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The Evolution of the AI-Native Legal Department

Jennifer Poon

Jennifer Poon

February 3, 2026

Jennifer Poon is Chief Legal Architect at Sandstone, utilizing her expertise spanning in-house legal, Big Law, and legal AI to drive product and commercialization strategy. A graduate of Harvard Law School (2015), she began her career in-house before spending nearly a decade in Big Law, including as a corporate M&A associate at Simpson Thacher & Bartlett and counsel in complex financial litigation at Akin Gump Strauss Hauer & Feld. Prior to Sandstone, she served as Senior Director of Legal AI Solutions at NetDocuments, where she worked closely with law firms and in-house teams to build and deploy AI-driven legal workflows.

An Operational Imperative

In-house legal departments are facing a period of increased operational friction. While legal work has remained as complex as ever, the number of tools used to manage communication has continuously multiplied, while precedents and data are increasingly distributed and siloed among different internal functions. General Counsel and Legal Operations leaders find themselves managing a relentless influx of inquiries, procurement bottlenecks, and repetitive contract redlines, often across non-integrated channels like Slack, email, and project management tickets. Consequently, legal teams intended to serve as high-value strategic assets are frequently constrained by fragmentation. The good news is that a paradigm shift is underway: the transition toward the AI-native legal department. This model actually represents more than just a technological upgrade; it is a comprehensive restructuring of the legal operating model, built with artificial intelligence at its core rather than as a bolt-on.

When we examine the pitfalls with traditional legal service delivery, it's easy to see the value of an AI-native approach.

1. The Institutional Knowledge Deficit

In most organizations, critical legal expertise remains localized within individuals or obscured within unstructured document repositories. This creates a high "context tax" - the significant time lost by professionals attempting to retrieve or reconstruct institutional logic. When a key team member departs, they often take years of institutional knowledge with them, forcing the department into a perpetual state of "reinventing the wheel."

2. The Cycle of Recurrent Tasks

A disproportionate amount of legal bandwidth is consumed by repetitive processes.

  • Redundant Drafting: Applying identical logic to standard clauses across a high volume of similar agreements.
  • Basic Advisory: Repeatedly answering the same fundamental compliance or policy questions.
  • Operational Drag: Manual triage and administrative overhead that prevents senior counsel from focusing on higher-value strategic initiatives.

Traditional legal departments often operate as reactive silos. Meanwhile, without real-time visibility into legal workflows, business units perceive Legal as a bottleneck. This lack of transparency makes it hard to track how Legal influences or contributes to broader business velocity and favorable outcomes.

The term "AI-native" distinguishes departments that have integrated AI into their organizational DNA from those that are merely "AI-augmented." An AI-augmented department uses tools to summarize documents or speed up research, i.e. for discrete tasks. In contrast, for AI-native departments, AI is a first principle, a foundational organizing premise where identifying and embedding AI-driven efficiencies is assumed to be the default mode rather than an optional alternative. AI serves as the backbone for driving compounding value over time that could not be achieved through manual effort alone.

Core Characteristics of an AI-Native Model

  • Dynamic Knowledge Assets: Institutional knowledge is treated as a living, digital asset that is continuously captured, refined, and deployed across self-learning workflows.
  • Agentic Execution: The system moves beyond "search and find" to "execute and resolve." AI agents manage autonomous workflows, such as initial contract intake and triage, based on encoded departmental logic.
  • Compounding Intelligence: Unlike human-only systems that scale linearly with headcount, AI-native systems scale exponentially. The system becomes more sophisticated and accurate with every interaction undertaken and every data point processed.

The Building Blocks: From Static Playbooks to Operational Intelligence

Transitioning to an AI-native department requires a focus on three distinct structural pillars:

I. From Playbooks to Operational Intelligence

Traditional legal playbooks are static documents that must be manually applied, with consequently varying levels of consistency. An AI-native department transforms these guidelines into Operational Intelligence—dynamic systems that actively enforce standards during the drafting and negotiation process. The system does not merely describe the policy; it applies it.

II. Integrated Ecosystems

AI-native departments eliminate the friction between Legal and the wider enterprise by meeting stakeholders in their preferred environments (e.g., CRM, ERP, or communication platforms such as Slack or Teams). By integrating directly with existing business systems, the department creates a single source of truth that provides real-time visibility into the legal lifecycle.

III. The Strategic Human-AI Synergy

The AI-native model optimizes the division of labor between human judgment and machine efficiency.

When it comes to data processing, AI excels at rapid pattern recognition and context retrieval, while humans bring their unique ability to synthesize complex, non-linear variables that require nuanced interpretation.

For workflow management, AI handles the autonomous execution of high-volume tasks, freeing legal professionals to focus on oversight, strategy, and judgment around risk calibration—areas where human expertise remains irreplaceable.

In decision support, AI provides data-driven recommendations that inform legal strategy, while people manage the relationship dynamics and ethical considerations that shape how those decisions are ultimately implemented.

Finally, in terms of scalability, AI systems can manage 24/7 global intake without fatigue, ensuring consistent responsiveness. This allows legal professionals to dedicate their time to leading high-value negotiations and advocacy work that requires human presence, persuasion, and strategic thinking.

The rise of the AI-native department necessitates a shift in professional skillsets. The successful legal leader of the future will think like a Legal Systems Architect, someone who combines deep legal judgment with systems thinking and embraces tech enablement.

This transformation allows lawyers to transcend the "practitioner" role and become true business leaders. By offloading low-value, high-volume tasks to AI-native systems, counsel can focus on the nuanced legal strategy and relationship management that drives long-term organizational value.

The Business Case for Transformation

For the General Counsel, the transition to an AI-native model is supported by four key performance indicators:

  1. Increased Organizational Velocity: Drastic reduction in contract turnaround times and approval cycles.
  2. Quantifiable Risk Mitigation: Consistent application of legal standards across 100% of workflows, mitigating the incidence of human error.
  3. Compounding ROI: A system that grows more efficient over time, reducing the need for growing headcount as business volume increases.
  4. Strategic Transparency: Real-time data dashboards that allow Legal to demonstrate its impact on driving forward cost savings, negotiating favorable outcomes, and achieving corporate objectives.

The Strategic Path Forward

Departments that embrace becoming AI-native will accrue advantages that help transform perceptions of legal as a cost center or bottleneck into a true strategic business partner. The transformation is not about replacing the human element of legal practice, but rather empowering the people at the center of it. By removing the operational drag of fragmentation and repetition, legal departments can finally align their output with the speed and scale of modern business.To learn more about how Sandstone enables AI-native legal departments, please reach out to request a demo.