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How AI Breakout Harvey is Transforming Legal Services, with CEO Winston Weinberg

Winston Weinberg says legal AI needs deep process expertise and trusted workflows, not just stronger models.

Training Data · Sonya Huang & Pat Grady

The best minutes

  1. 5:26Harvey builds specialized workflows, then unifies them3 min
  2. 9:09Legal AI needs process data and expert evaluationPro pick 4 min
  3. 25:25Prestige and tailored demos help firms trust new AI3 min

Also worth watching

  1. 16:01Harvey is moving from seat sales to selling legal work6 min
  2. 29:51Law firm review layers change AI’s minimum quality bar2 min
  3. 32:13Routine legal work may shift to fixed fees as advice gains value3 min
  4. 35:09Legal rules limit access, but some states are testing changes3 min
  5. 41:27Harvey tests multiple models instead of relying on one3 min

Skip the opening company background, the broad AI-market discussion, and the eight-minute lightning round of founder questions.

Full analysis · 7 min read

Real Alpha · Nov 9

Winston Weinberg says review may take 20% to 30% of revenue

  • Weinberg said maybe 20% to 30% of these firms’ revenue goes to evaluating junior work.
  • That estimate points to process expertise and review, not access to a stronger model alone.
  • Buyers should measure workflow quality, reviewer hours and customer approval before budgeting for legal AI.

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6 sections, the 5 other voices it tests Weinberg against, and what it means for you. Every episode we cut gets one.

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5:44

Harvey turns narrow legal workflows into one usable product

Harvey’s product thesis is not that a chat window replaces legal process. Weinberg described building focused systems for retrieval, comparison and synthesis, then connecting their outputs.

For example, case-law research requires retrieving cases, comparing them, and linking their reasoning to a client’s facts. That sequence suggests a generic prompt may leave intermediate choices unresolved.

That is our inference, not a claim Weinberg made. The practical point is that a legal task contains decisions about what to retrieve and how to use it.

Harvey expands the product around high-value tasks, then returns them to a shared surface. An uploaded share purchase agreement can trigger separate extraction or summarization workflows.

Users can also run those workflows directly instead of coordinating every step themselves. This serves specialists without requiring a separate product for every legal job.

Yet combining a common surface does not prove that the underlying systems deliver reliable work. Each workflow still needs a useful handoff, clear user control, and credible checking.

Weinberg described OpenAI’s Deep Research, for example, as one component in a broader capital-markets workflow. A new model capability can improve one step without completing the whole process.

“you expand your product by building specific vertical”
7:25

Our read

The product advantage is workflow design around model capabilities, not a permanent interface trick. Harvey still has to make many specialized systems reliable and coherent together.

11:37

Expert process data fills gaps that models cannot

One estimate reveals the work hidden behind that product. Weinberg said he’d argue maybe 20% to 30% of these firms’ revenue goes to evaluating junior work.

That was an estimate, not a reported audit or measured Harvey metric. The episode gives no sample or method for calculating it.

Still, it names review as an economic cost, not an incidental quality check. His framework separates user intent, needed context, and whether the result is right.

Those are distinct system jobs, so a better base model does not automatically solve them all. Harvey uses different combinations of routing, retrieval and evaluation.

Take market terms. Standards may vary by private-equity firm, across private equity, or across M&A. Those distinctions call for expert-defined context and task-specific retrieval.

Weinberg said domain experts map the process, while experienced lawyers evaluate the output. That is costly work, but it addresses knowledge models cannot get simply from online documents.

Jonathan Kanter, FluxCap’s co-CEO, told MTS in November 2026 that legal AI must expand practice area by practice area. His company’s path supports domain depth, but does not verify Harvey’s own data advantage.

Satya Nadella told 20VC in October 2026 that companies should retain more value from usage traces, private evaluations and data. That frames private feedback as part of product strategy, not just infrastructure.

“the process data for a lot of these tasks doesn't exist on the internet”
11:37

Our read

The bottleneck is not only generating an answer. It is encoding what good work means, then building a defensible way to judge it.

31:26

Review layers lower the quality bar without removing risk

Weinberg said law firms can accept a lower minimum quality because associate drafts receive senior review. The work remains lawyer-in-the-loop, not click-and-forget.

