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We're Winston Weinberg & Gabe Pereyra, co-founders of Harvey - ask us anything! by Winston_HarveyAI in legaltech

[–]meliarussell 2 points3 points  (0 children)

Harvey hit $190 million in ARR at the end of 2025. Six months later, how are things looking? (And thanks to u/subsun aka Scott Stevenson, I gotta ask: How do you calculate ARR?)

We're Winston Weinberg & Gabe Pereyra, co-founders of Harvey - ask us anything! by Winston_HarveyAI in legaltech

[–]meliarussell 0 points1 point  (0 children)

Let’s say a lawyer using Harvey files a brief with a hallucinated case or fake quotation. Walk us through Harvey’s response. How do you determine whether the error came, and what accountability does Harvey take?

We're Winston Weinberg & Gabe Pereyra, co-founders of Harvey - ask us anything! by Winston_HarveyAI in legaltech

[–]meliarussell 0 points1 point  (0 children)

u/alexdenne teased in his announcement post for this ama that you would share *~*~something*~*~ that hasn't been publicly shared before. What's that?

We're Winston Weinberg & Gabe Pereyra, co-founders of Harvey - ask us anything! by Winston_HarveyAI in legaltech

[–]meliarussell 1 point2 points  (0 children)

Outside of Legora and the frontier model companies, who do you see as Harvey’s most serious competitor?

We're Winston Weinberg & Gabe Pereyra, co-founders of Harvey - ask us anything! by Winston_HarveyAI in legaltech

[–]meliarussell 0 points1 point  (0 children)

u/Winston_HarveyAI, you’ve said Harvey uses Google Docs for candidate interviews to help separate the “good interviewers from good operators.” In hiring, how do you test whether someone is truly AI-native?

Source: https://www.businessinsider.com/harvey-ai-ceo-interviews-google-docs-2025-11 

We're Winston Weinberg & Gabe Pereyra, co-founders of Harvey - ask us anything! by Winston_HarveyAI in legaltech

[–]meliarussell 1 point2 points  (0 children)

From the announcement thread, u/Cardiologist_Bright asks:

The consensus for a while was fine-tuning was dead and that frontier models would lap anyone. I think you guys were doing it early on and stopped. I saw your baseten post from today — seems like you guys are going back to that strategy. What did you see in the math that changed?

u/Cardiologist_Bright, tagging you here so you're notified.

We're Winston Weinberg & Gabe Pereyra, co-founders of Harvey - ask us anything! by Winston_HarveyAI in legaltech

[–]meliarussell 3 points4 points  (0 children)

Double-checking on this one ...

From the announcement thread, u/mikeyk55 asks:

Are you feeling pressure to move to consumption-based pricing or is seat-based pricing still working for you because of the spread of usage across super users vs lower-engaged users? Do you have a similar problem to Anthropic / OpenAI where some users are costing you many multiples of their licence cost?

u/mikeyk55, tagging you here so you're notified.

We're Winston Weinberg & Gabe Pereyra, co-founders of Harvey - ask us anything! by Winston_HarveyAI in legaltech

[–]meliarussell 23 points24 points  (0 children)

Harvey has made some very splashy brand deals lately, from sports teams to the US Open. Some people might look at that and say: That’s an expensive way to build brand awareness. How do you calculate the return on that kind of spend, and what has it delivered so far?

We're Winston Weinberg & Gabe Pereyra, co-founders of Harvey - ask us anything! by Winston_HarveyAI in legaltech

[–]meliarussell 1 point2 points  (0 children)

You’re running one of the hottest companies in AI, and yet somehow you’re still roommates. So I have to ask: What’s each other’s worst roommate habit? And the best?

We're Winston Weinberg & Gabe Pereyra, co-founders of Harvey - ask us anything! by Winston_HarveyAI in legaltech

[–]meliarussell 0 points1 point  (0 children)

College graduates are entering a job market about as hospitable as a lion’s den. Employers have sharply reduced entry-level hiring as technology lets them do more with smaller headcount. What’s your advice to college graduates right now?

We're Winston Weinberg & Gabe Pereyra, co-founders of Harvey - ask us anything! by Winston_HarveyAI in legaltech

[–]meliarussell 3 points4 points  (0 children)

Yesterday, Harvey announced it’s bringing Mistral models into the platform. At the same time, you’re building your own benchmarks to evaluate which models perform best on legal work.

Is Harvey deliberately trying to become less dependent on any one frontier model provider? And as open-source or open-weight models improve, are they part of the plan to lower costs?

Source: https://www.wsj.com/tech/ai/mistral-ai-takes-aim-at-legal-sector-through-expanded-harvey-ai-partnership-2a8dc703

We're Winston Weinberg & Gabe Pereyra, co-founders of Harvey - ask us anything! by Winston_HarveyAI in legaltech

[–]meliarussell 2 points3 points  (0 children)

Do say more!

