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The Power of AI Built on Your Data, Not Generic Models – Artificial Lawyer

The Power of AI Built on Your Data, Not Generic Models – Artificial Lawyer

By Will Seaton, Draftwise.

Over the past 18 months, I’ve had countless conversations with partners, associates, and general counsel regarding AI in legal practice. The pattern is remarkably consistent: initial excitement about LLMs, followed by frustration when applying it to real legal work, then a crucial realization that changes everything.

So, what’s the realization? General-purpose AI adds value linearly. Specialized AI compounds intelligence exponentially. In transactional law, that specialized intelligence is what we call contract intelligence.

The Illusion of Universal Intelligence

When ChatGPT launched, it immediately sparked widespread excitement and apprehension in the legal industry. Suddenly, tasks such as redlining first drafts, extracting clauses from precedents, and summarizing complex vendor agreements seemed effortless and instantaneous. To be fair, general LLMs demonstrated promising early fluency with legal concepts—even passing the Bar exam—inspiring a mixture of curiosity and urgency throughout the industry.

But as firms moved from experimentation to implementation, accuracy challenges emerged as a fundamental barrier. The issue isn’t simply that general AI makes the occasional error. It’s that these models lack any reliable mechanism to distinguish between probable language patterns and verified legal knowledge. An LLM might generate a contract clause that reads perfectly and cites relevant case law, yet introduce subtle errors in legal interpretation that would take an experienced attorney minutes or hours to identify – if they don’t miss it entirely.

The mathematics of legal accuracy is unforgiving. A 75% accurate contract clause isn’t 75% useful; it requires the same careful review as drafting from scratch, eliminating much of the promised efficiency gain. Hallucinated precedent citations aren’t creative brainstorming. They represent liability risks that undermine trust in AI-assisted tools.

This accuracy ceiling exists because general AI operates without the necessary context. These models know what contract language typically looks like across millions of industry documents, but they don’t know what worked in your client’s last financing round, which provisions your opposing counsel normally contests, or how market standards have evolved in your specific practice area. Without this grounding in institutional and deal-specific knowledge, general AI remains a productivity aid for low-stakes tasks rather than a transformative tool for substantive legal work.

The greater risk is what firms lose by relying on generic tools. When lawyers draft contracts using general AI, they’re learning to depend on systems trained on everyone’s data rather than developing mastery of their own legal team’s hard-won expertise. You’re effectively outsourcing the development of institutional knowledge (the special sauce that differentiates your practice) to tools that treat your decades of negotiation wisdom as no more valuable than text scraped from the internet.

Meanwhile, senior partners retire, taking with them irreplaceable deal knowledge. At the same time, junior associates never develop the deep pattern recognition that comes from understanding how your firm’s strategies have evolved across hundreds of transactions. The traditional apprenticeship model, where associates absorb institutional wisdom through proximity to senior lawyers and exposure to deals over time, breaks down when AI becomes a substitute rather than an amplification of that expertise.

Screenshot 2025 12 09 at 07.20.08

Where AI Fails Legal Practice, and Why Context is What Matters

I regularly hear from firms that attempt to build solutions using general AI tools. The conversation usually goes like this: “It’s impressive, but we can’t rely on it for client work.”

The problem isn’t the LLM’s knowledge. It’s the mismatch between how LLMs learn and how legal knowledge is structured. Legal practice requires understanding hierarchies of precedent, recognizing deal-specific patterns, tracking evolving market standards, and applying judgment honed through years of negotiation. You can’t prompt-engineer your way to that understanding with a general model. You need orchestrated systems built on contract intelligence: AI purpose-built around how lawyers think and work, then enhanced, rather than replaced, by foundation models.

The Shift From General AI to Legal Intelligence

Over the past three years, particularly since the launch of ChatGPT, providers like OpenAI, Anthropic, and Google have each made remarkable advances, releasing increasingly sophisticated foundation models. These improvements have raised expectations about what AI can achieve in legal practice, but they’ve also exposed a persistent gap between general capability and legal reliability.

Independent testing reveals that even the most advanced foundation models show accuracy variations of 35-50% depending on the specific legal task [1]. This inconsistency underscores a fundamental challenge: general AI tools, no matter how sophisticated, still lack the institutional context and domain expertise that legal work demands. The foundation models provide better raw materials, but contract intelligence (AI built on your legal team’s actual deal data and negotiation history) remains essential for translating those capabilities into reliable, professional-grade outcomes.

