk about here things AI is good at. And he says. One note. Over time I have found that the best luck with Claude in my legal practice. That's the model I will refer to. I still use Chat GPT for some things, but I generally prefer Claude's outputs and ux. So user interface. I agree with that. That is. That is kind of why I've shifted to cloud is I. I still use Chat GPT for some things, but the most of my stuff's being done in cloud. All right, so client communications. He talks about how client communications is good at summarizing things when it comes to client communication, synthesizing the information and really condensing it down. If I'm in a hurry, I will tell you. I will actually sometimes take a big block of an email that a client has sent me and I will just have it summarized and like give me the bullet points. I'm not. I don't have the bandwidth today. Just give it. Give it to me straight kind of a thing and it does. Does a pretty good job. And so he talks about that. He said, I can write out a dense email with lots of complex information. Claude can make it easier for the client to understand and highlight action items in a fraction of the time. I, I've done something like that too, where I'm like, okay, I know I'm using a lot of legal jargon here. Make this, make this so that the layperson can understand it. I, I've used it to that extent too. All right, the second part of this, reminding and prioritizing. I have a busy life and an inbox that looks like a war zone. He needs an assistant. It sounds like, or better filters. As many systems and procedures as I try to put in place, something is always at risk of falling through the cracks. Claude goes through my list every single day and reminds me of things that I may need to follow up or that I committed to and have not yet delivered on. This means greater client satisfaction and less stress for me, which makes me a better lawyer. Okay, so I agree with this approach. I use an. I actually have an assistant that does this. So I don't use it for that. I have tested out that. That is something I have tested out both with Claude bot, which is now Mult, which was now something else. Open bot or something like that. It's changed multiple times, so I don't use it anymore. I've disconnected it. So I don't. Doesn't matter. But I can see how you could do that easily with Claude Co work on your desktop. You could easily do that. That's something that could be easily done. Perplexities product could do that for you as well. Their email product, that's something you could easily do. So I, I like this idea. I think he's on the right track. Great. Perfect. Good stuff so far. Technical reviews. I work at a small firm. I don't have a paralegal. Oftentimes my eyes are the only ones on a document before it goes to a client. Before AI, that meant the occasional typo or glitch would sneak through that. Through that a second set of eyes would have caught. That's a tough sentence to read. Now AI performs a technical review on every document before I send it. It's like having a dedicated associate to double check my work, but there's no additional cost to the client. Win all around. Okay, good, Great. I think that that's completely fine. Issues lists Oftentimes, during the course of a deal, you'll go through four to five versions of the purchase agreement before arriving at A few key issues that you can just, that you just can't get past. At this point. I usually find it helpful to step away from the contract and work from a document that identifies each issue, each party's position and proposes potential resolutions. That document is incredibly valuable, but can take a couple of hours to put together. Claude can do it very well in just a few minutes. Okay, love this. I, I guess I'm going to kind of get, I'm going to tease sort of my bigger issue with some of the things that he's doing. He's using it the way that he's using AI, the way that it's, we've sort of been trained to, to use it over the last few years. And that's. You enter a chat, you get a response, you enter a chat. So there are a lot of one offs and this is, you have lots of delegation to the AI. Great. Okay, good. However, he's not, I mean none of these are like workflow driven things. These are all just one offs. He's still the one pulling the triggers on all these things. He's still the one doing all the work. One of the, like one of the things, and this is specific to what he just talked about, we have an AI built in to our case management system where it will, it can analyze the entire file and in real time give us the issues where we're not have, we can just look at it. You don't have to actually like click a button or say, hey, can you do this and plug it all into the AI. Now he's, he's using an agreement. So I understand a document, this might be a little bit different, but in the matter that he has, you can still identify these things probably pretty easily where you just can when the information's in there, you can have the AI assess it for, hey, here's some red flags you need to look out for. You're missing these things in your file. Whoa, let's, let's, let's fix those things. So, and that's more process driven instead of one off driven. That's a big difference. Significant difference. And so that's kind of my biggest bone to pick with him on this. None of the stuff so far they talked about is wrong. It's just the way he's using it I'd say is a little bit off. I would make it more process driven as opposed to, you know, him doing it driven by him. Okay, let's get through to the next one. Starting language for bespoke provisions. I almost every deal in Almost every deal, there will be some