Odd Lots - Why AI Might Actually Create More Work for Lawyers

Episode Date: July 13, 2026

It seems obvious that among the many industries that AI might disrupt, the legal profession might face some of the most adverse outcomes. When clerical, research-based tasks like searching through dat...abases and reading contracts are automated, what is left for lawyers to do and how might they justify all those billable hours? In this episode we speak with Gary Wingens, chair and partner at the law firm Lowenstein Sandler. He talks about how his firm is using AI and why he thinks the technology could end up increasing legal work for lawyers as costs come down, creating a sort of “Jevon's paradox” for lawsuits, deals and litigation. We also talk about the billable hours model and training junior talent.Read more: AI Legal Startup Norm Valued at $1.2 Billion Funding RoundOnly Bloomberg.com subscribers can get the Odd Lots newsletter in their inbox — now delivered every weekday — plus unlimited access to the site and app. bloomberg.com/subscriptions/oddlotsSee omnystudio.com/listener for privacy information.

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Starting point is 00:00:00 This week on Leaders with me, Francine Lacqua. I speak to tennis legend Rafa Nadal about how he stayed competitive despite injury. I was able to enjoy the victory. The victory is probably more than if I will not have this issue. One iconic match. In my mind was, I am almost dead. And whether he misses playing. I don't miss tennis because it was nothing else to offer.
Starting point is 00:00:24 Listen and watch Leaders with me, Francine Lacqua, on Bloomberg Television or wherever you get your podcast. Bloomberg Audio Studios Podcasts Radio News Hello and welcome to another episode of the Odd Lots podcast. I'm Joe Wisenthall. And I'm Tracy Allo. So Tracy, I think like maybe a year and a half ago
Starting point is 00:00:58 we did that episode with Joel Wertheimer talking about AI and law. It does feel like law specifically is one of those areas where it's very easy for the normal person to imagine how I could be very disruptive. Would you say that's fair? Yes.
Starting point is 00:01:17 I would say, however, and full disclaimer, so my husband used to be a lawyer, a corporate lawyer. I would say that, like, standardized forms and templates have existed in the legal profession for many, many years. And law has also gone through many, many technological revolution. So we've gone from, like, scriveners. Do you know the term? Scribner, to, like, keyboardists.
Starting point is 00:01:39 Totally. The advent of, like, typists was supposed to be this. massive hit for, not a hit, but like this massive deal for the legal industry. And everything ended up like navigating through it pretty much. I guess they probably at each one of those waves. There probably was some extreme period of anxiety about disruption and how would billing still happen? And of course, one of the questions that comes to mind in the legal profession is like, why would the lawyers want to reduce the number of hours that they can, you know, do on a case given that famously their pay.
Starting point is 00:02:13 by the hour. I think actually, aren't they like paid by the 10 minutes technically? Sometimes, yeah. But it does feel like, so maybe like, I'm not saying, and I don't even have an intuition per se that AI would like upend, like, or reduce the amount of legal work that needs to get done. But those technological revolutions that you mentioned in the past probably did change the industry quite a bit. So regardless of like total employment or job prospects, et cetera, it feels inevitable that change is going to come. At one point, it was probably like a skill to be able to know case law or know how to search LexisNexis. Like that almost certainly is going to change. So one thing I've been thinking about, and this gets into the productivity
Starting point is 00:02:51 debate, is I'm starting to come around to the idea of a Jevin's paradox in just general bureaucracy, basically. So you already have AI that's like being used by insurance companies to push back against claims. And then you have claimants using AI to then push back against the insurance companies. And I feel like the future could just be a bunch of bots, like talking to each other and filing different claims. And I guess we'll still have to sort it all out at the end. Yeah. And maybe we don't get more productive. I don't know. Other people have said this. Everyone, a lot of people, like in tech coding all of these computer jobs, right now, a lot of people seem to feel very stressed and overworked. Like, I don't think you look at a situation, someone who has a job that
Starting point is 00:03:38 primarily involves on their computer. It's like, oh, I'm feeling like I'm really have it easy these days. Everyone feels very stressed. But anyway, I'm very interested in this topic. It was a big story several months ago, one of the major law firms, Kirkland and Ellis, like talking about like building out more in-house infrastructure. So I think it's like a good time to sort of get a state of the market of like, okay, like we're what, almost four years into the post-chat GPT world. Where do we actually stand in terms of? of what AI could do for legal work, and then also just like how it's changing the profession, if at all.
Starting point is 00:04:13 Yeah, let's do it. All right, I'm very excited to say we do, in fact, have the perfect guest. Someone who's been talking a lot about this, someone who's written about this topic, someone who is at a very substantial law firm where we can actually see some of this taking place in real times. We're going to be speaking with Gary Wiggins. He is the chair of Lowenstein Sandler.
