Loading summary
Joe Weisenthal
Now a message from Meta. Meta is launching America's Workforce Academy. The program offers paid training, a job, and a path to America's future. Because the future is for everyone. Learn more@meda.com AmericasWorkForceAcademy introducing B of A
Bank of America Announcer
Rewards A new loyalty program with rewards for every ambition. From cash back deals on brands you know and love to a credit card rewards bonus. From fueling up to rewards that fuel your goals. It all starts with a Bank of America checking account and grows from there. What would you like to power to do? Bank of America? Open or enroll your account@bankofamerica.com B of A Rewards bank of America Corporation all rights reserved. The thing about AI for business, it may not automatically fit the way your business works. At IBM, we've seen this firsthand. But by embedding AI across hr, IT and procurement processes, we've reduced cost by millions, slash repetitive tasks, and freed thousands of hours for strategic work. Now we're helping companies get smarter by putting AI where it actually pays off, deep in the work that moves the business. Let's create smarter business. IBM,
Bloomberg Announcer
Bloomberg Audio Studios Podcasts, Radio News.
Joe Weisenthal
Hello, and welcome to another episode of the Odd Lots Podcast. I'm Joe Weisenthal.
Tracy Alloway
And I'm Tracy Alloway.
Joe Weisenthal
So, Tracy, I think like maybe a year and a half ago 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 AI could be very disruptive. Would you say that's fair?
Tracy Alloway
Yes, I would say, however, and full disclaimer. So my husband used to be a lawyer, 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 revolutions. So we've gone from like, scriveners. Do you know the term scriveners?
Joe Weisenthal
Oh, yeah, yeah, yeah.
Tracy Alloway
To like, keyboardists. 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.
Joe Weisenthal
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 and the legal profession is like, well, why would the lawyers want to reduce the number of hours that they can, you know, do on a case, given that famously they're paid by the hour? I think Actually, aren't they like paid by the 10 minutes? Technically?
Tracy Alloway
Sometimes, yeah.
Joe Weisenthal
But it does feel like we're 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 no case law or know how to search LexisNexis. Like that almost certainly is going to change.
Tracy Alloway
So one thing I've been thinking about, and this gets into the productivity debate, is I'm starting to come around to the idea of a Jevons paradox in just general for worse 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 you still have to
Joe Weisenthal
sort it all out at the end.
Tracy Alloway
Yeah, and maybe we don't get more productive. I don't know.
Joe Weisenthal
Other people have said this.
Orderly Meds Announcer
Everyone.
Joe Weisenthal
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 like, look at a situation, someone who has a job that primarily involves in their computers, 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 ChatGPT world. Where do we actually stand in terms of what AI could do for legal work? And then also just like how it's changing the profession, if at all.
Tracy Alloway
Yeah, let's do it.
Gary Wingins
All right.
Joe Weisenthal
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 you can actually see some of this taking place in real time. We're going to be speaking with Gary Wingins. He is the chair of Lowenstein Sandler. So Gary, thank you so much for coming on Odd lots of delighted to be here.
Gary Wingins
Thanks for having me.
Joe Weisenthal
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 special, what kind of work gets done there.
Gary Wingins
Again, thanks for having me. Loinstein Sandler. About 400 lawyers, primarily located in the New York area.
Joe Weisenthal
Is 400 big law at that point?
Gary Wingins
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 businesses.
Tracy Alloway
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.
Gary Wingins
Everyone agrees it's terrible, as you said, yet it remains the dominant model. 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 alternative fee arrangements where project breaks, base pricing, cap fees, collars, things like that has 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. 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.
Joe Weisenthal
Is there a tacit understanding though of like, okay, maybe it's billable hours and the alternative fee arrangement doesn't get formally written down. But is there a general tacit understanding of like, okay, here is IPO, we're going to raise $1 billion. Or here is a, you know, venture capital deal where a company is going to raise $500 million. How much that is there a cost? Like, is it well understood what this is, how much this kind of job costs? And if it's wildly different, some alarm bells would go off.