provisions that don't fit your form and require drafting from scratch. For simple ones, that's easy, but for complex ones, the task can be challenging. Oftentimes the hardest part is just getting started. Once you have a block of text to work with, it becomes easier to see where things need to be added and removed. I can ask Claude to generate a distribution waterfall for an LLC that allocates to different members according to certain percentages based on the revenue source. And it'll give me something to start with very quickly. Then it can serve as a sounding board as I work through revisions until I arrive at language, yada, yada, yada. So what's weird to me is that why wouldn't you just start with doc. Gen. Okay, Doc. So you have your template and then you work from the template. Use the AI to work from the template. That was kind of. This one's kind of bizarre to me that you would just use the AI to create it from scratch. I. That part kind of threw me off. I don't know, maybe just something I don't understand about that practice area. That would just seem. Todd, it's like just use a template. So anyways, which in the next one's kind of similar, modifying basic forms and M and A deal. There are typically several ancillary documents that are not highly negotiated. So basically he talks about how. Basically what I was just talking about taking those forms and just making it fit to the client. I don't know why he wouldn't just do that on number five, which the. The one I just talked about. So. All right, so let's get to the things that he talks about that AI is not good at drafting from scratch or drafting complex agreements, which kind of flies in the face with number five. I don't understand it. Number five just. I'm. I got to talk to this guy because it just doesn't make any sense. So it's not yet to the point that you can hand it an LOI letter of intent and trust it to create a usable first draft of an asset purchase agreement. It may give you a draft that is overly basic in omet terms, one that is overly complex and overkill for your deal, or one that is outright favorable to the other side. It's just not there yet. Even when I provide a good from good form to start with, it still struggles. Okay, I. I agree. This is where. Okay, so the. Something I've noticed with Chad GPT specifically is that it is speaking in very generic terms. So I'll Ask it a question, Give an example what I'm talking about. And then I'll give you an example that something I got from a client recently where the. I was. I. I can't remember what the question was, but I asked it a question, and instead of giving me very specific, there was a very specific answer to it, by the way. It gave me very broad answers like, so let me kind of, Let me make up an example so you know what I'm talking about. So if I, If. Let's say I want to know what. And this is. This wasn't what it was, but let's say I want to know what the specific statute is about. You know, bad faith laws in Missouri. Like something like that. That's kind of broad, but mine was more specific. But it, it, like the answer would be something lying along the line of in Missouri, insurance companies cannot commit bad faith and yada. Like, very, like, yeah, no, no joke. I want something more specific. I want the actual statute. Right. And so it'll do these things where even though it can go the next step, you have to prompt it like two or three times to get to the freaking, like, the specifics where I feel like Claude's not that way anymore. And I got a. I got an email from a client who had gotten bad information from somewhere. And I'm. I'm suspecting it was Chad GBT that. About the valuation of his settlement. And this was a federal tort claim, so there are very specific requirements when it comes to a federal tort claim. And so his estimate of the valuation of the claim was way higher than what it legally actually could have been. Okay. It legally couldn't have been nearly as high as what he was claiming it was. But you could tell by the language in the email that it was something that he had gotten from AI, most likely ChatGPT. It was because he was speaking in very generic terms and I just responded with the very specific terms about why that was incorrect and end up settling the case because of that. So it's creating issues on both for us as attorneys in anything that we're looking at or trying to draft. Because you can't use the. I agree with him. You can't use it to draft like an. I would never use it for like an agreement from scratch. I just wouldn't. I would take. At the very least, I would say, here's a form I've used in the past. Make this apply to this situation, which I have done. We're like, it's a very boilerplate document. I Say hey, I, I, this is for another case. Make it apply to this case. And I've done that before. And it can do that because it's not changing anything other than like names and a couple other things. But otherwise it's pretty easy. All right, let's see to the next one. Understanding sides of a deal or practical impact. So practical impact is where the big issue. Right. I think we all know that like that's where like you are. Just made me think about another client, client email I got. But they're, they're, they're like there's the law, like in law school. This is like the, I feel like it's teaching us in like the AI is like repeating things that maybe we heard in law school but don't necessarily in practice apply much to things like okay, Eerie doctrine, big deal in civil procedure. Right. How often do you actually think about the Eerie doctrine? Okay, so it's from a practical standpoint, it's regurgitating things that maybe legal