Starting point is 00:04:32 So, Gary, thank you so much for coming on Adelots. Delighted to be here. Thanks for having me. Just to set the scene, why don't you give us a little bit of an idea of what the firm is, how big it is, your role there, and what it's sort of a special. What kind of work gets done there? Again, thanks for having me. Loewenstein Sandler, about 400 lawyers, primarily located in the New York area. Is 400 big law at that point? 400 is big law. It's not huge law. You mentioned Kirkland earlier. They're much larger. We very firmly focus on clients in the private. capital sector, private equity, venture, hedge funds, technology companies and life sciences,
Starting point is 00:05:14 businesses. Why has the billable hours thing lasted as long as it has? Because everyone seems to complain about this. Like the lawyers complain that it's terrible. The clients complain that it's terrible. And it does seem to lead to sometimes not the most efficient outcomes. Everyone agrees it's terrible, as you said. Yet it remains the dominant model.
Starting point is 00:05:35 I have never met a client who has come to me asking to buy billable hours, right? Nobody ever wants to buy billable hours. They want to buy business solutions. And it happens that billable hours is how we measure what the bill will turn out to be. There has been, at least for the past 15 years, there's been a pretty strong movement toward what are called our alternative fee arrangements, where, you know, project base pricing, cap fees, collars, things like that, has been. not really taken hold, which is surprising. We are, I think law is one of the last segments in professional services firms that has not moved to some kind of value or project-based pricing.
Starting point is 00:06:20 And I'm not exactly sure why. Perhaps it's because lawyers and clients don't really trust each other that much. And when we propose a, you know, here's how much it costs to do this kind of public offering. sometimes clients say, well, if you're going to propose that amount, I'd rather pay you by the hour because I want to see what you're actually doing. On the other hand, when clients ask for alternative fee arrangements, we almost always offer them. Is there a tacit understanding, though, of like, okay, maybe it's billable hours and alternative fee arrangement doesn't get formally written down? But is there a general tacit understanding of like, okay, here is an IPO, we're going to raise a billable?
Starting point is 00:07:05 or here is a, you know, venture capital deal where a company is going to raise $500 million, how much that is going to cost? Like, is it well understood? This is how much this kind of job costs. And if it's wildly different, some alarm bills would go of. Yeah. So the IPO market is easy because everybody, as part of your disclosure in doing an IPO, you disclose how much you pay the law firms.
Starting point is 00:07:32 And so there is a known market. there's a known comparative price. A venture round is a little more challenging because there are lots of different details, but there's a common understanding about the range of rates. And then things go from there if there are funky tax issues or things like that. But for most areas, there's kind of a common range. So getting back to the topic at hand, AI, how much of a step change is this in terms of the actual work process for a corporate lawyer? because as I mentioned before, like, standardized templates exist.
Starting point is 00:08:08 Law firms have had, you know, software for due diligence for ages. A lot of them have knowledge libraries where they sort of share information or you have experts that act like little encyclopedias for law. How big a change is this? I think it is a pretty huge change. So there are two ways it's changing. One is what you're talking about, kind of the process and systems and using AI to become more efficient, just like when Microsoft Word came out and it became much more efficient for you to kind of do your own documents. Or compare right. When I was a first year associate, I'm old.
Starting point is 00:08:52 When I was a first year associate, I was hand blacklining documents. And clients were paying me by the hour to hand blacklining documents. line documents. Within two years, you know, we had blacklining software and they no longer paid me by the hour and it took roughly 90 seconds to blackline a document. So there's there's the efficiency piece which definitely is starting to make it to make the things that clients want to buy less expensive. Did you ever, did you ever miss a comma that resulted in like five million dollars in extra charges? Not that I'm aware of. Okay. I have to ask. That's the famous case, right? Right. But I've definitely missed commas. Everybody has, but I'm not aware that it's, you know, resulted in anything bad happening.
Starting point is 00:09:37 Hopefully nobody listening to this has the other side of that. But the other way AI is working in law firms right now is it's acting as a thought partner and it is making us better at our jobs. and to use a term acting as a co-pilot for all of our lawyers in helping think through problems. So as that thought partner, we've never had that before, right? That's a dramatic difference in that AI is providing that these other technological advances did not. They only went to the efficiency piece and allowed us to produce what clients want to buy a deal or a litigation. for a lower total cost, but we're now, I believe, producing better work product from the get-go. Okay, let's go back to a VC financing round.
Starting point is 00:10:34 Sure. So why don't you explain, even say pre-AI, what was the role of the lawyer or the law firm in a typical financing round? Why are their lawyers evolved? What are they brought in to do? And then maybe sort of give us a concrete example of today what it means. what it means or how a lawyer who is in one of these deals can use AI as a, quote, thought partner. Yeah.
Starting point is 00:10:58 So first, I have to give you a bit of a disclaimer. I'm a structured finance lawyer, not a venture capital lawyer. But we have one of the largest venture practices in the United States in our firm. So I'm, you know, I'm familiar with it. Right. What's the role of the lawyer? So often when our client is the company side or the founders, they've never. done anything like this before, and we are educating our client on how deals work. They rely on us
Starting point is 00:11:29 from market knowledge of kind of what typical deal terms are in a venture financing, whether it's a series C, A, B, C. And we, because we are so active in the space, we usually know the other, you know, we usually know the funds that are investing. We know their counsel. And we can add, I believe a lot of value to the client in the way we can negotiate and structure the deal, knowing also what the next round is going to look like and the round after that and their ultimate exit, whether it's through an IPO or an M&A deal. And we can help them get their structure right from the get go so that they'll get all those future rounds right. And when clients come to us with kind of their chat GPT produced documents of the get go,
Starting point is 00:12:18 you know, they're missing all of that nuance, the knowledge of the market and the other humans in the deal, and what they need for future transactions. Does that happen a lot, clients coming to you with chat GPT produced stuff? In the venture space, yeah. I've not surprised. Right. And in a number of areas. I mean, we have some very sophisticated clients who have the same AI tools we have.