Gary Wingins
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. And so there known market and there's a known comparative price. You know, a venture round is a little more challenging because there are lots of different details, but there's, 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.
Tracy Alloway
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. 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?
Gary Wingins
I think it is a pretty huge change. So there, 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. When I was a first year associate, I was hand blacklining documents and clients were paying me by the hour to hand blackline 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 black line a document. So there's the efficiency piece, which definitely is starting to make it to make the things that clients want to buy less expensive.
Tracy Alloway
Did you ever miss a comma that resulted in like $5 million in extra charges?
Gary Wingins
Not that I'm aware of.
Tracy Alloway
Okay, I have to ask. That's the famous case, right?
Joe Weisenthal
Right.
Gary Wingins
But I've definitely missed commas. Everybody has. But I'm not aware that it's resulted in anything bad happening. 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.
Joe Weisenthal
Okay, let's go back to a VC financing round.
Gary Wingins
Sure.
Joe Weisenthal
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 involved? What are they brought in to do? And then maybe sort of give us a concrete example of today what it means or how a lawyer who is in one of these deals can use AI as a quote, thought partner.
Gary Wingins
Yeah. So. 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. Right. What's the role of the lawyer?
Joe Weisenthal
The.
Gary Wingins
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 for market knowledge of kind of what typical deal terms are in a venture financing, whether it's a series C, A, B, C. And because we are so active in the space, we usually know the other. 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, in the way we can negotiate and structure the deal. Okay. Knowing also what the next round is going to look like and the round after that and, and their ultimate exit, whether it's through an IPO or an M and 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.
Joe Weisenthal
Okay.
Gary Wingins
And when clients come to us with kind of their ChatGPT produced documents from the get go, you know, they're, 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.
Tracy Alloway
So that happen a lot, Clients coming to you with ChatGPT produced stuff in the venture space?
Gary Wingins
Yeah.
Joe Weisenthal
I'm not surprised.
Gary Wingins
Right. And in a number of areas, I mean, we have some very sophisticated clients who have the same AI tools we have 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 talking to our AI agent. That's an interesting development as well, for sure.
Tracy Alloway
On the AI copilot idea, since your expertise is in structured finance, how far does this actually go? As in, could you envision asking 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 to help with strategy and complexity, I don't
Gary Wingins
believe that it can come up with a new structure.
Tracy Alloway
Okay.
Gary Wingins
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 how these family offices work. How do you get money from country A to 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 validate? Not validate, knocks out some ideas, invalidates. Right. And then we still have, you know, a real human who has a law degree. Run it down and double check and see if we can make it even better. And usually the iterative 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.
Joe Weisenthal
This is going to sound like a rude question. How do you know? Because the qu. Like I think it's like I could 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 these new ideas. And so, like, I guess on some level, I'm not surprised that by interacting with, say, Claude, a really good tax lawyer could, like, explore some new potentials or, like, feel out this potent 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 are 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?
Gary Wingins
So in the example, in the tax example I just gave you, I have no idea how, but I can tell you because I was out in our Palo Alto office just the week before last and was talking to our law. I'll go back to the patent example because that's discreet, 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. 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 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 appreciate how we're using the technology, that we are ahead of most of the other firms that they're using, that they use right now and that they have noticed over the past six months how our applications have gotten better and better. So they. I didn't ask them that question unprompted. They have said that. So that I was, 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.
Bank of America Announcer
Foreign.
Tracy Alloway
Now a message from Meta, our sponsor. People are building things in America again. And America's Workforce Academy, built by Meta, is training the next generation of builders. This unprecedented program offers paid training for in demand jobs like electricians, plumbers crew leaders, fiber installers, and more. And when participants finish the program, they're offered a job. Because the future is for everyone. Learn more@meda.com AmericasWorkForceAcademy not every sale happens at the register.