principles, but not with the perspective of your jurisdiction that you may be in the state that you're in your practice area. It doesn't take things like that into consideration. But he says, I frequently see AI recommend provisions as being favorable to one side when in fact the opposite is true. It once recommended that a buyer add a confession of judgment clause in a seller's promissory note. One of the worst mistakes a buyer can make in order to fast track future disputes. I'm not sure why the why this is, but it's a consistent error that I see in almost every deal. It also tends to hyper fixate on issues that aren't actually important in the real world. Email not being allowed as a method of providing notice may be a little outdated. Sure. But that's not going to impact the deal at all. Yes, that was a real issue that Claude flagged as a major concern. Yeah, I mean I already kind of talked about this a little bit, but yeah, I, I, I agree with that. Negotiating. So this is the next thing. I think it's insane to try to use AI to negotiate. I don't, I would, I, at this point I'm not comfortable at all using AI to help me negotiate on something. But I'll talk about what he says. He says negotiating this one is hard for AI wants, it wants everything to be fair. And, and he talks about how it just, it doesn't work. Have struggles identifying and I, and prioritizing where he talks about how AI wants everything to be fair. Which I agree with that too. Where it's it's, it's not going to want, want to be lopsided in your favor. That's why you have to, you have to prompt it if you do. Like I, I have used it in situations where I want something written that's favorable to me. I, I want it to be, take my side, take my position. That's what I wanted to do and I wanted to help me write that. So you have to prompt it to do that. Otherwise the default is fairness. That's what the, the default is generally going to be, is fairness. So you have to prompt it if you want something different. Even if you say I represent this person, it can. And you, because I've had it. Do help me with some, some deposition questions before because I want to get some new ideas for questions. And it was like it didn't quite understand the fact that, hey, like this, that's the defendant. Like I, I need more, I need some more biased language from you. So you. It's one of the things where you have to prompt it a little bit more to get what you're looking for. All right. Due diligence. I know, I'll take some Pete for this one is what he says. Okay. This is another thing too. It contradicts what he said above because he used it for due diligence. But I'll just kind of, I'll, I'll take a step back. I'll ignore that for a second. I know I'll take some heat for this one. But AI is not a trustworthy tool for due diligence. The reason is simple. Even though AI can work through contracts much faster than most lawyers, sometimes it just makes it up. As I mentioned above, I have had Claude read a contract with plainly written anti assignment clause and report that assignment was freely permitted by the contract. This wasn't a one off experience. It randomly decides to pull things out of thin air and ignore the information it reviews. And from what I've read, this is an inherent limitation, not a bug anyone expects to fully solve. I'm not sure I will ever rely on AI for any meaningful due diligence. So some kind of like talk about generally about this a bit. So I think it's good at some basic stuff. When it comes to do deal to due diligence, I don't think what is bad is the nuance. It's really bad at nuance. And some of the things he had even mentioned were like, no, that's clearly something that should not be in there. Like there are certain things, like whenever it comes like a settlement release, that it probably would not know that we needed it to say something different. Where for example, I bet if I asked it to sign to generate a release for an injury case, I bet it would give me a general release. And I'm guessing that it, if I didn't prompt it, otherwise it would just create a general release. Well then if my client had claims against multiple people, least in the state of Missouri, my client's screwed. My client can't go against. So let's say there's three defendants, Defendants one, two and three. If we settle defendant one, they sign a general release. Defendants two and three, even though they're not even listed in the release, not even mentioned at all in any capacity, that case is gone, it's over with defend. And, and you could. That's a really big mistake. If the, if defendants 2 and 3 are, are bigger pockets. So that's the problem. So the nuance, it's not really good. So if you're having it do due diligence on some sort of a release or something like that and not good. You just. I wouldn't trust it. We've tested it out a little bit. I've had similar situations where I'm having it, where I've actually created a GPT in Chad. GPT. And I said I, I fed it with all the information it needed. Okay. All the things we do, all the workflows. And it was missing things where like I would say, hey, like I did review this, identify any issues, and it wasn't identifying some of the major issues that would have been issues. And so it's, that's a problem. But I think the bigger, I, I think that the, the bigger thing is what I talked about is where a lot of the ways he's using it, it's very, it's. And it's not, not to say it's not saving him time. I'm sure it's saving him a lot of time, a lot of money. He's probably able to operate it at a higher capacity. So it's still good. But if he, if he, he could take some of this stuff and make it more process