Starting point is 00:12:48 in the legal profession and some fortune, for example, a Fortune 50 client that basically produces their first drafts of whether it's a contract or a complaint or an answer in a litigation, they'll produce that using their AI tools first, send it to us and want us to take that and run with it. On the other end, in another area of our practice, we do a fair amount of patent prosecution work, particularly out of our West Coast offices. We represent some extremely sophisticated technology companies who will have their AI tools reviewing our work and providing us with AI produced comments. Now, we're also using AI tools to create these patents with full knowledge of our clients. So we're almost at the point where their AI agent is
Starting point is 00:13:43 talking to our AI agent. That's an interesting. development as well. For sure. On the AI co-pilot idea, since your expertise is in structured finance, how far does this actually go? As in, could you envision asking
Starting point is 00:14:00 an LLM to produce like a brand new structure for, I don't know, ABS or CMBS or pick your structured finance poison? Like when you talk about AI can help with strategy and complexity. I don't believe.
Starting point is 00:14:16 that it can come up with a new structure. Okay. But I have a partner who is a real expert in international tax, for example. And he will use AI tools to, and he's always coming up, and he represents a lot of family offices and global businesses. And he will come up with, and he spends all of his time structuring, you know, how these family offices work. How do you get money from country?
Starting point is 00:14:46 a country C with a minimum number of tax hops along the way. He will use AI to test out some of his theories and it will give him some feedback. And he'll work with the AI to come up with new structures. He will then hand the report that he gets out of, say, Claude and hand it to an associate and say, okay, now run this down and actually do. the research to figure out if this is right. But let's work on this structure together. So it increases the horizons. It validates some stuff. What's the opposite of valid? Not validate. Knocks out some ideas. Invalidates, right? And then we still have, you know, a real human who has a law
Starting point is 00:15:37 degree run it down and double check and see if we can make it even better. And usually the iterative of process between the AI and the human and the associate and the AI and the partner come up with some really cool structures that they wouldn't have thought of on their own and that the AI wouldn't have thought of on its own. This is going to sound like a rude question. How do you know? Because the question, like, I think it's like I can see going back and forth with a chatbot as a way to like stress test ideas or sort of like, you know, just sort of like you generate
Starting point is 00:16:12 these new ideas. And so, like, I guess on some level, I'm not surprised that by interacting, let's say, Claude, a really good tax lawyer could, like, explore some new potentials or, like, feel out this potential possibility. But on the other hand, it's also easy to go back and forth with the chatbot and create the illusion that you're finding something new that you also could have, like, intuitively arrived at yourself because if you were one of the most brilliant tax lawyers in the world. So how do you sort of establish that this is, in fact, adding value as opposed to just work-ish or work light. So in the in the example, in the tax example I just gave you, I have no idea how. Okay. But I can tell you because I was out in our Palo Alto office, just the week before last, and was talking to our, I'll go back to the patent example because that's discrete, right? And it's, and there are discrete set of steps. we are using an AI tool to help us to help our lawyers draft patent applications.
Starting point is 00:17:19 They have been telling me, we've been doing this for a little over six months, that the primary benefit is that it creates a better patent application because while almost all of our patent lawyers are engineers of some type, mostly software or electrical engineers, the knowledge that the AI tool has is of all engineering, right, and of all sciences and arts, and it's able to bring in a biologist's perspective, perhaps just to use something, and create a broader application. I was like, okay, that's kind of cool. I was then visiting with a couple of our clients out there who we do patent work for, and on their own, they have told us that they really
Starting point is 00:18:05 appreciate how we're using the technology, that we are ahead of most of the other firms that they use right now, and that they have noticed over the past six months how our applications have gotten better and better. So I didn't ask them that question. Unprompted, they have said that. So I was really excited about that because that was validation because I asked the same question that you do. It's like, how do you know it makes it any better? And do clients notice? But clients noticing, you know, makes a difference. Canadian women are looking for more. More to themselves, their businesses, their elected leaders, and the world are out of them.
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Starting point is 00:19:51 One thing I'm really interested in is the impact of AI on actual pricing power for law firms. And you wrote a really good piece for our colleagues over at Bloomberg Law called AI will give junior lawyers better work, one of our legal insights. And you mentioned a specific number in there. You cite a project where you were going to do it, but you decided not to because it was too expensive. But then a year later or so with the assistance of AI, you said that the cost had come down 70%, which is absolutely huge. But I guess my question is, if costs are coming down by that much, then why don't clients accrue all of those cost savings? How do lawyers actually protect their margins in that scenario? So a couple of ways.
Starting point is 00:20:44 First off, the clients don't necessarily have the same knowledge, deep industry knowledge, that their outside lawyers do in reviewing the work. Because while the cost has come down 70 percent, it hasn't come down 100 percent, right? So we're still doing 30 percent of the hours that we might have done, a few years ago or something like that. But those hours that we're putting at it are much higher level hours. The project that I was talking about in that article is basically a due diligence project where the assignment was to review thousands of trust agreements for the obligations of various parties in the agreements. Usually laborious, kind of boring, tedious.