Bloomberg Announcer
Before AT&T business Wireless, checking out customers on our mobile POS systems took too long. Basically a staring contest where everyone loses. It's crazy what people say during an awkward silence. Now transactions are done before the silence takes hold. That means I can focus on the task at hand. I make an extra sail or two. Sometimes I do miss the bonding time.
Joe Weisenthal
Sometimes AT&T business Wireless connecting changes everything
Gary Wingins
get the news you need in just
Joe Weisenthal
15 minutes start your day with Bloomberg Daybreak, the podcast with a global view on the stories that matter. I'm Nathan Hager.
Tracy Alloway
And I'm Karen Moscow. Join us each morning for curated stories on current events, politics, business and foreign
Joe Weisenthal
relations relations, plus one conversation on the day's biggest developments, all in just 15 minutes.
Gary Wingins
Subscribe to Bloomberg Daybreak for a precise, thoughtful take on the stories that matter.
Joe Weisenthal
Listen to Bloomberg Daybreak each morning on Apple, Spotify, or anywhere you listen.
Tracy Alloway
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 mention 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, 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?
Gary Wingins
So, a couple, a couple of ways. 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% hasn't come down 100%, right? So there we're still doing 30% of of the hours that we might have done a few years ago or something like that. But those hours that we're putting in 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 agreement. Usually laborious, kind of boring, tedious. 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 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 hundred column spreadsheet to show us all of the fields. And we're doing the QC layer. And the QC layer requires legal knowledge of how these transactions work and some experience that you can spot where the output doesn't make sense and you go back and double check it. So I think the clients still value having a law firm basically certify or you know, 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.
Joe Weisenthal
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. What does that mean for the people who three years ago would have been doing this? As you said, not the most exciting, tedious work.
Gary Wingins
Right. Again, when I started, I was blacklining documents by hand and somehow when the machines took that job away from me, I still had plenty of work to do 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 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.
Joe Weisenthal
So that, are you still, are you adding, are you hiring?
Gary Wingins
Yes.
Joe Weisenthal
One L's and two or whatever we are one L's Are they in law school? Fresh grads.
Gary Wingins
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 have, 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.
Joe Weisenthal
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 are the skill set they need to first get in the door and then what are they going to do once they're in the door?
Gary Wingins
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, the anatomy of an M and a transaction where you actually go through the provisions of a merger agreement or an AC or a stock purchase agreement or an asset purchase agreement and you go through it. You know those provisions we're now going to, 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, 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. See, tell it you're representing a seller 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, 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, you know, a one time deal for us. We do it every day and they expect us to know what the market terms are. 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, and just talk to them about what they've done. You will now have access to basically a dashboard with all, 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.
Tracy Alloway
This was going to be my Next question. Which is lawyers have to be very detail oriented. Right. And one of the arguments for having to do all this grunt work, like hand deliver ISDA agreements or review trusts and things like that, was that, like, it teaches you to focus.
Gary Wingins
Yeah.
Tracy Alloway
And it teaches you to look out for that missing comma that's gonna cost you, like, $5 million.
Joe Weisenthal
You know, it's. I was thinking about that as you were saying that, that documentary on Netflix from, like, 15 years ago about the sushi guy. Or it's like, all these, like, chefs who. It's like, okay, I'm gonna teach you to make sushi first. Spend 15 years, like, learning how to, like, clean rice or whatever it is, and then we, like, get to sushi or, like, thinking about musicians. And it's like. 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 black lining?
Tracy Alloway
Yeah. So what happens if people aren't doing as many repetitive tasks?
Gary Wingins
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. 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. AI's just don't know how to add.
Joe Weisenthal
Right.
Gary Wingins
And they make silly mistakes all the time. So you 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.
Joe Weisenthal
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 Wertheimer, 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. And the client has a good case on, 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 uneconomical to pursue it, even though clearly there's a legitimate case. If we're sort of, as Tracy mentioned, the Jevons paradox of all this. Do you see this? It's like, okay, you collapsed 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 charge.