He contrasted that with in-house teams, which need narrower tasks and visibly higher accuracy. Specialization reduces the number of steps evaluators must judge.

Prinz told MTS in October 2026 that specialists can extract a useful insight from a long model answer. He also said less experienced readers can be overwhelmed by the output.

That is both leverage and remaining review work. An expert can recover value from imperfect output, but that does not make it ready for every user.

Jacob Lauritzen of Legora told Latent Space in November 2026 that citation accuracy rose from like 70% to like 99%. He said a model release caused that lift without product changes.

That result shows how a model change can improve one measured task. It cannot stand in for every legal workflow, so buyers need benchmarks tied to specific work and reviewers.

“the, you know, minimal viable quality of your output can be lower for a law firm”
31:26

Our read

Human review changes where AI can be used safely, but it does not erase verification costs. Buyers should measure the full handoff, not just draft accuracy.

26:04

Prestige earns access, but product design drives adoption

Weinberg described prestige as a way to earn trust from large firms, then their peers and clients. He said a new vendor going straight to enterprise may give buyers little reason to trust it.

The team used partners’ recent work in personalized demos, then invited lawyers to challenge the model’s answers. That made prospects read outputs closely, even when responses were imperfect.

But attention during a demo is not adoption. Harvey addressed the blank page with task buttons, screens tailored to lawyer experience, and lawyers who teach customers how to use it.

Joint projects with firms and their clients test whether a workflow is repeatable, technically feasible, and acceptable to in-house teams. Those are three different gates, not one sales signal.

Legal buyers may accept AI for one use case and reject another. Compliance or insurance checks can raise distinct approval barriers, according to Weinberg.

“I don't think there is any excuse for someone who is building an AI product and trying to sell to not do hyper-personalized demos”
26:53

Our read

Prestigious customers can open doors, but repeat use depends on a clear first task and a buyer willing to accept its risks. Demos show engagement, not proof of adoption.

16:47

Workflow sales give law firms a new way to charge

Seat software helps lawyers work faster, but billable-hour economics can limit how firms capture that efficiency. Harvey’s next step pairs focused workflows with firms’ expertise.

Under revenue-split agreements, the firm can sell AI-enabled work to its clients. Weinberg described this as a move from seat sales toward selling the work itself.

Take side-letter compliance. Weinberg said firms sometimes do this lower-end private-equity work at a loss to win later transactions.

Automating a bounded task could help a firm charge a flat fee, avoid that loss and pursue more business. But each workflow still needs a buyer and acceptable risk.

Weinberg framed a workflow as a binary product bet, saying it either works or it does not. A working workflow still needs a buyer; otherwise, the company is in trouble.

He expects more fixed fees for commoditized parts of transactions or litigation, while strategic advice could command more. That is a forecast, not an established pricing outcome.

Titus Winters told The Pragmatic Engineer in October 2026 that AI can enable harder, more valuable work. Harvey’s case fits if those workflows create sellable services, not just faster drafts.

“we are transitioning from just a seat-based company to actually selling the work as well”
17:07

Our read

Selling work could align Harvey with customer outcomes better than selling seats alone. The test is whether firms can repeat the economics beyond bespoke partnerships.

43:13

Model churn makes evaluation and delegation ongoing work

Multi-model dependence is an operational requirement in Weinberg’s account, not a solved abstraction. Harvey breaks work into components and tests providers because model leaders and task strengths change.

Provider-wide benchmarks may not predict performance on legal tasks. Weinberg said Harvey told OpenAI that some models did not perform better on its own tests.

That creates ongoing evaluation and integration costs alongside product work. A model update can unlock a blocked step, but the team still has to test whether it works in context.

At 44:20, Weinberg named moving too slowly as Harvey’s biggest threat. He also said moving quickly means constantly testing models, customers and the product.

Harvey went from around 40 people at the start of last year to 260 at recording. Weinberg said he had held on to too much work as the company grew.

He said he was trying to teach more instead of fixing every point of friction himself. That shift matters because evaluation, routing and customer sign-off must scale with delivery speed.

“not moving fast enough”
44:20

Our read

Fast model changes make the product roadmap unstable by design. Harvey’s ability to evaluate new capabilities and teach a larger team may matter as much as adding them quickly.