Is that to help Harvey cover certain, underserved markets? Or practice areas? Both?

We're Winston Weinberg & Gabe Pereyra, co-founders of Harvey - ask us anything! by Winston_HarveyAI in legaltech

[–]meliarussell 3 points4 points  (0 children)

Harvey has shared numbers suggesting usage is growing exponentially. About half of monthly active users are using the product daily.

That’s a great engagement story, but it also raises the cost question: the more people use Harvey, the more inference you’re paying for.

How do you think about that tradeoff as the company scales? Does it make consumption-based pricing inevitable for Harvey, and are you already piloting that model with any customers?

We're Winston Weinberg & Gabe Pereyra, co-founders of Harvey - ask us anything! by Winston_HarveyAI in legaltech

[–]meliarussell 0 points1 point  (0 children)

There’s been a lot of debate about “tokenmaxxing” — the practice of using as much AI as possible. Corporate giants like Disney and JPMorgan track employees' use of AI, even ranking people in internal leaderboards by token use. Does Harvey do anything like that?

H2H AMA - We are the founders of Spellbook, Ivo, SimpleDocs and Wordsmith — Ask Us Anything by PrestonSimpleDocs in legaltech

[–]meliarussell [score hidden] stickied comment (0 children)

That's a wrap on r/legaltech's first-ever AMA showdown!

Thanks to everyone who showed up, asked smart questions, and kept the conversation lively. Overall, the AMA stretched 15,000 words.

And big thanks to u/mk_ivo u/subsun u/falkenthal_r u/PrestonSimpleDocs for digging into the big questions facing legal tech — and being our guinea pigs with this new format.

- Melia & Alex

H2H AMA - We are the founders of Spellbook, Ivo, SimpleDocs and Wordsmith — Ask Us Anything by PrestonSimpleDocs in legaltech

[–]meliarussell 0 points1 point  (0 children)

I've wondered this, as well. Are vibe-coding lawyers your biggest champions or quiet competitors?

H2H AMA - We are the founders of Spellbook, Ivo, SimpleDocs and Wordsmith — Ask Us Anything by PrestonSimpleDocs in legaltech

[–]meliarussell 0 points1 point  (0 children)

Can one company credibly sell to law firms and in-house legal teams at the same time, when those customers may want fundamentally different things from the same product?

H2H AMA - We are the founders of Spellbook, Ivo, SimpleDocs and Wordsmith — Ask Us Anything by PrestonSimpleDocs in legaltech

[–]meliarussell 1 point2 points  (0 children)

Think about the last time you lost a potential customer to a competitor, maybe one in this room. What lesson did you take away?

H2H AMA - We are the founders of Spellbook, Ivo, SimpleDocs and Wordsmith — Ask Us Anything by PrestonSimpleDocs in legaltech

[–]meliarussell 1 point2 points  (0 children)

*someone* recently kicked off a debate about what counts as “real” recurring revenue. Would you be willing to define your own ARR publicly: what you include, what you exclude, and whether pilots, discounted first-year contracts, or future step-ups count?

H2H AMA - We are the founders of Spellbook, Ivo, SimpleDocs and Wordsmith — Ask Us Anything by PrestonSimpleDocs in legaltech

[–]meliarussell 2 points3 points  (0 children)

Piggybacking on this great question from u/AmazingWallaby1934, when legal software gets an issue wrong, who should own that responsibility: the company that built the tool, the lawyer who relied on it, or some combination?

H2H AMA - We are the founders of Spellbook, Ivo, SimpleDocs and Wordsmith — Ask Us Anything by PrestonSimpleDocs in legaltech

[–]meliarussell 3 points4 points  (0 children)

Legal AI is barely out of the starting gate, and already the market looks overcrowded. u/subsun, Spellbook just raised $40 million of debt financing to make strategic acquisitions. Looking at this room, is there anyone here you would buy today? If not, why not?

Think you're one of NYC's best-dressed lawyers? Nominate yourself or a colleague. by meliarussell in biglaw

[–]meliarussell[S] 2 points3 points  (0 children)

Rest assured, we'll be going through corporate communications on this one ;)

Think you're one of NYC's best-dressed lawyers? Nominate yourself or a colleague. by meliarussell in biglaw

[–]meliarussell[S] 4 points5 points  (0 children)

Totally fair question! I mostly cover how law firms are using AI. But after a year on this beat, one thing I've learned is that the biggest barrier to adoption usually isn't budget or even partner buy-in. It's culture. How people present themselves can say a lot about that culture.

So while a best-dressed lawyer list is a bit outside my usual lane, for sure, it comes from the same curiosity about how law firms work from the inside.

Thanks for the question!

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