Gary Wingins
I think so. I think that the Jevons paradox applies to legal. In the example I gave you with the client who had thousands of trust agreements that needed 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 Jevons paradox in action. Over the past 25 years, E discovery has ballooned the cost of litigation 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 millions of dollars. If we can bring, say, 2 million of discovery costs down to 200,000, it does change the calculus for both on this.
Joe Weisenthal
Lawsuits are a lot more economical to file.
Tracy Alloway
Everyone just, just what Americans.
Joe Weisenthal
Everyone is going to love that aspect of it.
Gary Wingins
Isn't that fantastic? But, but you raised it in a virtuous example with a civil rights lawyer. But I think it's also true 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. I'll go back to the patent 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 our 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 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 that should preserve the ability of lawyers to do okay economically.
Tracy Alloway
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. The grunt work, as you put it earlier.
Gary Wingins
Yeah, and I think you're going to see the. The. So the other side of the Jevons paradox is you will see larger clients that have dedicated legal teams keeping more of the routine legal work in house. You know, you mentioned is does 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, 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.
Bloomberg Announcer
The Bloomberg Sustainable Business Summit returns to Singapore on July 22. Our 5th annual Asia Pacific Summit will explore how business and finance leaders are shaping the next phase of globalization by strengthening resilience and driving a multi speed energy transition across Asia's diverse markets. Join us for solutions driven discussions and networking opportunities. Thank you to our Summit advisor, Bangkok Bank. Learn more at BloombergLive.com SBS-Singapore Summer is
Orderly Meds Announcer
here at Orderly Meds we know this time is a reminder that life is full of new beginnings. Whether you're celebrating the nice weather, starting a new chapter, planning a vacation, or simply looking ahead to what's next, this season can be the perfect time to invest in yourself and your health. If you've struggled with weight loss and are curious about GLP1 medications, orderly meds can help you learn about your options. Through a simple virtual process, you can connect with licensed medical professionals who can determine whether treatment may be appropriate for you. Getting started is fast, convenient and happens online from the comfort of home. This summer, consider a new approach to feeling your best. Visit orderlymeds.com podcast to learn more. That's orderlymeds.com podcast orderlymeds.com podcast because every new season is an opportunity to take the next step forward. Compounded medications are not FDA approved, eligibility required and determined by a licensed provider. Individual results may vary. See website for d details.
Joe Weisenthal
Let's talk about your 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. I'm also interested in whether like when it comes to ingesting your own internal data, whether like open source AI models will play a role in that. Why don't you give us like the overview of your firm? Like what is the sort of essence of your tech stack that you're using?
Gary Wingins
So you actually want me to name products?
Joe Weisenthal
Yeah, sure. Yeah. Why not?
Gary Wingins
Okay.
Joe Weisenthal
Yeah, you mentioned Claude, but I'm really.
Gary Wingins
I did 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. We almost all of our users, our lawyers use Harvey regularly. We also use Microsoft Copilot in the Outlook suite or the Office Suite.
Joe Weisenthal
Can you for our non lawyer listeners and me and I assume most of us like what does a Harvey offer that is not offered when Someone interfaces
Gary Wingins
with the model directly, with the model being a frontier model like a chat
Joe Weisenthal
CPT or instead of using Fable or OpenStage or GPT 5.5. What happens when I use a model
Gary Wingins
that sort of like that powers Harvard within Harvey. And I think this is true of Legora as well. Legora is the other big one. Yeah. You can pick which frontier model you want to use. You can choose Chat or Claude for example, and I think Gemini in some of them as well. But what, 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. And one of the things that our clients often don't realize is that if they're using especially a consumer grade Claude or ChatGPT, 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 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 the AI Frontier model.
Joe Weisenthal
Retrieval, augmented generation is the one.
Gary Wingins
Okay.
