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Sequoia-Backed Crosby Pioneers a New Era with AI-Powered Law Firm Model

9:41 PM   |   17 June 2025

Sequoia-Backed Crosby Pioneers a New Era with AI-Powered Law Firm Model

Sequoia-Backed Crosby Pioneers a New Era with AI-Powered Law Firm Model

The integration of artificial intelligence into various industries is rapidly transforming traditional workflows and business models. While much of the conversation around AI and the future of work focuses on how AI tools will augment human capabilities, some companies are pushing the boundaries further, reimagining entire service delivery models around AI. Legal startup Crosby, which recently emerged from stealth mode backed by a significant $5.8 million seed funding round led by Sequoia, stands out as a compelling example of this transformative potential within the legal sector.

Crosby isn't merely developing and selling AI software designed to assist lawyers – a growing segment within the legal tech landscape. Instead, Crosby has established itself as an operational law firm that leverages its proprietary AI technology internally to deliver legal services at unprecedented speeds. This distinction is crucial: they are selling legal services powered by AI, not just the AI tools themselves.

Reimagining Legal Service Delivery

The core offering from Crosby is contract review, primarily targeting startups. The company employs lawyers who work directly with their internally developed AI software. This human-AI hybrid approach allows Crosby to promise review times for new client contracts in under an hour. Looking ahead, co-founder and CTO John Sarihan shared with TechCrunch the ambitious goal of reducing this timeframe even further, potentially down to just minutes.

This focus on speed directly addresses a critical pain point for businesses, especially fast-growing startups. Traditional contract negotiation and legal review processes are notoriously slow, often taking weeks or even months. This delay can become a significant bottleneck, hindering sales cycles, partnerships, and overall business expansion. Ryan Daniels, Crosby's co-founder and CEO, experienced this firsthand during his time as general counsel for startups after cutting his teeth at Cooley, a major law firm known for representing tech companies.

Daniels, the son of two law professors, recounted how a substantial portion of his time was consumed by reviewing and negotiating contracts like sales agreements and Master Service Agreements (MSAs). He noted that these legal bottlenecks were a direct impediment to his previous company's growth rate. The conventional human-to-human nature of contract negotiation, while essential for complex deals, creates inherent delays that modern businesses struggle to absorb.

The Crosby Model: Owning the End-to-End Process

While the legal tech market offers a burgeoning array of AI tools designed to assist lawyers with tasks like document review, legal research, and contract analysis, Crosby's founders concluded that simply providing tools wasn't enough to fundamentally alter the speed and efficiency of legal service delivery. They believed that true transformation required a more integrated approach.

As Daniels explained, the path to fundamentally changing the legal industry through AI involved "building our own law firm in order to own the entire process, end to end." This strategic decision allows Crosby to tightly integrate its AI technology into every step of the contract review workflow, optimizing for speed and efficiency in a way that might be challenging for traditional firms adopting third-party tools piecemeal.

To build this new kind of law firm, Sarihan, an early employee at fintech giant Ramp, focused on recruiting software engineers from the startup ecosystem, while Daniels concentrated on hiring skilled lawyers. The company currently has a team of approximately 19 individuals, blending technical expertise with legal acumen.

Sarihan emphasized that the innovation at Crosby lies equally in its technology and its people. The AI handles the heavy lifting of initial analysis and drafting, while the human lawyers provide the necessary oversight, legal judgment, and client interaction. This collaborative model ensures both speed and accuracy, addressing concerns about relying solely on automated systems for complex legal tasks.

Early Traction and Investor Confidence

Crosby soft-launched its services in January and has quickly gained traction. The firm has already reviewed over 1,000 customer contracts for fast-growing startups. These include common startup agreements such as MSAs, Data Processing Agreements (DPAs), and Non-Disclosure Agreements (NDAs). Notable early clients mentioned include Cursor and sales automation startups Clay and UnifyGTM.