What it means for you

  1. Count review hours. Map how much senior time goes to checking drafts for one workflow. Compare review and rework hours before and after AI, not just drafting speed.
  2. Test one narrow task. Choose a workflow with clear steps, then define its evaluation set and acceptance threshold with domain experts. Check whether the buyer approves AI handling that task.
  3. Measure repeat use. Track whether users return to a workflow after its first demo. Separate initial interest from repeated use and work that a customer will pay for.
  4. Retest model updates. Run the same task-level evaluation after a model change. Record accuracy, citations and reviewer effort so a stronger benchmark score does not substitute for workflow evidence.

What to watch

  • Whether model improvements translate into validated legal workflows rather than better isolated steps.
  • Whether revenue splits and fixed fees produce repeatable work beyond joint projects.
  • Whether Utah, Arizona and other states change the rules around legal advice or law-firm ownership.

Send this to your head of legal operations and product engineering lead.

13:09

Watch the minute where Weinberg gives his maybe 20% to 30% estimate.

Written by Real Alpha from the episode's transcript and the other moments it links, then checked against the transcript. Quotes are the speaker's exact words.

Minute by minute

  1. 0:00Large firms can lend trust

    Weinberg says prestige matters in professional services because trust matters most. He says Harvey pursued larger firms so trust earned with a few could carry to other firms and their clients; going straight to enterprise would give a new company little reason to be trusted.

  2. 2:53Legal work creates room to build

    Weinberg says legal work is messy, with many data sets and specialized workflows, so a company can add value beyond a foundation model. Harvey prioritized accurate, line-by-line citations from the start, and he treats new model capabilities as components that can improve parts of larger workflows rather than automate whole industries.

  3. 5:26Build specialized workflows, then combine them

    Weinberg describes Harvey's product approach as expanding into focused workflows, then collapsing them into a simpler interface. For case-law research, separate systems can retrieve, compare and synthesize cases; when a user uploads a share purchase agreement, Harvey can suggest workflows such as extracting representations and warranties.

  4. 9:09Process expertise fills the data gap

    Weinberg breaks a workflow into understanding intent, finding context and checking whether the result is right. He says legal concepts such as what terms are market are not available in the models' data, so Harvey hires domain experts to map the steps and uses task-specific tuning and evaluation to improve results.

  5. 13:17Harvey is moving beyond seats

    Weinberg says users will need to exercise judgment over high-value workflows, even as Harvey improves its orchestration and suggestions. He describes a productivity suite with lawyers in the loop alongside workflows that do parts of the work from start to finish. Harvey is developing those workflows with firms and using revenue-share agreements as it moves beyond seat-based sales.

  6. 17:25Firms help validate new workflows

    Weinberg says Harvey uses joint projects with companies and their law firms to test whether a workflow is repeatable, technically possible and acceptable to customers. He also describes building reusable legal AI patterns and chaining them together. He says the product can help firms charge for lower-end work they once did at a loss, such as private-equity side-letter compliance.

  7. 21:30More automation is possible with current models

    Weinberg says legal work is still only partly automated, but Harvey could automate more even if model reasoning stopped improving, by improving process, evaluation and data. He says he expects models to keep getting better with more compute and reasoning steps, and recalls using chain-of-thought prompts on GPT-3 for legal questions in early 2022.

  8. 25:25Complex work and tailored demos win firms

    Weinberg says Harvey chose complex international merger work because systems for difficult tasks could remain defensible as models improve. To build trust with law firms, he says the team tailored demos to partners' recent work and invited them to challenge the model's arguments.

  9. 28:26Personalized starts help lawyers adopt AI

    Weinberg says Harvey reduces the blank-page problem with suggested workflows and a starting screen tailored to a lawyer's experience and practice. The company also hires lawyers to show customers how they would use the product. He says law firms' review hierarchy can accommodate drafts that still need checking, while more specialized workflows can make accuracy easier to evaluate.

  10. 32:13Routine work may give way to advice

    Weinberg expects lower-end legal tasks to become more automated and strategic advice to become more valuable. He says this could give young lawyers more hands-on strategic experience instead of years spent on document review. He expects firms to use fixed fees for more commoditized work and charge more for high-level advice.