Starting point is 00:21:35 And the price we quoted, or the cost that we quoted to do it, I think it was like three years ago, was based on, you know, humans doing all of the work and a QC team on top of the first round. We can basically take out that first layer of review and assign that to the robot, which then puts it all in this beautiful 100, 100 column spreadsheet to show us all of the field. and we're doing the QC layer. And the QC layer requires legal knowledge of how these transactions work and some experience so that you can spot where the output doesn't make sense and you go back and double-check it.
Starting point is 00:22:23 So I think the clients still value having a law firm basically certify or say this is good output in a way that they wouldn't want to do themselves. They don't have the staffing to do it themselves, and they want outside eyes on it. So what does this mean specifically, though, for early career lawyers, right? Like, the fear is, or one version of this is like, that's great for the senior lawyers, pull up the ladder, hire a few law grads, et cetera, because you can now do this. Right. Like, is that, what does that
Starting point is 00:22:58 mean for the people who three years ago would have been doing this? You know, as you said, not the most exciting, tedious work. Right. Again, when I started, I was black-lying documents by hand. And somehow, when the machines took that job away from me, I still had plenty of work to do. Okay. And first year lawyers behind me had plenty of work to do. But my life got more interesting. So I think that the tedious jobs are going away first. Junior lawyers, I think, are going to be doing more interesting work sooner. We have to, we have not fully figured out yet, and we will solve, but we haven't fully yet, how to train people without going through that tedious work. Are you still, are you adding, are you hiring? Yes. One L's and two L.
Starting point is 00:23:46 We are whatever, we are hiring. One else are they in law school? We are, we are grads, like right now. We are hiring summer. We have a, you know, we have summer associates this summer. Yeah. We will have a full slate of first year associates who join us in the fall. We have already hired our summer associate class. for the summer of 2027. And we have not changed our hiring patterns. We are starting to change the skill set we're looking for. And what you need to be successful in this profession, I think, will change a little bit.
Starting point is 00:24:22 Well, can you talk then about what is that skill set and what are they going to be doing? When they arrive there on their first day after law school, what is this skill set they need to first get in the door? then what are they going to do once they're in the door? I think no matter what, you're going to need some training on the area of practice you're in. And there's going to be less of the grunt work kind of training. And we're ultimately going to have more simulator type training or, you know, what we've already started doing, you know, a very basic, a very standard, like first-year training curriculum at a law firm is like the anatomy of an M&A transaction, where you actually go through the provisions of a merger agreement
Starting point is 00:25:07 or a stock purchase agreement or an asset purchase agreement, and you go through those provisions. What we've started doing is make sure everybody brings their laptop with them to the training and that they have their AI tools open at the same time. And as part of the training, you're saying, okay, now take this provision and put it in this tool, and see what the responses are. Tell it you're representing a seller
Starting point is 00:25:36 and give me a seller favorable provision to negotiate. So we're going to do a lot more of that training, hands-on with the tools, where people will get to see that. They will have in front of them that they don't have now, but they will very soon, our knowledge set of every similar deal that we have done,
Starting point is 00:26:00 say in the past couple of years, that have been fully negotiated, they will be able to see the terms of every deal we've recently done. Clients care a lot about our market knowledge. They care, one of the reasons that they're willing to pay law firms at the exorbitant rates we charge is because you have at the market knowledge that they can't possibly have on their own, because for many of them, this is a one-time deal. For us, we do it every day. and they expect us to know what the market terms are.
Starting point is 00:26:32 Using this technology, I can make sure every junior lawyer has access to all of the knowledge of our entire firm in doing similar types of deals or litigation or bankruptcy proceedings, as opposed to just having to walk through the halls and try to find somebody who's done it before and just talk to them about what they've done. you will now have access to basically a dashboard with all prior documents. And I think that makes you much smarter, faster. We could have a separate conversation about the cognitive load from that, right? There was a lot of value in my having downtime to black line, right? It was like relaxing. This was going to be my next question, which is lawyers have to be very detail-oriented. Yes.
Starting point is 00:27:20 Right? And one of the arguments for having to do all this grunt work like hand-delivered, ISDA agreements or, you know, review trusts and things like that, was that, like, it teaches you to focus. Yeah. And it teaches you to look out for that missing comma that's going to cost you, like, $5 million. You know, I was thinking about that, as you were saying, that, that documentary on Netflix
Starting point is 00:27:42 for, like, 15 years ago about the sushi guy. Or it's like, all these, like, chefs who it's like, okay, I'm going to teach you to make sushi first spend 15 years, like, learning how, like, clean rice or whatever it is. And then we, like, get to sushi. Or, like, thinking about music. And it's like it's no fun to do scales, right? But you do it and you build some sort of like deep understanding. And it's like that feels like the equivalent of what like the blacklining.
Starting point is 00:28:06 Yeah. So so what happens if people aren't doing as many repetitive tasks? I worry about that as well. And I'm not sure what the answer is from a behavioral psychology perspective. Because I think you're right. Doing those scales is important. I don't know, you know, we're talking about simulators to simulate doing a deal. There's no, you know, there's nothing like actually doing a deal, right?
