diff --git a/src/core/anonymize-utils.ts b/src/core/anonymize-utils.ts
index ad644f8..379f481 100644
--- a/src/core/anonymize-utils.ts
+++ b/src/core/anonymize-utils.ts
@@ -442,12 +442,31 @@ function replaceTerm(content: string, term: CompiledTermVariant): string {
   if (term.pattern instanceof RegExp) {
     return content.replace(term.pattern, () => term.mask);
   }
-  const matcher = term.pattern.matcher(content);
+  // Fixed-width literal searches run natively. Validate each candidate with
+  // RE2 on a small window to preserve its case folding and boundary semantics
+  // without scanning megabytes of notebook outputs in the JS regex engine.
+  const candidates = term.literalPrefilter
+    ? content.matchAll(new RegExp(term.literalPrefilter.source, "giu"))
+    : null;
+  const matcher = candidates ? null : term.pattern.matcher(content);
   const pieces: string[] = [];
   let cursor = 0;
-  while (matcher.find()) {
-    const start = matcher.start();
-    const end = matcher.end();
+  const matches = function* () {
+    if (candidates) {
+      for (const candidate of candidates) {
+        const start = candidate.index!;
+        const end = start + candidate[0].length;
+        const offset = Math.max(0, start - 2);
+        const check = (term.pattern as RE2JS).matcher(content.slice(offset, end + 2));
+        if (check.find(start - offset) && check.start() === start - offset && check.end() === end - offset) {
+          yield { start, end };
+        }
+      }
+    } else {
+      while (matcher!.find()) yield { start: matcher!.start(), end: matcher!.end() };
+    }
+  };
+  for (const { start, end } of matches()) {
     // RE2 has no lookahead. Check the generated Unicode word boundaries
     // outside the engine, without executing any user-supplied native regex.
     if (term.before && /[\p{L}\p{N}_]$/u.test(content.slice(Math.max(0, start - 2), start))) continue;
diff --git a/src/core/zipStream.ts b/src/core/zipStream.ts
index 51e3baf..c4c5983 100644
--- a/src/core/zipStream.ts
+++ b/src/core/zipStream.ts
@@ -1,4 +1,5 @@
 import got from "got";
+import { Readable, Transform } from "stream";
 import { Parse } from "unzip-stream";
 import archiver = require("archiver");
 
@@ -112,33 +113,24 @@ export async function streamAnonymizedZip(
   }
   const downloadStream = got.stream(response.url);
 
-  res.on("error", (error) => {
-    logger.error("response stream error", serializeError(error));
-    downloadStream.destroy();
-  });
-  res.on("close", () => {
-    downloadStream.destroy();
-  });
-
   const archive = archiver("zip", {});
+  const parser = Parse() as Transform;
+  const activeStreams = new Set<Readable>();
   const compiledTerms = compileTerms(opt.anonymizerOptions.terms || []);
-
-  // Track whether the upstream zipball finished cleanly. If it didn't,
-  // we must NOT finalize the archive — finalizing while bytes are still
-  // flowing to the response produces a valid-looking ZIP that's missing
-  // entries, which the client has no way to detect (status 200, archive
-  // opens). Destroy the response instead so the client sees a connection
-  // drop and knows the download failed. Same class of silent-truncation
-  // bug as #694.
-  let failed = false;
-  const parser = Parse();
-  const fail = (error: Error) => {
-    if (failed) return;
-    failed = true;
-    logger.error("upstream zipball failed", serializeError(error));
+  let stopped = false;
+  const stop = () => {
+    if (stopped) return;
+    stopped = true;
     downloadStream.destroy();
-    downloadStream.unpipe(parser);
+    parser.destroy();
+    for (const stream of activeStreams) stream.destroy();
+    activeStreams.clear();
     archive.abort();
+  };
+  const fail = (error: Error) => {
+    if (stopped) return;
+    logger.error("zip stream failed", serializeError(error));
+    stop();
     const destroyable = res as unknown as {
       destroy?: (err?: Error) => void;
       end?: () => void;
@@ -149,14 +141,23 @@ export async function streamAnonymizedZip(
       destroyable.end();
     }
   };
-  // pipe() returns the destination. Listen on the archive itself as well,
-  // including errors emitted after the upstream ZIP has finished downloading.