Joe Weisenthal
I don't know.
Gary Wingins
Yeah, I don't know what the. I barely even know what it means, but I think it's cool to say it's a rag layer. Right. That has been trained on legal stuff.
Joe Weisenthal
Okay.
Gary Wingins
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 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 you to share the playbooks more easily.
Orderly Meds Announcer
Yeah.
Tracy Alloway
I wanted to ask you about the security and privacy aspect of all of 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, data concerns accountability. Is that a real limitation for you?
Gary Wingins
So two years ago, and I, in my role, I talked to our malpractice carriers and our underwriters out of Lloyd's 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? 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 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 a, A insurer's saying, oh, don't use that stuff until it's proven to. You have to be using 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 gotta 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 gotta 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.
Tracy Alloway
They're just too embarrassing.
Gary Wingins
It is. 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. Hallucinate cases slip in, but it's not.
Joe Weisenthal
So I want to ask you a question. I asked Goldman CEO David Solomon this on an episode. One of the things we're seeing actually in a lot of industries, including the legal industry 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, oh, here's this knowledge pool or here's every. We're gonna, the junior lawyers are gonna get access to all these templates. And I'm thinking like, if I'm this guy, like, do I want to share all my templates and knowledge with the firm? But if I don't, if, if everyone thinks that, then you, these tools don't really work. Right. If you don't have like 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 or in terms of like meaningful, I would think maybe you 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.
Gary Wingins
It's not a technological issue, it's a human issue. Right. Lawyers tend to be highly autonomous creatures 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.
Tracy Alloway
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.
Joe Weisenthal
Oh yeah, right.
Tracy Alloway
On weekends, assigning work. Very autonomous.
Gary Wingins
Your husband worked at our firm?
Tracy Alloway
No, not.
Joe Weisenthal
But you think like an eat what you kill environment in many cases, like.
Gary Wingins
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 often is 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 there 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 their, into the systems. Right. If you can, if you can get some of these superstars and kind of put their name on the, on your AI tools 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 add and maybe that creates even higher comp numbers for superstars.
Tracy Alloway
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?
Gary Wingins
Maybe. 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 rates in 2025 went up by 10.1% at the largest firms in the United States. And at 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 actually want to buy, which are solutions to their business problems, are going to come down because they will take far fewer hours.
Joe Weisenthal
I want to ask you one more question about your tech stack. 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 Claude, 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 and you can actually do that and you. There was a really interesting article paper from Bridgewater 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 want to just, you know, you don't just want to be, build your own Harvey or whatever it is and actually internalize some of the infrastructure, spend and like actually truly customize this, etc. And arguably it's never been easier to buy, build software, etc. 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.
Gary Wingins
So we definitely want to connect these proprietary models to our data.
Joe Weisenthal
Absolutely. Sure.
Gary Wingins
And use that to help train the model. But training from scratch, a model Kirkland announced they're spending $500 million over five years. Right. It costs something like a billion and a half dollars to train a model. 1 1/2 billion. Right. So even that would take Kirkland 15 years of investment. I don't see us really training our own models. 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 and a playbook that's customized for our firm and our market knowledge. But I don't think we're going to really build our own as much as modify and customize. That's right.
Joe Weisenthal
That's not happening.
Gary Wingins
We've always, I mean, you know, we might white label an existing one and come up with a fancy name, but I, 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, 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. Right. They're all going to be switching to token based pricing. You know, Claude is doing it first.
Joe Weisenthal
But do you think you could see sticker shock is 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, 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.
Gary Wingins
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. I don't know that we really know what the optimal combination of labor and capital and 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.
Joe Weisenthal
And today, July 8, you do not yet have visibility from any of your partners into like the true cost of this stuff. I mean, if it is like, if it, if, if they have to make a profit per token.