  11. 34:58AI could widen access to legal help

    Weinberg cites an average U.S. lawyer price of $352 an hour and says many people lack access to the justice system. He expects AI, potentially with lawyers in the loop, to help, but notes rules on unauthorized practice and outside investment in law firms as barriers. He also says AI could help people learn when their rights have been violated.

  12. 37:57Reasoning models expand the roadmap

    Weinberg says OpenAI's O-series models enabled Harvey to combine information from sources such as EDGAR, case law and internal documents into work product. He credits OpenAI with making ChatGPT familiar to consumers, while arguing that AI products need to make their capabilities easier to use. Harvey tests models from multiple providers because their strengths and positions change.

  13. 44:03Moving too slowly is the main risk

    Weinberg identifies failing to move fast enough as Harvey's biggest threat. He says teams need to track changes in models and customer use, test new capabilities quickly and avoid missing a release that unlocks a previously blocked step in a workflow.

  14. 46:02Growth requires a different leadership style

    Weinberg says he had not taken a day off and had to change how he spent his time as Harvey grew from around 40 people at the start of last year to 260. He says the company is stimulating but sets high expectations, and he has been learning to teach rather than step in and do the work himself. He attributes success partly to timing and says he has increasingly given young talent opportunities, valuing their ability to adjust.

Published Mar 11, 2025.

Transcript · 45 min read

Training Data, hosted by Sonya Huang and Pat Grady, with Winston Weinberg.

Transcribed by machine (Whisper) from the episode’s audio, so a word may be off here and there.

  1. Something that's really important in professional services is prestige and trust, right? The reason prestige is so important is because trust is the most important thing in professional services, right? And so the reason we went after the larger firms is if you earn the trust of a few of those firms, the rest of them will trust you and the rest of the firms downstream will definitely trust you, right? And their clients will trust you, right? So I think that something that we thought about doing in the beginning was, well, just go straight to enterprise, right? And there are a bunch of problems with that, but one of the main reasons is there's just no reason for them to trust you, right, that you can actually build these systems. Greetings. Today on Training Data, we have Winston Weinberg, co-founder and CEO of Harvey. Harvey has occupied a special place in the AI ecosystem over the last two or three years, becoming the canonical example of what it means to build an application layer company on top of the foundation models. A couple years ago, when these companies were derided as wrappers on top of GPT models, Winston and his co-founder Gabe realized that this is where a lot of the value would actually be created, dealing with the messiness of real world problems, not replacing

  2. human beings, but giving them superpowers. And so over the last couple of years, as much of the industry has taken a tech out approach to build their business, Winston and the team at Harvey have taken a customer back approach and now stand position to revolutionize the legal industry, which is $400 billion in the U.S. alone, the same size as the global cloud markets. We hope you enjoy. Winston, welcome to Training Data. Thanks for joining us on the show. Thanks for having me. All right. So you have built, you and your co-founder Gabe and your team have built a company that has become, to many people, sort of the canonical application layer AI business or sort of the defining application layer AI business.

  3. But when you started back in July of 2022? Yeah, end of July 2022. So when you start in July of 2022, pre-ChatGPT nonetheless, this wasn't really a thing. And as soon as it became a thing, people looked at this whole category and they said, eh, these are just wrappers on top of foundation models. There's no value to be built here. So they're immediately sort of derided. So I guess the question is, as a starting point, what gave you the conviction that this was the right business to go build and that there would be value between foundation models and customers? Yeah, I think the simplest answer to this is quite literally that these industries are incredibly messy.

Read the whole transcript
  1. Right. And so I think that the largest misconception with kind of the GPT. wrapper companies was a lot of what you were starting to do didn't have like a massive delta between what the foundation models provided and what your small company could do, right? So one of the largest advantages that we had in the beginning was how much emphasis our product had on citations. Like literally just, it was very important in the legal industry to be able to cite like line by line and the accuracy of those citations, right? There were a bunch of other things as well but like from day one that was something we put resources into if that's all our company was if we just said okay we're going to be a citation company right then yeah i think you're just a gpt rapper and it's going to go away but if the ambition of the company is to actually partner with an industry to completely transform it this is a trillion dollar industry it's incredibly messy there are tons of different data sets there's tons of ways that people work There's tons of different specialized workflows, et cetera.

