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Ronald Klain
Chief Legal Officer, Airbnb

The New Legal Stack: How AI Is Rewiring In-House Legal | Ron Klain (Airbnb) & Ross McNairn

🎥 Jun 29, 2026 📺 Wordsmith AI ⏱ 22m 👁 147 views
Ron Klain, Chief Legal Officer of Airbnb and former White House Chief of Staff, sits down with Wordsmith CEO Ross McNairn to talk about how AI is changing the in-house legal function from the inside out. Ron runs a legal team of roughly 240 lawyers across 220+ jurisdictions, and says he can no longer imagine doing the job without AI. In this fireside chat from Legal Tech Talk 2026, he and Ross get specific about what AI actually changes for in-house teams. They cover the work it takes off lawyers' plates and the work it will never touch. They also dig into the new risks legal leaders have to...
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About Ronald Klain

Ron Klain, the chief legal officer at Airbnb, appeared on the Photon Podcast in April 2026. He discussed his career transition, stating that he was contacted by a former client who was retiring as general counsel of Airbnb and asked if he wanted to be considered for the role, which he accepted. Klain described his leadership style as inclusive and focused on listening and learning, and said that success for him involves spending time with his family. Klain also commented on past events. He described the 2000 presidential election in Florida as very close, with an initial tally separating the candidates by about 500 votes out of 12 million cast, and noted irregularities in various counties. Regarding the early response to the COVID-19 epidemic, Klain said it was not particularly effective and stated that data appears to show the disease started in China but came to the United States from Europe.

Source: AI-verified profile updated from Ronald Klain's recent appearances. Browse all interviews →

Transcript (24 segments)
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Host0:08
My first bit of adversity as a stage host is we seem to have lost a speaker. So, has anyone? I think it's Ron Klein we're looking for. Is Ron Klein in the room by any chance? Is that you? Ron? Are you here? Oh, no, it's Simon. No, you. No, I'm not asking for you. But you can come up if you want. Ron, have you? We are looking for him. But don't worry. Don't worry. So, this is going to be a cozy fireside chat, but it's going to be a little cozier than we thought because we're still finding Ron. Please, if you do locate Ron, he's very welcome to join at any point. But we've got two great speakers now, Genevieve Lantelme who'll be chatting to Ross McKinnon from Wordsmith AI. They're going to be talking about how AI is rewiring the in-house legal function. So, please, big round of applause for Genevieve and for Ross.
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Genevieve Lantelme1:09
Good morning. Hello. Were most of you at the start of the introduction that we had with the keynote speaker? Anyway, he was really, really good at speaking about the connection between people and technology and the risks that we need to face both in leveraging what our people can do and looking after them, but also listening out for what the risks are. And I think that's probably relevant for all of us in the AI technology space. So, I'm Genevieve Lantelme. I do legal and business transformation. I tend to be on the business and the people side and work with technology people. So, I am very delighted and honored to be able to introduce you to Ross McKinnon. Ross is the founder of Wordsmith AI. Previously, he started life as a lawyer and then retrained, built a company which he sold to Skyscanner, which is pretty much the number one thing I use online still. He was then a CTO in several unicorns and has now come over to found Wordsmith, which is phenomenally successful. So, my starting question is you've been in many different industries, why legal and why now?
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Ross McKinnon2:40
Good. Well, thank you very much for the intro. I mean, I started my career in legal, so I felt quite acutely some of the process and the issues that existed back maybe 18 or 15 years ago when I was practicing. And it was such a moment when I went over to the US just before the release of GPT-3.5. I had a chance to sit down in a pre-release with the OpenAI team and had a good look at a sort of closed-door CTO session. And there were really two use cases that just jumped out, which was coding and then legal, but effectively language manipulation. So much so that I came back about 2 weeks later from that trip and quit a 5-year executive position and decided to go right back to the coalface, but I think you can see now that the profound change that technology is having on specifically those two industries. It's going to be a generational shift that takes place and we're probably only in the first 10 minutes of the movie right now, you know?
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Genevieve Lantelme3:55
Yeah, 100%. Can you talk a bit more in preparation for today? I'm going to have a quick pause. I think I see Ron, and as he is coming, in fact can we give him a round of applause, please?
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Ronald Klain4:08
Hi. Thank you.
