Timothy Carter
June 23, 2025
Legal practice hinges on documents that dwarf the reading capacity of even the most capable lawyers: multi-hundred-page purchase agreements, discovery troves, regulatory commentaries, and appellate briefs. Modern language models can already draft clauses and summarize opinions, yet they stumble when asked to “remember” every word inside a voluminous record.
The culprit is the fixed context window—the maximum number of tokens an AI system can keep in active memory during a single pass. Context window recycling (CWR) is emerging as a savvy workaround, allowing firms to leverage artificial intelligence on sprawling matters without sacrificing nuance, accuracy, or client confidentiality. What follows is a lawyer-friendly tour of the concept, the techniques that power it, and the concrete benefits it brings to daily practice.
Legal workflows are uniquely text-heavy. A single antitrust matter can involve tens of thousands of emails, Board minutes, and expert reports; M&A closings produce binders of ancillary documents; and litigators must weave years of procedural history into a concise appellate argument. When a language model’s context window tops out at, say, 32,000 tokens—roughly 25,000 English words—anything beyond that ceiling is invisible unless you split, trim, or otherwise condense the source material.
For routine tasks, trimming is harmless. For multi-layered issues like indemnity carve-outs or privilege logs, it is perilous. Misplaced pronouns or missed carve-outs translate to real dollars and reputational risk. CWR attempts to solve this bottleneck by continually re-feeding critical information back into the model, so it “remembers” prior passages without permanently storing them in its limited context buffer.
CWR can be described as a disciplined, iterative dance between three elements: chunking, summarization, and reintegration.
Because each round recycles the distilled knowledge from previous rounds, the model behaves as though it possesses a rolling, elongated memory that far exceeds its fixed limit.
Without CWR, lawyers must manually stitch these strands together or risk an AI tool losing the thread. With CWR, the machine keeps a seamless mental model of the case file, enabling faster, more reliable output.
Blindly slicing a contract at fixed page intervals can split defined terms or break logical units mid-sentence. A better approach is semantic chunking—letting software segment text along headings, clause boundaries, or topical shifts. Including a modest overlap (say, 10–15%) between chunks preserves context, ensuring a provision that starts in one slice and ends in the next is still processed as a whole.
After each chunk is reviewed, the system generates:
Summaries help in the recycling loop; embeddings feed a retrieval layer that can instantly surface any passage later in the workflow. Embeddings are particularly handy during depositions, when counsel needs to pinpoint every reference to a specific figure or admission.
Complex matters often benefit from layering. First, chunk-level summaries roll up into section-level abstracts; section abstracts roll up into a document-level digest; and multiple digests form a project-level briefing. This hierarchy mirrors how senior partners often delegate: associates read everything, produce granular notes, then distill them into partner-ready slides.
CWR automates the same pyramid, letting the AI answer granular questions (“What indemnity caps apply to data breaches?”) while still providing a bird’s-eye executive summary.
Legal AI for legal memory has the following key benefits for law firms and the clients they serve:
Chunking and recycling do not negate lawyers’ duty of confidentiality. Always run sensitive materials on in-house or otherwise secure infrastructure. Disabling logging, encrypting at rest, and maintaining strict access controls are non-negotiable. Remember that embedding vectors, though abstract, can sometimes be reverse engineered; they deserve the same protection as the raw text.
Summaries compress information. A misplaced negative—turning “shall not assign” into “shall assign”—could swing a deal. Employ layered validation: automated tests for defined terms, human review of high-risk clauses, and cross-model consensus where multiple systems must agree before acceptance. Adopt a “trust but verify” mantra: the AI drafts, the lawyer signs off.
Recycling is only as reliable as the source material. If the underlying document changes after initial processing, outdated summaries can propagate errors. Tie each summary to a document hash or timestamp, and trigger re-processing whenever the base text is modified.
Choose a matter with ample but finite scope—e.g., a 300-page asset purchase agreement—so the team can measure gains without mission-critical risk.
Combine an LLM with an embedding model, a vector database for retrieval, and a secure, on-premise or private-cloud environment.
Diagram how documents travel from intake to final work product. Insert CWR at points where human review is currently most labor-intensive.
Brief attorneys on both the capabilities and the limits of the system. Draft a short policy covering confidentiality, validation steps, and client disclosure where appropriate.
Collect metrics—review time, error rates, client satisfaction—and iterate. Small tweaks in chunk size or summary length can produce outsized accuracy gains.
Context window recycling may sound like niche tech jargon, yet its payoff is squarely practical: richer AI memory on files that matter, without breaching size limits or professional obligations. By treating long-form legal documents as living, layered artifacts—chunking, summarizing, and reintegrating at every step—firms can coax more nuance and reliability from generative tools.
Early adopters are already drafting cleaner contracts, surfacing buried deposition highlights, and persuading regulators with data-driven comment letters. The technology is ready; the real question is whether the profession will seize the advantage before the next filing deadline arrives.
Industry veteran Timothy Carter is Law.co’s Chief Revenue Officer. Tim leads all revenue for the company and oversees all customer-facing teams - including sales, marketing & customer success. He has spent more than 20 years in the world of SEO & Digital Marketing leading, building and scaling sales operations, helping companies increase revenue efficiency and drive growth from websites and sales teams. When he's not working, Tim enjoys playing a few rounds of disc golf, running, and spending time with his wife and family on the beach...preferably in Hawaii. Over the years he's written for publications like Entrepreneur, Marketing Land, Search Engine Journal, ReadWrite and other highly respected online publications.
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