  2. And so I think over time, it became clearer and clearer that these models weren't going to just automate entire industries away, right? They were going to change and, like, fundamentally serve as kind of like the groundwork for changing an entire industry. But, I mean, one way to even look at this is when a new feature comes out, we usually think of that feature as this is a great piece that we can put into part of a workflow. So an example of this is like OpenAI will release deep research, right? And my first reaction to that is, oh, my God, there's all of these capital markets use cases, right, for like studying markets, looking at all of this data that's on the Internet, et cetera.

  3. It's not everything a capital markets attorney does, but you could put that into a piece of a 100-step process in your product, and it makes that process better. And so the best way to think of this is literally whenever I see either the foundation models can do something better than they could before or a completely new feature, it just unlocks part of the TAM or part of the actual process that you can build on top. Let's pull this thread a little bit. So at time zero, you've got the model down here. You've got the customers up here. And you've got Harvey doing citations in the middle. For a month or so, yeah.

  4. What came next? Kind of walk us through some of the major leaps in the product or some of the major value creation opportunities you've seized upon along the way.

  5. Winston Weinberg · 3 min

    “if all of these models work perfectly and humans were perfect at communicating with each other the best interface is literally email”

  6. building these specific solutions and then you collapse them back in. How much of the magic do you think is in the models themselves versus what I think you just described as an agentic system or cognitive architecture yeah um and you know how much is it is it the workflow that's hard is it training things there that's hard is it the combination of all that's hard so i think like

  7. Winston Weinberg · 4 min

    “And then you just chain the models on top of that”

  8. So what is your view of the ideal end state for how a lawyer should be interacting with Harvey?

  9. Is it kind of that email chat interface and it's just merge company A and B and we're good? I don't think that we will get there anytime soon. And that is not for me to say that I'm not bullish on the foundation models getting better. I mean, you know this. I am incredibly bullish on the foundation models getting better. And we have designed the company kind of without a constant push as a driving force. I think the biggest problem with that is that doesn't allow the user to have enough kind of exercise enough judgment on the workflow itself. Right. So I think one thing that when people are talking about agents, they're talking about these tasks that are like quite simple and don't have massively high economic value.

  10. When we're talking about building workflows and putting kind of agents in those, we're talking tasks that cost hundreds of thousands of dollars, right? I mean, one reason the legal industry is so good for LLMs is if you kind of think of this as is the industry text-based and then how valuable is a token, right? And a token is incredibly valuable in legal and professional services. If you look at like a merger agreement, like a 50-page merger agreement, the token in there, like each piece of a word, is worth so much money if you think about how much it costs to produce. So this is all to say I think the end state is you keep building these agents and workflows, and then you chain them together as much as you can, right?

  11. And that makes it so that your UI actually looks the same, but your suggestion and your routing model gets better and better. Your orchestration level model gets better. So you can kind of think of this maybe like, let's go to the law firm. I think that we're building out the specialized associates that can do different tasks. But it's also incredibly important that you have the partner or the managing partner operating model as well. And I think that as the models allow us to build more and more of these specialized kind of specific associates, you also have to put all of this effort into actually having the orchestration layer that pulls all that together.

  12. Right. And so I think our UI. actually looks similar in the sense that it does look like a kind of like a text window, right? But the ability for a user to upload a bunch of documents and effort just to suggest what you do or the ability to say, this is what you did last time. Would you like to do it again? Things like that improve. Kind of like a colleague that's just like really good at knowing what you want to do. On that note, are you selling software or are you selling work?

  13. Winston Weinberg · 6 min

    “And so we are transitioning from just a seat-based company to actually selling the work as well.”