The successful seed funding round, co-led by Sequoia's Josephine Chen and Alfred Lin alongside Bain Capital Ventures, with participation from a roster of prominent angel investors, underscores investor confidence in Crosby's model and market opportunity. The list of angels includes founders from successful tech companies like Ramp (Eric Glyman and Karim Atiyeh), Opendoor (Eric Wu), Instacart (Max Mullen), and Flatiron Health (Zach Weinberg and Gil Shlarski), as well as Jake Heller, co-founder of Casetext, a legal AI company acquired by Thomson Reuters.

The connection with Sequoia was facilitated through existing relationships. Josephine Chen knew John Sarihan from her interactions with Ramp, having previously backed Venue, an AI procurement startup that Ramp acquired. Furthermore, when Chen discussed Crosby's concept with Sequoia's in-house lawyer, Cindy Lee, it turned out Lee knew Ryan Daniels from their shared time at Cooley.

Sequoia's investment philosophy, particularly at the seed stage, heavily weighs the strength of the founding team. Chen noted that for seed investments, approximately 70% of the decision revolves around the team, with the remaining 30% focused on market dynamics and the founders' insights. Given the strong connections to the Crosby team and the immense size of the legal services market – estimated at over $300 billion in the U.S. alone, according to Precedence Research – Sequoia saw a compelling opportunity for disruption.

Chen highlighted that Sequoia had observed firsthand within its own portfolio companies how contract negotiation often acts as a bottleneck to growth. This experience reinforced the belief that the legal sector is a prime candidate for transformation through large language models (LLMs) and other AI technologies. Crosby's approach, combining deep legal expertise with cutting-edge AI and a service-delivery model, positioned it as a promising solution to this widespread problem.

The Broader Landscape of AI in Legal Tech

Crosby's emergence is part of a larger trend of increasing AI adoption within the legal industry, often referred to as Legal Tech or Legal AI. For years, legal professionals have used technology for tasks like e-discovery, document management, and legal research databases. However, recent advancements in AI, particularly in natural language processing (NLP) and the development of sophisticated LLMs, have opened up possibilities for automating more complex, cognitive tasks.

Existing legal AI tools often focus on augmenting lawyers' capabilities: speeding up document review by identifying relevant clauses, summarizing lengthy texts, predicting litigation outcomes based on past cases, or assisting with drafting standard documents. Companies like Casetext (now part of Thomson Reuters) have been pioneers in this space, offering AI-powered research and drafting tools.

Crosby's model represents a departure by integrating these capabilities directly into a service offering. Instead of selling a tool for a law firm to use, they *are* the law firm using the tool. This allows them to control the entire process and potentially achieve greater efficiencies and consistency than individual firms might achieve by adopting disparate software solutions.

The types of contracts Crosby focuses on – MSAs, DPAs, NDAs – are foundational agreements for startups and businesses across industries. While often considered standard, the review and negotiation of these documents can still be time-consuming, involving back-and-forth on clauses related to liability, data privacy, intellectual property, and service level agreements. Automating and accelerating this process can significantly impact a company's operational speed and ability to close deals.

How AI Transforms Contract Review

At a fundamental level, AI can assist in contract review in several ways:

  • **Automated Identification:** AI can quickly scan large volumes of text to identify key clauses, terms, and data points (e.g., parties, dates, values).
  • **Risk Analysis:** Trained on vast datasets of legal documents and outcomes, AI can flag potentially problematic clauses, deviations from standard templates, or terms that pose higher risk based on predefined criteria.
  • **Comparison:** AI can compare a draft contract against a company's standard playbook, previous versions, or industry benchmarks, highlighting differences that require attention.
  • **Extraction and Summarization:** AI can extract key information into structured data or provide concise summaries of lengthy agreements.
  • **Drafting Assistance:** AI can help generate initial drafts of standard clauses or entire contracts based on user inputs and templates.

