Crosby Bids For Weil Gotshal's Assets As Big Law Crumbles

AI-native law firm Crosby has bid for assets of Weil, Gotshal & Manges as the storied firm winds down after a wave of partner departures and a collapsed merger with Willkie Farr & Gallagher.

Trace Cohen
By Trace Cohen · Value Add Pulse AI Desk
Founder & Editor-in-chief, Value Add VC
3 min read
Crosby Bids For Weil Gotshal's Assets As Big Law Crumbles: key figures
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THE RUNDOWN

1

Crosby, an AI-native law firm with about 50 attorneys already using AI agents in casework, has bid for assets of Weil, Gotshal & Manges.

2

Weil Gotshal's management committee has recommended an orderly wind-down after more than 30 partners left this year and a planned merger with Willkie Farr & Gallagher fell through.

3

Crosby has raised about $85 million total, including a $60 million Series B led by Lux Capital and Index Ventures, and is reported at a $400 million valuation.

4

The bid is a different wager than rivals Legora ($8.8B valuation) and Harvey (~$1.8B raised): buying Big Law's talent and brand directly rather than selling AI tools to legacy firms.

The VC Read

Value Add VC analysis

The diligence question isn't whether AI can do legal work -- Legora and Harvey have already proven that market exists -- it's whether Crosby's law-firm structure, not a software license, is the better wrapper for capturing it. Watch whether Crosby actually lands a meaningful share of Weil's 1,200 lawyers versus just the brand and data, since talent retention, not AI capability, is the real risk in any Big Law asset sale.

Analysis

Crosby, an AI-native law firm, has submitted a bid for part of the assets of Weil, Gotshal & Manges, the storied law firm now winding down after a wave of partner departures, The Information reported on October 29, 2026.

What Crosby does and why Weil Gotshal is selling

Crosby operates as a law firm rather than a software vendor, running more than 50 attorneys who use AI agents directly in casework, according to Dealroom. It is co-founded by CEO Ryan Daniels, a lawyer, and CTO John Sarihan, a former engineering manager at Ramp. Crosby is working to hire some of Weil Gotshal's roughly 1,200 lawyers as part of its bid. Weil's management committee has recommended an orderly wind-down after more than 30 partners left the firm this year and a planned merger with Willkie Farr & Gallagher did not happen, Dealroom reports; Bloomberg Law had separately reported in September that Weil was exploring merger options after an exodus of top dealmakers.

Crosby's funding history

Crosby's own capital base is smaller than Weil's ambitions might suggest, per a report mirrored on ua.news and Dealroom's own reporting:

“Crosby is working to hire some of Weil Gotshal's roughly 1,200 lawyers as part of its bid.”

  • 2025 seed -- emerged from stealth with a modest first check.
  • This March's Series B -- $60 million, led by Lux Capital and Index Ventures, with Sequoia, Elad Gil, 01 Advisors and Bain Capital Ventures also participating.

Dealroom separately reports Crosby's total funding at about $85 million, at a valuation of roughly $400 million that isn't tied to a specific round -- a modest capital base next to the scale of the law firm it's bidding to absorb. The gap between Crosby's balance sheet and Weil's size is itself part of the story: this is a software-era startup making a run at a decades-old institution with thousands of times its headcount, not the other way around. Pulse's funding tracker has logged how growth-stage legal-AI rounds have scaled through 2026, a backdrop against which Crosby's own raise still looks modest.

Who's involved

  • Ryan Daniels -- CEO and co-founder, a lawyer by training.
  • John Sarihan -- CTO and co-founder, a former Ramp engineering manager.
  • Lux Capital, Index Ventures -- co-led Crosby's $60 million Series B.
  • Sequoia, Elad Gil, 01 Advisors, Bain Capital Ventures -- participated in that round.

Legal AI's competitive landscape

Crosby's bid lands in the middle of a well-funded legal-AI race, per Artificial Lawyer:

  • Legora -- closed a $550 million round in 2026 at an $8.8 billion post-money valuation; roughly $1.4 billion raised in total.
  • Harvey -- has raised roughly $1.8 billion overall.

Both of those companies sell AI tools to law firms; Crosby's approach -- buying into a wounded Big Law firm's talent and brand directly -- is a different bet: that AI-native practice, not AI tooling sold to legacy firms, is the bigger prize.

Crosby's bid is not yet a done deal: Dealroom notes regulatory and partner approval "is not guaranteed," and Weil has previously denied active merger talks when asked directly.

What to watch next

Watch whether Crosby's bid is for Weil's brand and data alone or includes absorbing a meaningful share of its 1,200 lawyers, and whether a rival firm -- or one of Legora's or Harvey's law-firm customers -- makes a competing move for Weil's book of business before the wind-down concludes.

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Key Sources

1 source

Reported by Dealroom · Analysis by Value Add Pulse.

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