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Genevieve Lantelme4:10
Thank you very much. Hi, Ron.
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Ronald Klain4:12
Sorry, I'm late. Couldn't find it.
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Genevieve Lantelme4:14
So as you're sitting down, I will just give a quick introduction to Ronald Klain who is the Chief Legal Officer at Airbnb, where he is responsible for legal, compliance, and ethics in I believe it's over 220 jurisdictions. He's also had a very varied background. He was the Chief of Staff in the Obama, sorry, in the Biden administration, although I think he also was supporting the Obama administration as well and has been a partner in a white-shoe law firm. So both of these gentlemen bring very varied, really interesting background to this crux of time that we are working in at the moment in that intersection of legal and technology. So, Ross McKinnon, sorry, Ron, welcome. We were just hearing from Ross my question, which was why legal and why now for you?
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Ronald Klain5:07
Yeah. Why legal and why now? Well, let me start by saying before I get to that a little bit about Airbnb. It's a very familiar brand, but not everyone knows exactly what we do. We're a global technology company that operates a platform that allows 5 million hosts to accommodate 2 million guests every night, 365 nights a year. And as Genevieve mentioned, around the world, virtually every corner of the globe, every part of the world, except where we're prohibited by law or other policy considerations. The platform, as our competitors, is relatively new, but the form of hospitality that we provide or that our hosts provide is ancient. All three of the Abrahamic faiths, Judaism, Christianity, Islam, have teachings that people should welcome guests into their homes, and virtually every ancient culture had a mandate that guests should be welcomed into people's homes. The Greeks, most notably, had something called xenia, the idea that Zeus would punish people who didn't welcome guests into their homes. And when the film The Odyssey comes out this summer, you will hear a lot of talk about xenia in that film and whether or not Odysseus and his men were welcomed or Telemachus later on. So, the idea of welcoming guests into your home is an ancient idea. The platforms, of course, make it easier than ever. And that's what we do at Airbnb. It's complicated. So, I have about 240 lawyers who work for me around the world, half of them in the United States, half of them scattered between Europe, Asia, and Latin America. And so, why legal, why now? Well, for us at Airbnb, I would say that AI tools provide a critical aspect of running a global legal department. Even though we haven't had them that long, I could not imagine doing my job without them at this point in time. In terms of the way they facilitate our legal research, our contract life cycle management, our legal workflows, they're absolutely indispensable. But what I'd say is to answer the question that's on a lot of people's minds is that legal AI at this point in time and for the foreseeable future is not going to replace lawyers who do creative, thoughtful, nuanced, sophisticated legal work. It replaces a lot of the work that lawyers are doing that isn't really legal work, that's more administrative work, or that's kind of repetitive work that you could train a high school student to do. Like imagine a task that lawyers are often given. Here's a pile of contracts with commercial agreements with our partners and our vendors. Go through here and make sure each agreement has an indemnity clause and make sure it looks kind of like this. Well, lawyers do that task, but it's not really a legal task. It's a pretty simple repetitive task, and contract lifecycle management tools can do that task much better than any human can. But if I say to a lawyer, a more experienced lawyer, 'We're going to go negotiate an agreement with FIFA to be one of their sponsors. You know what our business objectives are in this agreement. Try to get a mix of commercial, policy, and PR concessions that are best balanced to serve our interests.' There's no AI tool that could do that now. And so I think that lawyers who are experienced and good at their jobs should not find AI threatening. They should find it as a useful adjunct. But it is going to be a challenge for the lower end of legal work. No question about it.
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Genevieve Lantelme8:52
I bang on. And I think we've all been trying to deal with this for the past several years as we have been anticipating the use of AI. So talking to what Ross was speaking to about how fundamentally legal is such a good use case for the use of AI. I'm conscious of time. Thank you. Ross, we've just, I believe you use Fable in your tool, and we've just been reading about the government controlled exports directive. So this is going to be about a question around ethics compliance and how we mitigate the risks that we face in using AI.