driven. And it sounds like he may be a true solo too, the way he's talking. He doesn't have a paralegal. Maybe he has an assistant, but he doesn't have a paralegal, no other associates. So at most he might just be, may have a legal assistant. And so that may be part of the problem. But if he were more process driven, some of this stuff could Just be done automatically. Files opened up, things are, documents are added to the file, things are created automatically. So my just, you know, for people in the association, my advice to you is think about this more as a process when it comes to AI. Try to get out of the, of the thinking that this is, you know, you're, you're operating from a chat only exclusively. You will always be operating from a chat, I think to some extent. Just like we've been using Google for two decades, two and a half decades. So you're still going to be asking it questions. But it, when it comes to actually doing the fulfillment, think of it more as a process. How can I build this into the workflow where I'm not having to really touch it, it's just being done. I'll give you an example. I've been, I've used this example a lot but it's just an easy example as to how to use it. We used to have a person manually go and pull the weather data for a case which is, could be really important for a slip and fall. It could be important for a car crash too. But for a slip and fall it can be really, really important, at least when it comes to our laws in the state of Missouri. And so getting that weather data was usually done by a person manually. Now files opened up, AI read that goes and extracts the information, puts in the file automatic. That's a process driven thing. That's not something where something's type, someone's typing it in, go pull me the weather data. It's done. Okay, so think about AI when it comes to more of a process driven type of a thing. All right, that's all I have. I, I was going to go through, I got a couple minutes so give me, let me, I'll just go through see there's any interesting comments on this article because I, I, I do want to go go through that. Okay, kind of skip through that. One really thoughtful post. Matches many of my own experiences. Was hesitant to read this as the 1000th AI balance take on AI, but this offers good insight. The client communications bit is surprising. How do you make sure the email doesn't sound like AI slop though? So he says he doesn't have it. Write it for him. Okay. He One person asked which paid version of cloud are you using? And sellers counselor says the pro version. Hey, boom. Excellent article. I use cloud in almost every area of my practice to get a first run at an issue or cross examination and then work with that material and refine it to what I Need. I still need to be deeply knowledgeable about a case. Call it Claude. Just speeds up that process. That. That brings up a really excellent point. If you use AI too much, you need to find another way to learn your file. That's a really important thing. So just especially when it comes to litigation. I mean, if you could you imagine walking into a courtroom and you had AI do everything and you don't, I mean, understand your file. There's already been a lot of studies on this where if you have AI create things, your. Your ability to remember the things that was being. That were being worked on. It's. It's very, very low. So it's that MIT study. So just be, be very, very careful. Be careful about that. And then also make sure that things are process driven. Okay? Make sure process driven AI as at every angle that you can and you'll be in shape. All right. That's all I have for this week. Hopefully you enjoyed this one. I know it was a little bit different, but I'll be back to my normal way of doing things next week. Have a great week, everybody, and we will be seeing you. Make sure you check out beccaslist.co. and if you're interested in the association, go to maximum lawyer.com. see everybody.
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Maximum Lawyer Podcast Episode Summary
Episode Title: AI for Lawyers: The Assistants That Never Sleep (But Still Need Supervision)
Host: Tyson Mutrux
Date: April 11, 2026
In this episode, host Tyson Mutrux dives deep into an article shared by Alex Su, originally written by "Sellers Council", a corporate/fractional GC, on how AI is actually used in law practice – where it excels, and where it falls short. Tyson gives a candid, practical critique from his own extensive AI legal workflow experience, comparing tools like Claude and ChatGPT, and encouraging lawyers to shift their thinking from "one-off AI tasks" to process-driven automation.
Positive Use Case:
· AI (Claude) explained a complex "working capital true-up" transaction effectively to an inexperienced counsel, resulting in a faster, smoother deal closure.
· "[AI] made simple and easy to understand in just a few minutes... All thanks to AI. We closed shortly after the explanation." – Sellers Council (read by Tyson, 02:46)
Warning Story:
· When tasked with reviewing a contract, Claude incorrectly stated that assignment was "freely permitted" (when it was prohibited). Only after pasting the exact contract language did it acknowledge the error.
· "It doubled down... it told me it hadn't actually reviewed the clause, but assumed assignment was permitted based on the type of agreement." – Sellars Council (read by Tyson, 03:20)
· Tyson reflects: "I can relate... This has happened to me with ChatGPT, though not yet with Claude." (05:01)
Summarizing & Condensing for Client Communications:
· AI is excellent at converting dense legal emails into readable summaries and bullet points for clients.