Starting point is 00:28:37 And actually negotiating with somebody on the other side who's a jerk or somebody on the other side who's really nice, but, you know, bamboozles you by being so nice. And the human element of this all is still really important. and the human interaction with your client, with the adversary, you know, you need to get that experience and you need to have the touch and feel. With the advances in AI just over the past, you know, six months or a year, you can see a time when the drafting is largely delegated to the machine. You still have to be careful, as you said, the commas. You know, I can see AI screwing up commas. AIs don't know how to add, right? and they make silly mistakes all the time.
Starting point is 00:29:22 So you've got to learn to be careful. I do worry about it becoming too easy to just fall into the trap of trusting what it tells you rather than thinking above it. So I don't know the answer to your question, but I have the same concern you do. I want to get into like the various tools and infrastructure you have. You know, because we're a markets and finance podcast. So people want to know what the trade is, obviously. But before we get into that specifically, you know, when we did our last episode about AI law, our guest, Joel Werheimer, he's a civil rights lawyer in New York City. And one of the points that he made is that sometimes clients come with him with cases, often maybe like suing the city over like police misconduct or something like that.
Starting point is 00:30:13 And the client has a good case might have a good case on, or he's aware of a client might have a good case on. paper, but the potential damages are so small that it's un-economical to pursue it, even though clearly there's a legitimate case. If we're sort of, as Tracy mentioned, the Jevitt's paradox of all this, do you see this? It's like, okay, you collapse the price of certain types of legal work. Does that expand the number of theoretical cases or I guess you're not deals that, oh, let's take a look at this deal. There's some. like minimum upfront cost that's going to be the same. Let's take a look at this deal that then compensates for the reduced number of hours that you're charged. I think so. I think that the Jevin's
Starting point is 00:31:01 paradox applies to legal. In the example, I gave you with the client who had thousands of trust agreements that need to be reviewed when we gave them the first quote, we didn't say we didn't want to do it. the client said at that price, we're not going to do it because the risk, the downside risk isn't high enough to justify the price. But when the price came down by 70%, they said, oh, yeah, at that price, we'll do it. So at, and let's just use fake numbers. At $10 million, they said, no, we're not going to do it. And we had, our revenue was zero. When it came down to $3 million, they said, that's worth it. And we had $3 million of revenue. So that's, the Jevins paradox in action. Over the past 25 years, e-discovery has ballooned the cost of litigation,
Starting point is 00:31:54 to your point, right? Electronic discovery run amok has made it virtually impossible to bring a sophisticated litigation for under a few million dollars in legal fees and in just the discovery expenses alone are a million to dollars. If we can bring, say, 2 million of discovery costs down to 200,000. It does change the calculus for both on this. Lawsuits are a lot more economical to file. Exactly. Just what American need.
Starting point is 00:32:27 Everyone is going to love that aspect of AI. Isn't that fantastic? But, you know, you raised it in a virtuous, you know, example with a civil rights lawyer. But I think it's also true, you know, for large corporates who, were abandoning things before. So, yeah, you can debate whether it's a social good to have more litigation. But if I'm speaking on behalf of a law firm that has a large litigation department, I do think that the increased or the potential for increased litigation does outweigh the loss of really boring mundane hours reviewing documents. In the, I'll go back to the patent
Starting point is 00:33:12 example I gave you earlier, where we do see over time the cost of being able to prosecute a patent application coming down dramatically through the use of AI. And that same client who told me two weeks ago that they've really noticed an increase in the quality of a work product also told us that because they're using AI in their own work, they're seeing a quadrupling in the number of inventions that their engineers and scientists are coming up with, and the number of patent requests that they're getting internally from their engineering team has quadrupled. And we're going to ultimately be able to lower the cost of each of those. So the clients are able to do more and create more economic activity, which is virtuous. And a lot of that
Starting point is 00:34:04 will require some legal work, even though each unit of legal. work will cost less, I expect we'll be doing more of it. So, you know, that should preserve the ability of lawyers to do okay economically. Well, how do you see AI shifting, I guess, the balance of power or balance of work between external law firms versus in-house lawyers? Because you could imagine a scenario where I'm a big company. I have a couple, or maybe five, big, ex-big law, lawyers who work for me. And because so much of the work is now automated, they can use AI. They don't need to go to a big law firm to do a lot of the grunt work, as you put it earlier. Yeah. And I think you're going to see the, so the other side of the Jevins paradox is you will
Starting point is 00:34:58 see larger clients that have dedicated legal teams keeping more of the routine legal work in-house. you mentioned ISDA's before. Most banks have, for example, have brought all their ISDA and derivatives work in-house. You'll probably see more of that. And you'll see more end users on the fun side doing that internally rather than sending it out, although we have a terrific derivatives group. You may see that in some other areas as well. But again, where you really need market breadth and you need market knowledge,
Starting point is 00:35:35 I think outside law firms will still be able to provide a lot of value and a lot of outside kind of independent perspective and independent advice that is hard to do inside. Listen and you're there for heart-wrenching knockouts. The world's biggest stage. And breathtaking triumph. 2026 FIFA World Cup. The knockout stage. match every moment listen on ts n radio join the globe on the road to the july 19th final 2026 fifa world cup stream it all live on tsn radio available on i heart radio hi i'm barry rittaltz inviting you to join me for the masters
Starting point is 00:36:37 in business podcast every week we bring you conversations with the people who shape markets investing and business i speak with CEOs nobel laureates market innovators and legend investors. Whether you own stocks, bonds, real estate commodities, even crypto, these are discussions you absolutely need to hear. Subscribe to the Masters in Business podcast on Apple, Spotify, or anywhere you listen. Let's talk about your tech stack, so to speak. You mentioned lawyers talking to Claude. I know that there are applications or companies like Harvey, which are sort of like built on top of some of the frontier models. There are questions about do you need these application layers?