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Ross McKinnon9:34
So we had a good look at Fable. We decided actually not to roll it out because, and I guess this is down to our internal process, but the way that we use our own platform is we had plumbed that into all of our evaluation criteria. So, when we're about to put something out to our users, legal is this invisible layer that checks it before it goes out. One of the things that WordSmith flagged to our team was that it doesn't have zero-day data retention in the same way that most of the other enterprise models do. So, we actually didn't deploy Fable. We held it back from our deployment. It's one of the things that we try and remove as a concern for many of the corporate legal teams that we work with is we put that compliance layer underneath them, so they don't need to stay on top of what the best models are. As a result of that, it never went out to our users. And actually, as we then saw last week, all the export controls the US government then put on top of it for everybody meant that it was actually removed from general usage by Anthropic. And I think that is, I mean, it's fairly concerning to see that governments are starting to politicize it, but it's pretty expected. I think with the speed and the growth of this sector, it's probably just the beginning of intervention. And I think that restricted model usage and the unpredictability of any single foundation model is probably going to become a very normal part of life now. Which is why we were very intentional about not ever creating a single dependence on one provider. And we have the ability to rotate between different providers depending on who's the best, who's the most compliant, who's the cheapest, who's got the best performance. And I think you'll probably see a significant growth of intervention in the next little while.
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Genevieve Lantelme11:34
So, I think that's fascinating because I suspect that I, and certainly other people in this room, are trying to deal with that issue of who do we get in bed with and how do we anticipate what restrictions there will be from a security or intervention place. So, it sounds as though, as you were creating your business model, you went into this eyes wide open.
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Ross McKinnon11:55
Yeah, exactly. I mean, the core of our business model is, to your point, around the type of legal work. We focus actually on catching a lot of the legal work before it even hits the lawyers and pre-processing and then organizing it before it even lands on their desk. So, it does the background paralegal work. But, within that, there's a lot of risk, right? You know, you're putting potentially the most sensitive information in your company through an unknown set of filters beforehand. And so, most of the compliance work that we do, it needs to pass the controls of some of the biggest enterprises in the world. And so, my background before was the CTO, my co-founder was one of the lead engineers on Meta's identity team. So, from the very beginning, we have felt that if you were going to play in this space, having a rock-solid privacy-first approach isn't a debate. It is a foundation because if you get it wrong, it's existential to your business.
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Genevieve Lantelme13:01
Thank you. And Ron, when we were preparing for this, we were talking similarly about the controls that you put in place and the consumer protection, the controls that you put in place for your guests and your hosts. Can you talk a little bit more about that?
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Ronald Klain13:20
Yeah, obviously, AI intersects with our legal department in two ways. One is how we use AI to practice law, and the second is how we counsel our company on its use of AI to serve our guests and hosts. And so, we're using AI increasingly to power our customer service in 11 different languages around the world, and to improve our guest experience when they're searching for the right place to stay. Because people want different things when they search for a place to stay. Some people want certain amenities. Some people want to be near the Eiffel Tower. Some people want to be far from the Eiffel Tower. So, using AI to improve our search results is part of it. And we as lawyers have to counsel the company on the issues raised by that. And that includes GDPR compliance, its impact on our DSA status, and all sorts of other legal restrictions around the world. And so, we are both AI-powered lawyers and AI lawyers every day. And you know, picking, I agree with Ross, picking the tools carefully is important. Not becoming dependent on one foundational model is also important as prices rise and fall, and legal departments are cost centers in most companies, and so I'm on the hook both to expand our use of AI as a tool, but not blow the budget. And so, having some flexibility there is good. And we're very mindful, particularly in the US, because the rules are a little different than the US, about privilege. And what our lawyers are putting into these models, and how it's protecting our attorney-client privilege. And so, I think people have to be thoughtful about all this. And it is a powerful tool and a highly useful tool, but it has to be used carefully. And it has to be done in a way that's compliant with the existing web of laws that regulate how we handle customers' information.
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Genevieve Lantelme15:29
Thank you. But phenomenal and actually what you were talking about with the legal privilege reminds me of the Cut Clinton Alice news and their training of that tool and you got to wonder how it's going to be done. I'd like to pick up on your point around costs and there is both the environmental and the unknown consumption costs. So, Ross, I'd love to hear your business model is currently I believe based on a license fee and there is some consumption as part of that, but we are all facing down the barrel of unknown costs for consumption especially as many of our AI providers are pre-IPO. And so while we might be able to understand our volume, we don't necessarily understand what the impact is going to be on our operation costs. So I would love to hear a bit more about what's happening in the industry from you.