  14. is the tech ready like how much i guess legal work can already be automated with today's models and if you were to freeze mobile development yeah you know how much can be automated yeah i mean i think that's a good question in terms of and especially the second one of i guess like how there's the reasoning of the models and then the capability of the models, right? And if you froze the model's reasoning ability, I think we'd be fine, actually. So if we somehow kind of like froze the ability for the models to process data, that doesn't mean that they know which process to actually analyze that data, but just their ability to ration over it, to make rational decisions over it, we'd be in a really good spot. So in other words, I think we're at like small percentage points right now of like legal and professional services. But if you paused, we would increase pretty high, even if the models didn't get better, right? Because I think the reasoning ability of these models is there, actually. I think the bigger problem is like evaluation, improving process,

  15. and collecting more data, too. The data isn't there. is model development going to freeze here um i i don't think so no um i mean i i think we're we're seeing a pretty large evidence of if you throw more compute at the model and you let it make more and more reasoning steps it just gets better and better yeah exactly right um and it's interesting if we go all the way back to 2022 in the early 2022 the thing that Gabe and I had done was we were doing a bunch we got access to GP3 this is public by the time this is like early 2022 and we the thing that we found was we were just doing chain of thought prompts before anyone was thinking about chain of thought prompts and the way that we actually started was we were doing that over a bunch of kind of like legal questions and we cold emailed the general counsel of open ai and sent him that and he basically his name is jason kwan um and he basically responded oh my god i had no idea these models were this good at legal and i think the main reason people weren't looking at it is because they were just doing one model call over a set with like one static prompt and just calling it a day and they weren't doing what are the actual process steps

  16. Like they weren't telling the model, these are the steps that you need to take in order to answer this question. Right. And so my point is, that's what we saw in like early 2022. And that's like the direction that these models are going. Right. And I think that it's really good for legal and for kind of these these industries where you have to have these complex decision making processes for two reasons. One, the model get better at that. That just increases the ability of them. But two is that process data doesn't exist, like I said before. It's not online. How to book a flight is online, right?

  17. There are easy ways to train that. It's harder to do. How do you do an LBL? And you guys, you now, deservedly so, have an unfair advantage around the process data because you have some of the very best law firms in the world as customers of Harvey, which I think was a contrarian strategic decision that you and Gabe made. couple years ago, and you made it with high conviction. And I remember a time when there were lots of law firms who wanted to come work with Harvey, and you basically said no. So you could focus on some of these big, prestigious firms. Can you say a couple words on what gave you the conviction that that was the right strategy? And then maybe more importantly, once you determined that that was the strategy, how in the world did you get them to trust you?

  18. Yeah.

  19. Winston Weinberg · 3 min

    “whenever I would demo to a partner, I would try to use something that they recently worked on.”

  20. well, not just exactly what, you know, is special about your product too. How have you elicited the behavior change out of your customers and kind of taught them to use AI? Yeah, this has been really hard. I think that it starts with product by far. So when I was talking earlier about the expand and collapse, the most important piece of the collapse is to make it so you don't have the blank page problem. That is by far the most important thing. So that when you go onto the landing page of Harvey, there are all of these buttons that you can click that will help you get started. And that is super important. And now we actually have it to a point where you put in how many years you've been practicing, what kind of lawyer you are, things like that. And it will change what that screen looks like when you start.

  21. So that's been super helpful because if you make it so that those very specific systems are exactly what they do day to day, it is really easy to get them to start. And if they start using it, they'll be creative. They won't be creative right off the start. It's hard to get people to do that, right? So on the product side, I think that's the most important piece is just making it very personalized and making it so the time to value is really short, like as fast as possible. And then they'll go out and explore. On the CS side, we've hired a lot of lawyers. And I think that's been super helpful, is you need to hire domain experts who can say, and we're doing the same too in tax and these other areas, you need domain experts who can come in and say, this is how I would use it. And this is, you know, I've been doing this for six years. I was in the same shoes you were in. I know exactly what work you do. Talk about the trust thing, hallucinations.

  22. Winston Weinberg · 2 min

    “of your output can be lower for a law firm than it can be for an in-house team, actually.”

  23. Winston Weinberg · 3 min

    “But the insight, the value of like strategic advice, looking around corners, things like that, I would argue you can charge more for that.”

  24. Winston Weinberg · 3 min

    “The average price of a lawyer in the United States is $352 an hour.”

  25. And what do you think are the developments that are most interesting for you?

  26. Yeah. I mean, costs going down are always good. I think like one thing to think about here is there are so many use cases that we have gotten to work 70% of the time, right? And the O-series models have been incredibly helpful for us because not even just the O-series models themselves, but it unlocked kind of like our product strategy for the next six months to a year, right? Where there were so many systems that I don't think we thought that we would be able to build in the next year if it was just the GPT-series models, right? And I think that the O-series has massively kind of changed that for us.