This reframes the path forward. As OpenAI co-founder and former Chief Scientist, Ilya Sutskever recently stated, the “era of scaling is over,” and the field must now return to the “age of research.” [2] This pivotal shift means the focus must move from simply building bigger models to unlocking new conceptual breakthroughs. The next breakthrough for Legal AI is not more computing power, but rather moving beyond general intelligence toward specialized systems that learn from actual negotiation outcomes, understand firm-specific precedents, and compound expertise rather than merely mimicking it. This is where thoughtful context engineering and data integration become essential: structuring your company’s historical contract data so that AI systems can fully leverage this proprietary asset.

Understanding the Exponential

Here’s what I mean by exponential value: Every contract your firm has negotiated contains proprietary knowledge. It’s not just the final terms, but the negotiation history, counterparty preferences, and the successful compromises that led to specific language.

With general AI, you’re starting from scratch each time, relying on the model’s generic understanding of contract law. It’s like hiring a new junior associate for every single deal.

With Specialized AI built on your firm’s data, each new contract makes the system smarter. The model learns which provisions your clients typically push back on, which counterparties accept specific terms, and which language survived negotiation intact. This creates a compounding effect: your tenth deal learns from the previous nine, and your thousandth deal is informed by every transaction that came before it.

This is contract intelligence in action. By your thousandth deal, you’re operating with institutional memory at scale that knows not just what legal provisions mean in theory, but how they have performed in your actual practice for your own client base. It understands the deal patterns that lead to faster closes, the language choices that reduce redlines, and the negotiation strategies that work with specific counterparties.

The difference isn’t an incremental improvement. It’s an entirely different category of capability. Traditional knowledge management captures what happened. Contract Intelligence helps you navigate what you should do next.

The Compound Advantage

The most sophisticated legal practices understand this distinction intuitively. They’ve seen firsthand that AI grounded in decades of institutional knowledge delivers outcomes impossible with general-purpose tools.

When a mid-level associate uses specialized AI to draft a complex provision, they’re accessing the collective intelligence of every partner who has negotiated that provision before them.

But the real power emerges when these systems become agentic. When one process can extract relevant precedent language, another can analyze negotiation patterns across similar deals, and a third can apply those insights to draft provisions optimized for the current context. These actions build upon one another, creating a compounding effect that surpasses what any single model or manual process could achieve. For law firms, this compounding intelligence opens up possibilities for new, data-driven offerings, transforming their value proposition from delivering time to delivering predictive, optimized legal outcomes. Without this ability to compound intelligence across multiple specialized functions, you’re leaving the technology’s full potential untapped.

Over time, the gap between firms with specialized AI and those relying on general tools doesn’t narrow; it widens.

The Future of Expertise: Building Your Proprietary AI Moat

We’re at a critical inflection point. The window of opportunity for successful AI adoption is fragile, and how firms approach it now will determine whether that trust deepens or dissolves.

The firms that are winning aren’t just adopting AI faster. They’re implementing a proprietary AI infrastructure designed to capture and compound their institutional knowledge, rather than replacing it with generic intelligence equally accessible to all companies. They’re training their people on AI that makes them better practitioners of their firm’s specific approach, effectively turning every negotiated deal into a proprietary data asset, not just faster producers of standardized work product.

Firms must build trust in AI the right way: by ensuring that when their lawyers use it, they get outputs good enough to reinforce confidence, grounded in expertise distinctive enough to maintain their competitive advantage. The alternative (watching adoption stall as skepticism builds, while simultaneously diluting the institutional knowledge that defines the practice) isn’t just a missed opportunity. It’s giving away power to firms that understand the difference between AI tools and AI strategy.

The longer you wait, the larger the contract intelligence gap with your competitors becomes.

Learn more about Draftwise here.

Screenshot 2025 12 09 at 07.20.08

References:

  • Center for Security and Emerging Technology, “OpenAI and Anthropic try to fend off competition with new models,” March 20, 2025
  • ResearchGate, “The Most Advanced AI Models of 2025 – Comparative Analysis,” May 28, 2025
  • [1] Professional Reasoning Benchmark (PRBench). Scale AI / arXiv. https://www.arxiv.org/abs/2511.11562.
  • [2] Sutskever, Ilya. (2025, Spring). Quoted on the Dwarkesh Podcast. (Referencing the declaration that the ‘era of scaling is over’).

About The Author: Will is the Chief Customer Officer at Draftwise, a contract intelligence platform for lawyers. In his role, Will champions the application of cutting-edge AI technology with customer success, ensuring innovation drives meaningful business outcomes. He began his career as a product manager and data scientist, leveraging data to drive value in diverse industries, including airlines, automobile manufacturing, and retail. His unique blend of technical expertise and strategic vision allows him to bridge complex challenges with user-centric solutions. Will holds an undergraduate degree from Stanford University and a graduate degree from Harvard University and is driven by a passion for building products that people love to use.

[ This is a sponsored thought leadership article by Draftwise for Artificial Lawyer. ]


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