Starting point is 00:37:23 I'm also interested in whether like when it comes to ingesting your own internal data. Yeah. Whether like open source AI models will play a role in that. What do you give us like the overview of your firm? Like what is the sort of essence of your tech stack that you're using? So you actually want me to name properly? Yeah, sure. Yeah, why not? Okay. Yeah, you mentioned Claude, but I'm really good. I didn't mention Claude, but we also, so, you know, we use a lot of different products at the moment, probably too many. And over time, that will narrow. We are, we are Harvey shop. Okay. We, we, um, almost all of our users, our lawyers use Harvey regularly. We also use Microsoft co-pilot in the Outlook suite or the office suite. Can you for our, um, non-lawyer listeners and me and and I assume most of us, like, what does a Harvey offer that is not offered when someone interfaces with the model directly?
Starting point is 00:38:23 With the model being a frontier model, like a chat, Cpt, T, or Cloud? Instead of using Fable or Op. Sure, sure, sure, or GPT 5.5. What happens when I use a model that sort of like, that powers Harvey? Within Harvey, and I think this is true of Ligora as well. Ligora is the other big one. Yeah. You can pick which frontier model you want to use.
Starting point is 00:38:42 You can choose chat or Claude. for example, and I think Gemini and some of them as well. But what a Harvey adds is, number one, a security layer that is much more robust than the other models. And that is super important for a law firm. We're able to control our own data set and make sure that it's not going up to the Internet and that our client information is not going out to the Internet at all. We have sessions that do not even connect to the internet. It is much more robust.
Starting point is 00:39:18 And one of the things that our clients often don't realize is that if they're using, especially a consumer grade, Claude or chat GPT, they often are losing attorney-client privilege by asking a consumer model their questions. We are, number one, focused on the security layer and the ethics layer, and that's super important and a Harvey or a Lagora or, you know, Westlaw has co-counsel, all are very, you know, security conscious. So it gives us that. It allows us to have playbooks that we can share among our team so that people can see the projects that we're building, which I think is harder to share in some of these other models directly. And what at least Harvey provides is basically a rag layer on top of
Starting point is 00:40:11 of the AI Frontier Model. Retrieval augmented generation. Wow. Okay. I don't know. Yeah, I don't know if the, I barely even know what it means, but I think it's cool to say. It's a rag layer. Right.
Starting point is 00:40:23 That has been trained on legal stuff. Okay. Right. So it's much more fine-tuned to law. And out of the box, it comes with some of the things lawyers like to do. Like look at clauses and merger and acquisition agreement. It has a better understanding of nuance in reviewing deposition transcripts. but we're seeing, you know, some of the main uses are creating a project for, if you're a
Starting point is 00:40:48 litigator, I'll give some litigators some airtime too here, not just talk about deals, loading all of the pleadings, the briefs, all of the transcripts and the back and forth between lawyers into a project in a Harvey. And then when you are drafting a pleading or a brief, it's able to retrieve for you the quotes in the deposition transcripts that support what you're trying to argue. So rather than spending, you know, tens or hundreds of hours trying to find those, it's using the intelligence to find it for you. Claude could do that as well, but Harvey does it, I think, a little better. And it's collecting knowledge and allowing me to share the playbooks more easily.
Starting point is 00:41:35 Yeah, I wanted to ask you about the security and privacy aspect of all of it. this. So how much of AI adoption in the legal industry is actually, I mean, law is a very heavily regulated industry itself. So how much AI adoption is, I guess, constrained by things like malpractice risk, you know, data concerns, accountability. Is that a real limitation for you? So two years ago, the, and I, in my role, I talked to our malpractice carriers and our underwriters out of Lloyds of London and go visit with them. And they always ask questions about the things that they're worried about. Two years ago, they were worried about, are you, you know, are you letting your lawyers use AI? and, you know, is that creating risk for us?
Starting point is 00:42:31 Now they're asking, you let your lawyers use AI, right, to make sure they're doing things right, right? Because it's becoming part of mainstream. Yeah. And it is becoming an assumption that you're not going to be doing some of these tasks without having AI assist you in doing them. So it's going from an insurers saying, oh, don't use that stuff until it's proven to you have to be used.
Starting point is 00:42:58 it. And the clients are doing the same thing, right? Clients that 18 months ago were saying, don't use AI for our work and now saying, well, you've got to be using AI to try to cut down the cost of the work. So, you know, we've seen that shift over the past two years pretty dramatically. That has changed. But clearly, you know, we emphasize to our lawyers all the time that you've got to be double-checking this stuff. And there's no excuse for filing a brief or pleading. in a court that cites, you know, made up hallucinated cases. They're just too... Embarrassing.