  27. And so our product roadmap has drastically changed because of that. What's an example of something that you couldn't do before that you can do? So examples of this are like things that you need to do multi-step reasoning for and pulling from many sources at once, right? So the thing that the O-series models is really good at is orchestrating a plan and also executing on that plan. So if you build a bunch of systems that are really good at basically extracting information from Edgar, then extracting information from case law, then extracting information from all your internal documents, the missing piece for us was what do you do once you extract all that information?

  28. Once you have all of those different pieces, how do you combine them into the correct work product? That's what the O-series models allow us to do. If Sonia had a magic wand and she were to wave her magic wand and you and Sam Altman all of a sudden switch places and you're now CEO of OpenAI and he's now CEO of Harvey, what would you do different at OpenAI and what might he do different at Harvey? Yeah. Well, at Harvey, he'd raise more money. He is pretty good at that. He's really good at that. Maybe I'll start with what I think OpenAI has done an incredible job of. and I would maybe even double down on it more.

  29. I think that they have done an incredible job of capturing the consumer zeitgeist. So I am not from Silicon Valley and I don't have, I mean, now I have tons of colleagues here and tons of friends, but I didn't beforehand, right? And almost none of my friends know what any AI tool is other than ChatGPT, that's it, right? And I- The thing that I think I would do differently, and to be honest, I think they are going this route anyway, is just put way more effort into productionizing that for consumers as much as possible, right? And that's not just model performance at all, right? So I think that's still one of the biggest problems with ChatGPT and just kind of all of these tools in general is they're looking so much on the performance from the model side and not at how do you make the experience easier for the user, right? How do you make it so that it extracts more information from the user? How do you help the user figure out what it can do and what it can't do? How do you help the user figure out how it combines with different pieces of information, et cetera?

  30. So I think on this side, it would just be putting more and more effort into understanding the consumer behaviors and how they use AI right now and making that easier for them. What you guys have been partnering with OpenAI from the very beginning,

  31. Winston Weinberg · 3 min

    “we don't just use one model for the entire system”

  32. What are the biggest threats to Harvey?

  33. I think not moving fast enough. I mean, I tell this to my team a lot, and I think it's becoming very obvious in the past couple of months, too, that we're really living in a time when all of your timelines are compressed. I would argue this is, in all of human history, the most compressed timeline. in terms of what you can change in the world right um and i think that you have to move so incredibly fast in order to keep up with that and the speed is compounding in a couple different ways if you are constantly moving fast you are required to constantly test everything around you pay attention to every single every single part of your industry how your every single customers using your product how your sub processors are changing their models everything right and if you do not do that fast enough you'll make a bunch of mistakes i think and you constantly will make mistakes right by moving very quickly but the scariest mistake is you move too slowly and you miss a massive thing right so there is part of a feature that someone releases something and you have steps 12 through 13 complete on that feature but that 13th step you just cannot get the models to do it and somebody releases something that unlocks that you need to put that

  34. in the product immediately right because you need to start testing it you need to see actually did it solve it etc and if you aren't moving quickly and you just say ah that's something new we'll try it out eventually i think it's a huge problem speaking of moving fast good segue into our lightning round since starting this company two and a half maybe three years ago how many days have you taken off it's a loaded question uh i have not taken a day off i probably should though to be to be in in all honesty i think like i've definitely a little bit worn the you know in like full transparency i've worn the badge of honor of like you know don't take any time off obsession etc and i think on on one side i actually very strongly believe in that so going back to my point about the timelines being incredibly compressed you need to be obsessed right like you massively need to be obsessed um but i do also think the other side of that is like you need to transition how you are a leader like that needs to change um and you know our company last year we started the year with around 40 people we have 260 right now and you just Thank you.

  35. need to change how you are spending your time. Right. And I think that I've definitely learned how to spend my time differently. And there's also stuff I've held on to and I actually like deeply believe in. So one of the things I deeply believe in is I actually think you should do part for a little bit of every single job at your startup for a little bit. Like I actually I did I do it too much and I did it for too long. But it is all most of my hiring mistakes have been I didn't understand what the role did, like at all. And a bunch of people told me what it was, but it doesn't help you hire if you don't understand what the actual role is. And so that one I feel really strongly about, but at the same time, I also took way too long to hire. And I was probably doing too many low-level things for too long, right? And so it's a combination of both of those.