Crosby's innovation lies in orchestrating these AI capabilities within a streamlined service workflow, overseen by experienced legal professionals. The human element remains crucial for interpreting nuanced language, applying strategic judgment, negotiating complex points, and providing the final legal sign-off. The AI acts as a powerful co-pilot, handling the repetitive, high-volume tasks that consume significant human time, thereby freeing up lawyers to focus on higher-value activities and critical decision-making.

Challenges and Opportunities

While the potential for AI to revolutionize legal services is vast, challenges remain. Ensuring the accuracy and reliability of AI outputs in a field where precision is paramount is critical. Legal language is often complex, context-dependent, and subject to interpretation. AI models must be trained on relevant, high-quality legal data and continuously refined.

Furthermore, the legal profession is built on trust, human relationships, and nuanced understanding of client-specific needs and business contexts. While AI can handle routine tasks, the strategic advice and empathetic counsel provided by human lawyers remain irreplaceable for many complex legal matters. Crosby's hybrid model acknowledges this, positioning AI as an accelerator and enhancer for human expertise, rather than a complete replacement.

The opportunity, however, is immense. By dramatically increasing the speed and potentially reducing the cost of routine legal tasks like contract review, companies like Crosby can make essential legal services more accessible, particularly to startups and small businesses that may struggle with the expense and turnaround time of traditional firms. This could democratize access to legal expertise and remove a significant barrier to business growth.

The U.S. legal services market's substantial size highlights the scale of this opportunity. Even a small percentage of efficiency gains or cost reduction can translate into billions of dollars in value. Investors like Sequoia are betting that companies leveraging AI to fundamentally change the delivery model, rather than just providing tools, are best positioned to capture a significant share of this market transformation.

The Future of AI-Powered Legal Services

Crosby's focus on contract review is likely just the beginning. The same principles of combining AI speed with human oversight could be applied to other areas of legal practice that involve high volumes of document analysis and standardized processes, such as due diligence, compliance checks, and even certain types of litigation support.

As AI technology continues to evolve, its capabilities in understanding and generating legal text will improve. This could lead to even faster review times, more sophisticated risk analysis, and the automation of increasingly complex tasks. However, the role of the human lawyer will likely shift towards higher-level strategy, complex problem-solving, ethical considerations, and client relationship management.

Crosby's early success in reviewing over 1,000 contracts since January demonstrates the market's appetite for faster, more efficient legal services. The backing from prominent investors like Sequoia provides the capital and expertise needed to scale this innovative model. By owning the end-to-end process, Crosby is uniquely positioned to integrate AI deeply into its operations and potentially set a new standard for speed and efficiency in legal service delivery.

The journey from stealth to a publicly funded AI-powered law firm highlights the rapid pace of innovation driven by AI. While the legal profession has historically been slower to adopt technological change compared to other industries, companies like Crosby are demonstrating that AI is not just a tool for lawyers, but a catalyst for rethinking the very structure and delivery of legal services. Their model represents a bold step towards a future where essential legal tasks are executed with unprecedented speed, fueled by the synergy of artificial intelligence and human expertise.

The legal market is ripe for disruption, and the application of large language models is seen by investors as a "bull's-eye case" for achieving this. Crosby's emergence signals a potential shift in how legal services are consumed, moving towards models that prioritize efficiency and speed without sacrificing the critical judgment and oversight that only human legal professionals can provide.

As Crosby continues to grow and refine its AI capabilities and operational processes, its impact on the legal tech landscape and the broader legal industry will be closely watched. The promise of contract review in minutes, rather than weeks, could fundamentally change how businesses interact with legal services, making them a more integrated and less burdensome part of the operational workflow.

The investment from Sequoia and other notable backers validates the vision of Crosby's founders and the perceived market need for their innovative approach. It suggests that the era of the AI-powered law firm is not a distant concept, but a present reality beginning to take shape, with Crosby at the forefront.

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