Starting point is 00:43:35 It is embarrassing. We have too many tools at our immediate disposal to be able to catch that. And, yeah, systems break down and somebody's trying to draft something and file it, you know, in an hour. And they get hallucinate cases slip in. But it's not. So I want to ask you a question. I asked Goldman see David Solomon this on an episode. One of the things we're seeing, actually in a lot of industries, including the legal industry,
Starting point is 00:44:06 is like the rise of like these superstar hires, right? And you see them like reported in various publications. Some big name lawyer gets some crazy salary to go to or signing bonus or whatever. Kind of like, you know, like we see in some of the hedge fund space. When I see these things and when I think about AI and you mentioned it's like, here's this knowledge pool or here's every, the junior lawyers are going to get access to all these templates. And I'm thinking like if I'm this guy,
Starting point is 00:44:34 like, do I want to share all my templates and knowledge with the firm? But if I don't, if everyone thinks that, then these tools don't really work, right? If you don't have a culture of like contributing insight and knowledge back to the firm, there's no franchise value and you're definitely not going to get anything out of AI
Starting point is 00:44:51 or in terms of like meaningful, I would think. Maybe we'll get some. Does this create any tensions? And when you're thinking about the firm, maybe not this year, but down the road, how to make sure that the interests of the firm are aligned with the interests of the partners? That is a huge issue. It's not a technological issue. It's a human issue, right?
Starting point is 00:45:11 Lawyers tend to be highly autonomous creatures. Yeah. Right? And successful law firm partners tend to be even more highly autonomous and generally take the view. You're not going to tell me how to practice law. My husband used to get calls from, when he was a junior lawyer, he would get calls from one of the partners out on their fishing boat on weekends, assigning work. Very autonomous. Your husband worked at our firm? No, not.
Starting point is 00:45:38 Well, you think, like, in evil, you kill environment in many cases, like, yeah, right. And, you know, many people would say, especially at our firm, that one of the secrets to our success is that we, a term we use. so often we let the horses run, right? You let people go do their thing and clients love that and love the entrepreneurial energy. And now with AI, we're saying we need you to share all your knowledge. So the culture, the culture clash layer is significant. Interesting. And I think that's, I think that's a real challenge. Now, when you talk about the NBA type hires or NFL type, you know, salaries that you're seeing, perhaps some of the motivation for that is getting their knowledge into the systems, right? If you can get some of these superstars and kind of put their name on your AI tools
Starting point is 00:46:37 and say that so-and-so recently did a deal that had these terms, you know, how's the client's going to be super impressed by that? And maybe that's part of the value ad. And maybe that's creates even higher comp numbers for superstars. I want to go back to, I guess, my first question about billable hours. In the age of AI, if we're seeing pricing actually compressed, if we're seeing a sort of maybe democratization of legal tools, maybe uncertainty over case results starts to collapse as well, would you maybe finally see a shift away from the billable hours thing? Maybe.
Starting point is 00:47:19 So, and you should, right? we should be able to move to project-based pricing or outcome-based pricing. I think that that will finally take off. There will still be a lot of instances where hourly rates apply. And I think you're going to see a continuing huge increase in hourly rates at top tier firms. And I think we're already seeing it. If you look at data from 2025 as published by the American lawyer, average hourly
Starting point is 00:47:51 rates in 2025 went up by 10.1% at the largest firms in the United States. And at the top, the top 20 firms by profitability, they went up even more. And that doesn't make sense in a year when CPI went up by around 3%. Right. I've never seen that kind of gap between CPI and average rates. One of the things that might explain it is that the billable hour has actually become more productive and more valuable because of AI tools. And I think you'll see that continuing at an ever faster pace. So I would expect those hourly rates will continue to go up. Yet the price for the things that clients will actually want to buy,
Starting point is 00:48:33 which are solutions to the business problems, are going to come down because they will take far fewer hours. I want to ask you one more question about your tech stack, you know. There's a couple other things that are sort of happening. One is obviously this idea that, well, if you use an open source model, unlike, say, some cloud, then you can really like train, bake all your knowledge into the model itself. And so you're not just sort of doing the retrieval augmented generation where the model essentially is like combined with a search engine, but it's actually like baked in.
Starting point is 00:49:13 And you can actually do that. And you do it was a really interesting article paper from Bridgewater, etc. etc. recently where they talked about doing this. And then, of course, like, just in general, setting aside open source versus closed source and model, it's like we do see this thing. And we mentioned Kirkland Ellis in the beginning. Eventually, you hit a scale where it's like, no, you don't just want to be, you know, you don't just want to be, you know, build your own Harvey or whatever it is and actually internalize some of the infrastructure or spend and like actually truly customize this, et cetera. And arguably it's never been easier to buy, build.
Starting point is 00:49:48 software, et cetera. I'm curious like, okay, as a 400-person firm, obviously in your view, getting a lot of value already out of AI, what comes the point where you would think, you know what, we want to start building some technology in-house, including perhaps a homegrown version of one of the models trained on your proprietary data? So we definitely want to connect these proprietary models to our data and use that to help train the model. Yeah. But, you know, training from scratch a model doesn't, I mean, Kirkland announced they're spending $500 million over five years, right?