  36. For those 260 people who work at Harvey today, what is the best thing about working at Harvey and what is the worst thing about working at Harvey? Yeah. I think the best thing is every day something new is happening, right? From the product side, from the GTM side, you'll see, you know, a bunch of changes with the model providers that you want to integrate very quickly. It is stimulating above all else, like for sure. um and i think we're seeing like a lot of impact too and it changes too and i think that's if you ask folks that have been here for a year or a year and a half and there aren't tons that have been for a year and a half um the thing that i think is most fun for them is how much our market has changed right where i mean we used to it was brutal in the beginning for kind of how you do your sales process the requirements people had and things like that and now most of our customers like they're partnering with us right and they're letting us do their onboarding they're doing all of these things where it really has seemed like we're kind of this wave of all of us together doing it together yeah doing it together and that that changed a lot there was a lot of pushback in the beginning like a massive amount of push and there's still some but i think

  37. that has changed pretty drastically um the worst thing is the expectations are really high um and And, you know, we had a really good year last year. And I think we had our offsite recently. And I went up to the offsite and I basically said, hey, we did a really, you know, we had a great year last year. This year needs to be like significantly better. We need to raise the bar. And, you know, I think that's not always what people want to hear. Sometimes people are like, wow, we did such a great job last year. Let's take it easy. Yeah, let's take it easy. Let's just do the or do the same as we did last year and it'll be fine, right?

  38. And the reality is, again, going back to those timelines being so compressed, you can't do that. And I think that the main thing I ask people is basically, look, like, I don't know what your goal is. I don't know if your goal is to make a large industry change, to learn as much as you can. make money, whatever it is, your options to do that in the next decade is the best it will ever be. Like, it just is, right? You will make more impact than you ever will have the chance to in your life. How have you changed as a CEO? And what prior have you updated the most? yeah um uh hopefully i've changed somewhat um i i think the so that the prior that i've updated the most is teach not do like i'm i'm bad at that um because i i kind of want things done so quickly i have a massive problem of whenever i start seeing friction i just go okay I'm going to go do it. Right. And that's actually really, really bad. I think it it makes it so other folks can't learn. It makes it so that it is kind of like too top down. Right. And it's something I'm working on a lot. And I think I've gotten better at it. Hopefully you can ask my direct reports. I'm not sure if I have, but I think I have. And I think that that's the area

  39. that I want to keep getting much better at is taking kind of, you know, slowing down in some instances and actually like setting ourself up to scale um instead of everything being like go fix that fix that fix that fix that um yeah who's a better athlete you or your co-founder gabe oh gabe is a much better athlete than i am i mean it's it's really unfair so he he played professional soccer um and he is just a much much better athlete but he had a knee injury recently and I will say I do a little bit like we live together and every morning like I'll get up to go to go to the gym and I definitely slam the door like a little bit loudly just so he knows that I'm going to the gym and he can't quite yet I got it like we we met each other uh before this and we and we were we like became best friends and had no plans of doing a startup um and he was just like always a better athlete than me and so this is my like revenge a little bit it's not gonna last long he's healing right now and so he's probably right now working out and getting better all right last question i'm gonna steal the last question from guy ross i don't know if you ever listened to his uh show how i built this but he has the same last question every time which is how much of your

  40. success has been luck and how much of your success has been skill um it depends i need to find luck we have been in a place where we have the options to apply skill and we have the leverage to apply skill and if you apply it correctly enough times to actually have a large impact from that and so the luck is the timing the luck is do you actually have the option to make a difference to make an impact and actually i think you were kind of asking earlier about what have i learned as a as a CEO, one of the things that I think I've actually tripled down on, quadrupled down on is young talent, like by far. And that goes back to giving them the luck.

  41. or the opportunity to actually try something they've never done before, it works out really well. And they don't get it right every time, but I don't either, right? But you adjust really fast and their ability to adjust, I think is better than a lot of folks that have been doing this for a long time. And so maybe the best way to phrase that is their skill is their ability to adjust to luck and seize luck opportunities more than anything else. I like it. Winston, Thank you so much. Yeah, thank you. You

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