Gary Wingins
Right. I, we don't know. You know, I know from, from my IT person who I was talking to yesterday that so far this month I've, my use of Claude has used up $36. But that's what, July 4th weekend in there. Right. And it was only this on, on the seventh or only three business days that I was actually using it. But so that's not, not, not so
Joe Weisenthal
much two minutes of your billable time.
Gary Wingins
Yeah, exactly, exactly. But I don't know where that pricing is ultimately going to go. And so we don't, we don't know how that story is be going to, to play out two years down the road.
Joe Weisenthal
Gary Wingins, thank you so much. That was a really helpful conversation. Really appreciate it.
Gary Wingins
Great being here. So thanks for having me.
Joe Weisenthal
Tracy, it's really interesting that we really don't even know anything about the, the economics of AI yet because of like how much like the, you know, these all you can eat models and like what, how that's all going to shake out. I, I don't know.
Tracy Alloway
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.
Joe Weisenthal
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 price is like token prices continue to drop 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 Jevons 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 you're doing now.
Tracy Alloway
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 how like human resources ate the US Economy.
Joe Weisenthal
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, etc. 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 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 gotta say, that feels like. You know what? I did actually have a. I needed to change a flight recently and change a, 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.
Gary Wingins
Okay.
Joe Weisenthal
And so like I asked like Chad GPT the steps like what on and it like was really helpful. It was like, go to this page in 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.
Tracy Alloway
No, the future is a Jevons paradox for like administrative overhead and busy work. That's, that's how I feel at the moment. Shall we leave it there?
Joe Weisenthal
Let's leave it there.
Tracy Alloway
This has been another episode of the All Thoughts podcast. I'm Tracy Alloway. You can follow me, Tracy Alloway.
Joe Weisenthal
And I'm Joe Weisenthal. You can follow me at. At the Stalwart. Follow our producers, Kerman Rodriguez at Kerman, Armand dashiell Bennett at Dashbot, Kale Brooks Kale Brooks and Kevin Lozano at Kevin Lloyd Lozano. And for more odd lots content, go to bloomberg.com oddlots or the daily newsletter and all of our episodes and you can chat about all these topics 24. 7 in our Discord, Discord GG oddlots
Tracy Alloway
and if you enjoy odd lots. If you like it when we talk about the future of the legal industry then please leave us a positive review on your favorite podcast platform. And remember if you are a Bloomberg subscriber you can listen to all of our episodes absolutely ad free. All you need to do is find the Bloomberg channel on Apple Podcasts and follow the instructions there. Thanks for listening.
Bloomberg Announcer
The Bloomberg this Weekend Podcast News, Politics and the Lighter side of Bloomberg the most coveted cosmetic and enhancement in Asia
Tracy Alloway
right now are elf ears.
Gary Wingins
Elf ears?
Bloomberg Announcer
Yes, people are getting injections to enhance their ears.
Orderly Meds Announcer
I really don't need anything else to
Tracy Alloway
learn to be self conscious about.
Gary Wingins
This is not something I needed to
Bloomberg Announcer
have on my radar. The Bloomberg this Weekend Podcast subscribe today on Apple, Spotify or wherever you listen.
Date: July 13, 2026
Hosts: Joe Weisenthal & Tracy Alloway
Guest: Gary Wingins, Chair, Lowenstein Sandler LLP
This episode explores the effects of artificial intelligence on the legal profession, focusing on whether AI will reduce or actually expand the workload for lawyers. Hosts Joe Weisenthal and Tracy Alloway engage with Gary Wingins, chair of Lowenstein Sandler, to discuss the impact of AI on legal workflows, billing models, junior lawyer development, pricing, and the balance between in-house and outside counsel.