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Ross McKinnon16:25
Yeah, so I guess there are two parts to that. So the first is around the actual per token costs and how our margins work. The second is how it works for our customers. I actually think I'll start with the second one because that's actually specifically for us a very interesting conversation because we don't service law firms at all. We only service in-house teams. So one of the main cost discussions that we have early on is actually reducing external spend and then shifting that over from spending on external counsel, moving that over towards building and deploying on your internal systems. For us specifically on our AI cost side, we try and give a fixed fee and then there are certain services where there's a scaling up if you want to deploy APIs and high volume things for example. The trend within that is that the cost per unit of intelligence is cratering every year. It's going down significantly. The reason that people are saying AI costs go up is because that is becoming a more appealing thing to use, so they are using more of it. And because the quality of the intelligence is rapidly improving. So, each new model that's released is actually a little more expensive in some cases. And if we look at our consumption, our users are consuming 5 to 10 times as many tokens as they were even maybe 8 months ago. For now, I am more than happy for our margins to be collapsed. And I think that is part of the intent because ultimately the direction of travel, if you look at the build-out of compute right now, I think it's a fairly predictable thing for us to know that every generation of model that comes out, the older ones get a lot cheaper. So, whatever our users are using today, in 6 months' time will cost a fraction of the amount. So, we're sort of sailing ahead of this big tailwind that we're quite happy to ride.
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Genevieve Lantelme18:27
And I suppose, Ron, from your perspective, human costs are fairly easy to calculate. When you are considering the operating cost of your legal team, how do you build in the uncertainty around your consumption?
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Ronald Klain18:47
Well, I think that right now we're kind of doing what we have to do to do what we have to do, and just try and keep an eye on what that's costing us in terms of token consumption because I have members of my team coding with Claude tools for us to use in legal. And we've built a product review tool that allows our colleagues in engineering and design to upload Figmas of new products and then it manages the workflow of how that clears past our privacy lawyers, our payments lawyers, our consumer protection lawyers, our regional and local lawyers, and so there's some token consumption building that. What it's enabling us to do right now is provide legal advice more quickly, not by cutting out the legal reviews, but by getting rid of the dead days when a privacy lawyer finishes a review and sends an email to a payments lawyer and says, 'You're up now.' And the payments lawyer doesn't look at their email box for a day. So, we're trying to get rid of some of the dead time in these product reviews and speed up our product reviews, enable our company to speed up our product releases, and that has its own benefits, of course. But I do think in time managing these costs is going to be an important issue for in-house legal departments, but we're trying to do more work more quickly without adding heads. We're not cutting heads, but we're not adding heads. And we're trying to do more work more quickly with the same people, and so things that improve efficiency and the speed of our work and the quality of our work are very useful tools.
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Genevieve Lantelme20:23
Thank you. Thank you very much. I'm conscious we're out of time, and people might be needing to go. I did have one other question for you both. The environmental times, Ron, you have a phenomenal environmental and business background. I wonder where you both stand on what we collectively need to be doing to mitigate the environmental impact of the growth of AI.
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Ronald Klain20:49
Well, I think it's a great question. I'll be brief because we're out of time, but I think the construction of new data centers has become one of the most controversial issues in the United States. We're about to face our midterm elections in almost every part of our country and almost every race, people's views on more data centers is a central issue. I think we need to make sure that we're doing this in a way that's environmentally responsible with regard to power consumption and water consumption and the environmental impacts on the local environment of building a large data center. And this is going to be an issue of political contention for many years. But I do think there's a way to do it responsibly. Responsibly on the power side and on the community impact side, but it has to be built into the equation. It has to be a subject of governmental action and also industry action.
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Genevieve Lantelme21:43
Thank you, Ross.
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Ross McKinnon21:44
I think we're probably 12 to 18 months away from a token tax or tariff where governments will probably start to tax AI at source. To me, it seems practical that you would deploy a percentage of whatever is collected there towards offsetting the environmental cost, and it should be a direct driver of some of the future implications. We're not going to stop the rise of AI, but we should be incredibly deliberate around accounting for the future cost of it now when we start to consume it, and I think that is a very good role of policy makers to be thinking about what we do with those tariffs when they come.
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Genevieve Lantelme22:26
Phenomenal and really gives me a lot of hope that these two gentlemen who are leading the way with AI are so clear on what we need to be doing. So, please join me to thank them.