Starting point is 00:50:32 It costs something like a billion and a half dollars to train a model, one and a half billion, right? So even that would take Kirkland 15 years of investment. I don't see us really train our own models. Okay. I see us doing some customized solutions on top of. existing models. I see us certainly doing our playbooks so that there'll be the Lowenstein Sandler M&A playbook for that's customized for our firm and our market knowledge. But I don't
Starting point is 00:51:01 think we're going to really build our own as much as modify and customize. Loenstein LLLLLM. That's right. That's not happening. We've always, I mean, we may, you know, we might white label an existing one and come up with a fancy name. But I don't think that's. realistic for a firm of our size? I don't think it's even realistic for a Kirkland. So we'll, you know, we'll see how that shakes out. But I don't see us building our own. I do want to mention one thing, though, that's related to both of your points. All of these models that law firms have been using have been, at the enterprise level, have been basically all you can eat pricing. Yeah, yeah. Right. They're all going to be switching to token-based pricing. You know,
Starting point is 00:51:44 Claude is doing it first. Oh. But do you do you do? You could see sick or shock. I was like, oh, you know what? I thought we were getting, I thought we were able to do all these trusts at 30% of the cost. Right. But it turned out that was subsidized. It turns out there's actually going to be 130% of the cost or 90% of the cost. So I don't think we yet know what the actual cost is that's not, if it's not subsidized by outside investors, right?
Starting point is 00:52:08 I don't know that we really know what the optimal combination of labor and capital and, you know, And, you know, robot capital is because we don't know the true cost, especially if we, you know, kind of hit this energy grid wall where it just gets more and more expensive to run these. July 8th, you do not yet have visibility from any of your partners into, like, the true cost of this stuff. I mean, you know, if it's like, if they have to make a profit per token. Right. We don't know. You know, I know from my IT person who I was talking to. yesterday that so far this month, my use of Claude has used up $36.
Starting point is 00:52:53 But that's what July 4th weekend in there, right? And it was only on the 7th, there were only three business days that I was actually using it. But so that's not so much. Two minutes of your billable time. Yeah, exactly. Exactly. But I don't know where that pricing is ultimately going to go. And so we don't know how that story is going to play out two years down the road.
Starting point is 00:53:15 Gary Wiggins. Thank you so much. That was a really helpful conversation. Really appreciate it. Great being here. So thanks for having me. Tracy, it's really interesting that we really don't even know anything about the economics of AI yet because of like how much like these all you can eat models and like what that's all going to shake out. I don't know. Well, it reminds me a lot of, you know, what happened with Uber and the food delivery apps where basically venture capital was subsidizing everyone's ability. to order food at home. And then when it actually came time to prove the business model and generate some profit, we saw the cost of food delivery go up and use of it go down. Yeah. Also same with oil. Yeah. And the fact that like capital markets subsidized losses for years and years with oil. And now we're getting, you know, similar examples there. And then on the flip side, so let's say that like, you know, the historical prices, like token prices continue to drop.
Starting point is 00:54:27 at a very high rate. On the flip side, we get a lot more lawsuits. And so on the flip side, like, this is like, okay, this is, you know, the Jevins paradox is like, good news. It turns out there's going to be plenty of human labor in the future. Bad news. There's going to be a hundred more frivolous lawsuits and patent counter challenges that you never had to do. And that's what we're doing now. This is what I worry about on a wider scale, because if we talk about AI as this productivity enhancement, you could have a situation where, AI is just used to expand bureaucracy forever and ever and ever. So not just frivolous lawsuits, but like maybe human resources, things like that. I always wanted to write an article about
Starting point is 00:55:10 how like human resources ate the U.S. economy. Yeah. Well, think about like, you know, you could imagine like, okay, every worker at a firm gets access to Claude or something like that. And on day one, it's like, oh, this is great. I like, I just condensed eight hours of labor into two hours of labor, et cetera. But then suddenly, like, all of the other people that they're working with who are fighting for the same promotions also just condensed eight hours of labor into two hours. And so it's like, well, I'm trying to get that promotion. And you just find new work. And you just like find more and more work. That scenario in which like all of us suddenly feel like life is easier because of AI, like, I got to say that feels like, you know what, I did actually have a, I needed to change a flight
Starting point is 00:55:54 recently and change a round trip ticket to a three-way ticket at the last minute. And that was like a very daunting thing to me to do on the delta.com website. And so like I asked like Chad GPD the steps like what on DLL. And it like was really helpful.
Starting point is 00:56:11 It was like go to this page and the bottom right there will be a thing. This is what you click to like change one leg of the thing. And like it worked exactly as it. So it's like there was an example where it's like, okay, this actually eased some psychic attacks, but generally speaking, this future where it's like life just gets much easier because of AI feels like at a minimum, it's a long way off.
Starting point is 00:56:32 No, the future is a Jevin's paradox for like administrative overhead and busy work. That's how I feel at the moment. Shall we leave it there? Let's leave it there. This has been another episode of the All Thoughts podcast. I'm Tracy Alloway. You can follow me at Tracy Alloway. And I'm Jill Wisenthall.
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