+
+  res.on("error", (error) => fail(error as Error));
+  res.on("close", stop);
   archive.on("error", fail);
+  archive.pipe(res);
 
   downloadStream
     .on("error", fail)
     .pipe(parser)
-    .on("entry", (entry: NodeJS.ReadableStream & { type: string; path: string; autodrain: () => void }) => {
+    .on("entry", (entry: Readable & { type: string; path: string; autodrain: () => void }) => {
+      if (stopped) {
+        entry.destroy();
+        return;
+      }
+      entry.on("error", fail);
+      activeStreams.add(entry);
+      entry.once("close", () => activeStreams.delete(entry));
       if (entry.type === "File") {
         try {
           const fileName = anonymizePathCompiled(
@@ -175,12 +176,12 @@ export async function streamAnonymizedZip(
             ...opt.anonymizerOptions,
             filePath: entry.path,
           });
-          entry.on("error", fail);
           anonymizer.on("error", fail);
+          activeStreams.add(anonymizer);
+          anonymizer.once("close", () => activeStreams.delete(anonymizer));
           const st = entry.pipe(anonymizer);
           archive.append(st, { name: fileName });
         } catch (error) {
-          entry.autodrain();
           fail(error as Error);
         }
       } else {
@@ -189,13 +190,7 @@ export async function streamAnonymizedZip(
     })
     .on("error", fail)
     .on("finish", () => {
-      if (failed) return;
-      try {
-        archive.finalize().catch(fail);
-      } catch (error) {
-        fail(error as Error);
-      }
+      if (stopped) return;
+      void archive.finalize().catch(fail);
     });
-
-  archive.pipe(res).on("error", fail);
 }
diff --git a/test/large-notebook-download.test.js b/test/large-notebook-download.test.js
new file mode 100644
index 0000000..73b0a18
--- /dev/null
+++ b/test/large-notebook-download.test.js
@@ -0,0 +1,129 @@
+const { expect } = require("chai");
+const { Readable, PassThrough } = require("stream");
+const { once } = require("events");
+const archiver = require("archiver");
+const { Parse } = require("unzip-stream");
+require("ts-node/register/transpile-only");
+const got = require("got");
+const GitHubDownload = require("../src/core/source/GitHubDownload").default;
+const config = require("../src/config").default;
+const { AnonymizeTransformer, ContentAnonimizer } = require("../src/core/anonymize-utils");
+const { streamAnonymizedZip } = require("../src/core/zipStream");
+
+function notebook() {
+  return JSON.stringify({ nbformat: 4, nbformat_minor: 0, metadata: {}, cells: [{
+    cell_type: "code", metadata: {}, execution_count: 1,
+    source: ["# Alice's experiment"],
+    outputs: [{ output_type: "display_data", metadata: {}, data: {
+      "image/png": "AbCd".repeat(12 * 1024 * 1024),
+      "text/plain": ["Alice completed the experiment"],
+    } }],
+  }] });
+}
+
+async function collect(stream) {
+  const chunks = [];
+  for await (const chunk of stream) chunks.push(chunk);
+  return Buffer.concat(chunks);
+}
+
+async function zip(entries) {
+  const archive = archiver("zip");
+  const result = collect(archive);
+  for (const [name, content] of Object.entries(entries)) archive.append(content, { name });
+  await archive.finalize();
+  return result;
+}
+
+async function unzip(buffer) {
+  const parser = Parse();
+  const entries = {};
+  const pending = [];
+  parser.on("entry", entry => pending.push(collect(entry).then(data => { entries[entry.path] = data; })));
+  const done = once(parser, "finish");
+  Readable.from([buffer]).pipe(parser);
+  await done;
+  await Promise.all(pending);
+  return entries;
+}
+
+describe("large notebook downloads", function () {
+  this.timeout(15000);
+
+  it("redacts names before and after large outputs within the anonymization deadline", async function () {