Transition of Legal Tech
“The advent of typists was supposed to be this massive deal for the legal industry...everything ended up, like, navigating through it pretty much.” — Tracy Alloway
Persistent Billing Model Anxiety
“Everyone agrees it’s terrible, yet it remains the dominant model. I have never met a client who has come to me asking to buy billable hours...They want to buy business solutions.” — Gary Wingins
Process Efficiency vs. Thought Partnership
"There are two ways it’s changing. One is...using AI to become more efficient. But the other way AI is working in law firms right now is it’s acting as a thought partner...That’s a dramatic difference." — Gary Wingins
AI as Copilot
“He [my partner] will use AI to test out some of his theories and it will give him some feedback...But let’s work on this structure together. So it increases the horizons, it validates some stuff...and usually the iterative process...come up with some really cool structures that they wouldn’t have thought of on their own.” — Gary Wingins
AI Drafting and Knowledge Sharing
Concrete Example — Patent Drafting
“Clients...have said that they really appreciate how we’re using the technology, that we are ahead of most of the other firms...they have noticed over the past six months how our applications have gotten better and better.” — Gary Wingins
“That’s the Jevons paradox in action. ... When the price came down by 70%, they said, oh, yeah, at that price, we’ll do it.” — Gary Wingins
“The tedious jobs are going away first...Junior lawyers I think are going to be doing more interesting work sooner. We have not fully figured out yet...how to train people without going through that tedious work.” — Gary Wingins
“If we’re seeing pricing actually compressed...would you maybe finally see a shift away from the billable hours thing?” — Tracy Alloway
“Maybe. And you should...” — Gary Wingins
“Where you really need market breadth...market knowledge...outside law firms will still be able to provide a lot of value and a lot of...independent advice…” — Gary Wingins
Tools used include Harvey, Microsoft Copilot, Claude, with a focus on security, privacy, and industry-specific fine-tuning (retrieval augmented generation, or RAG).
Legal AI tools must ensure data does not leak and attorney-client privilege is preserved—consumer-grade AI puts privilege at risk.
Quote [40:08]:
“What a Harvey adds is...a security layer that is much more robust...That is super important for a law firm. We’re able to control our own data set...We have sessions that do not even connect to the Internet.” — Gary Wingins
Custom models (e.g. Kirkland building its own) require immense investment; most firms will layer their own playbooks and data on top of existing AI platforms rather than train models from scratch.
Uncertainty about true AI operating costs, as many models have until now been subsidized rather than priced by actual resource use.
Quote [54:16]:
“We don’t know how that story is...going to play out two years down the road.” — Gary Wingins
“Lawyers tend to be highly autonomous...Now with AI, we’re saying we need you to share all your knowledge. So the culture, the culture clash there is significant...” — Gary Wingins
On Billable Hours:
[06:11]
“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.” — Gary Wingins
On AI as Copilot:
[10:10]
“We’re now, I believe, producing better work product from the get go.” — Gary Wingins
On Early-Career Lawyering:
[24:12]
“The tedious jobs are going away first. Junior lawyers I think are going to be doing more interesting work sooner.” — Gary Wingins
On Training the Next Legal Generation:
[29:20]
“There’s nothing like actually doing a deal...the human element of this all is still really important.” — Gary Wingins
On Legal AI Jevons Paradox:
[32:05]
“That’s the Jevons paradox in action...When the price came down by 70%, they said, oh, yeah, at that price, we’ll do it.” — Gary Wingins
On Security:
[40:08]
“...A Harvey adds a security layer that is much more robust than the other models. And that is super important for a law firm.” — Gary Wingins
Rather than making large numbers of lawyers obsolete, AI is shifting the kinds of work lawyers do—speeding up repetitive processes, helping brainstorm strategy, and potentially even expanding the overall amount of legal work as costs drop for previously uneconomical cases. While grunt work is shrinking, the demand for judgment, negotiation, and strategic insight remains high—and may intensify as AI allows clients and law firms alike to do much more, much faster. However, deep challenges remain: training the next generation to be detail-oriented, aligning firm culture with knowledge-sharing, recalibrating billing models, and truly understanding the new economics of legal work in the AI age. The profession isn’t shrinking—it’s transforming.
[End of Summary]