· "I can write out a dense email with lots of complex information, Claude can make it easier for the client to understand..." – Sellers Council, as summarized by Tyson (07:00)
· Tyson: "If I'm in a hurry... give me the bullet points. I'm not... give it to me straight kind of a thing." (06:47)
Reminding & Prioritizing Tasks:
· AI assists in managing daily lists, serving as a digital assistant for reminders and follow-ups, increasing client satisfaction and reducing stress.
· "[Claude] goes through my list every single day and reminds me of things that I may need to follow up or that I committed to and have not yet delivered on." – Tyson paraphrasing Sellers Council (09:22)
· Tyson: "I actually have an assistant that does this, but I've tested it out with Claude... Perplexity's email product can do that for you as well." (09:50)
Technical Reviews:
· AI acts as a proofreader for documents before client review, helping catch typos and glitches—like a second set of eyes, with no additional client cost. (11:13)
Issues Lists Creation:
· AI quickly generates issue lists in transactions where reviewing and flagging critical contract points is essential.
· Tyson notes: "These are all just ‘one-off’ uses... he’s still the one pulling the triggers... Not workflow-driven, but still useful." (13:10)
Drafting Starting Language for Bespoke Provisions/Modifying Forms:
· AI helps in generating starting language for custom contract clauses and modifying basic forms.
· Tyson questions: "Why not just start with a template? ...That part kind of threw me off." (15:23)
Drafting Complex Agreements or from Scratch:
· AI isn’t yet reliable for drafting entire agreements (e.g., LOIs, asset purchase agreements) from scratch—it can omit terms or create overly generic/biased documents.
· Tyson: "Something I've noticed with ChatGPT... it is speaking in very generic terms... You have to prompt it two or three times to get the specifics." (17:55)
Understanding Deal Sides or Real-World Impact:
· AI sometimes misjudges which side a provision benefits, or over-emphasizes trivial issues (like email notice clauses).
Negotiation Support:
· AI defaults to fairness and fails to craft truly one-sided or strategic negotiating positions unless heavily prompted.
· Tyson: "I think it's insane to try to use AI to negotiate right now... I want it to be more biased, and it doesn't unless you prompt it!" (22:37)
Due Diligence:
· AI can misread, hallucinate, or miss nuanced contractual issues—making it unreliable for critical due diligence checks.
Current use cases are "one-offs"—lawyers type, AI responds—but real leverage comes from process-driven automation inside your workflow and case management systems.
Example of process-driven AI:
· Automatically pulling and storing weather data for slip-and-fall cases, without any human triggering the task.
Advice: Lawyers should invest in building AI into their workflow and systems, not just chat with it ad hoc.
Caution: Over-reliance on AI can reduce your deep knowledge of cases, particularly in litigation—referencing studies from MIT on information retention.
On Summarizing for Clients:
"I can write out a dense email with lots of complex information, Claude can make it easier for the client to understand and highlight action items in a fraction of the time." – Sellers Council (07:00, read by Tyson)
On Reviewing AI Recommendations:
"It once recommended that a buyer add a confession of judgment clause in a seller's promissory note. One of the worst mistakes a buyer can make in order to fast track future disputes." – Sellers Council (21:24, read by Tyson)
Tyson’s Fundamental AI Advice:
"My advice to you is think about this more as a process... Try to get out of thinking that this is, you know, you’re operating from a chat only." (25:19)
On AI’s Limits:
"It's not yet to the point you can hand it an LOI, and trust it to create a usable first draft." (16:02)
About Loss of File Knowledge:
"If you use AI too much, you need to find another way to learn your file … when it comes to litigation, could you imagine walking into a courtroom and you had AI do everything and you don't understand your file?" (26:44)
The conversation is candid, practical, and sometimes wry—Tyson relates and critiques with personal stories, emphasizing real-world applicability and urging lawyers to adopt a systems mindset. He blends tech curiosity with practical law firm experience, always tying back to what matters for client outcomes and legal reliability.
AI is a powerful time-saving assistant for lawyers, excelling at summaries, reminders, and basic document review. But it isn’t foolproof—its errors can be critical, especially in contract nuance and due diligence. Tyson's central message: use AI where it works, supervise everything, and focus on integrating AI into automated, process-driven workflows instead of relying solely on manual chats. Stay deeply knowledgeable about your cases—AI can speed you up, but shouldn't replace your legal expertise or judgment.