+    const input = notebook();
+    const transformer = new AnonymizeTransformer({ filePath: "example.ipynb", terms: ["Alice"] });
+    const output = collect(transformer);
+    Readable.from([Buffer.from(input)]).pipe(transformer);
+    const result = JSON.parse((await output).toString());
+    expect(result.cells[0].source[0]).to.equal("# XXXX-1's experiment");
+    expect(result.cells[0].outputs[0].data["text/plain"][0]).to.equal("XXXX-1 completed the experiment");
+    expect(result.cells[0].outputs[0].data["image/png"]).to.equal("AbCd".repeat(12 * 1024 * 1024));
+  });
+
+  it("matches RE2 boundaries and case folding for nearby literal candidates", function () {
+    for (const term of ["k", "s", "Alice", "a-a", "Σ", "研究", "@Alice", "😀", "---", "@@", " "]) {
+      const input = ["", " ", "é", "_", "😀", "𐐀"].flatMap(left =>
+        ["", " ", "é", "_", "😀", "𐐀"].map(right => `${left}${term} ${term.toUpperCase()} K ſ${right}`)
+      ).join(" ") + term.repeat(10);
+      const reference = new ContentAnonimizer({ terms: [term] });
+      for (const compiled of reference.compiledTerms) delete compiled.literalPrefilter;
+      expect(new ContentAnonimizer({ terms: [term] }).anonymize(input)).to.equal(reference.anonymize(input));
+    }
+  });
+
+  describe("ZIP streaming", function () {
+    let originalStream, originalUrl, originalLimit, upstream;
+    beforeEach(function () {
+      originalStream = got.stream;
+      originalUrl = GitHubDownload.prototype.getZipUrl;
+      originalLimit = config.MAX_FILE_SIZE;
+      GitHubDownload.prototype.getZipUrl = async () => ({ url: "https://example.invalid/source.zip" });
+      got.stream = () => upstream;
+    });
+    afterEach(function () {
+      got.stream = originalStream;
+      GitHubDownload.prototype.getZipUrl = originalUrl;
+      config.MAX_FILE_SIZE = originalLimit;
+      upstream?.destroy();
+    });
+    const options = {
+      repoId: "fixture", organization: "owner", repoName: "repo", commit: "HEAD",
+      getToken: () => "test", anonymizerOptions: { filePath: "", terms: ["Alice"] },
+    };
+
+    it("completes an archive containing a large notebook and subsequent entries", async function () {
+      upstream = Readable.from([await zip({ "root/example.ipynb": notebook(), "root/after.txt": "Alice" })]);
+      const response = new PassThrough();
+      const output = collect(response);
+      await streamAnonymizedZip(options, response);
+      const entries = await unzip(await output);
+      expect(Object.keys(entries)).to.have.members(["example.ipynb", "after.txt"]);
+      expect(entries["after.txt"].toString()).to.equal("XXXX-1");
+      expect(JSON.parse(entries["example.ipynb"].toString()).cells[0].source[0]).to.equal("# XXXX-1's experiment");
+    });
+
+    it("aborts the response when an entry cannot be anonymized", async function () {
+      upstream = Readable.from([await zip({ "root/large.txt": "Alice".repeat(1000) })]);
+      config.MAX_FILE_SIZE = 100;
+      const response = new PassThrough();
+      response.resume();
+      const error = once(response, "error");
+      await streamAnonymizedZip(options, response);
+      expect((await error)[0].message).to.contain("Text file exceeded");
+      expect(response.destroyed).to.equal(true);
+      expect(response.writableFinished).to.equal(false);
+      expect(upstream.destroyed).to.equal(true);
+    });
+
+    it("stops downloading when the client disconnects", async function () {
+      upstream = new PassThrough();
+      const response = new PassThrough();
+      await streamAnonymizedZip(options, response);
+      const closed = once(response, "close");
+      response.destroy();
+      await closed;
+      expect(upstream.destroyed).to.equal(true);
+    });
+  });
+});