diff --git a/api/extract.php b/api/extract.php
index c3e8c38..b3cd7e7 100644
--- a/api/extract.php
+++ b/api/extract.php
@@ -7,7 +7,7 @@ dbnToolsRequireMethod('POST');
 dbnToolsRequireAuth();
 
 const EXTRACT_MAX_BYTES = 4 * 1024 * 1024;
-const EXTRACT_TEXT_LIMIT = 32000;
+const EXTRACT_TEXT_LIMIT = 128000;
 const EXTRACT_ALLOWED_EXTS = ['txt', 'pdf', 'docx'];
 
 try {
diff --git a/api/redact.php b/api/redact.php
index 7467ca1..223dbb8 100644
--- a/api/redact.php
+++ b/api/redact.php
@@ -5,12 +5,28 @@ require_once __DIR__ . '/../includes/LegalTools.php';
 
 dbnToolsRequireMethod('POST');
 dbnToolsRequireAuth();
-$input = dbnToolsJsonInput(70000);
+$input = dbnToolsJsonInput(400000);
 
 dbnToolsWithTelemetry('redact', '', function () use ($input): array {
-    $text     = dbnToolsString($input, 'text', 32000);
+    $text     = dbnToolsString($input, 'text', 128000);
     $mode     = (string)($input['mode']     ?? 'standard');
     $region   = dbnToolsNormalizeRegion($input['region']   ?? 'nordic');
     $language = dbnToolsNormalizeLanguage($input['language'] ?? 'en');
-    return (new DbnLegalToolsService())->redact($text, $mode, $region, $language);
+
+    $aliases = [];
+    $rawAliases = $input['aliases'] ?? [];
+    if (is_array($rawAliases)) {
+        foreach (array_slice($rawAliases, 0, 20) as $item) {
+            if (!is_array($item)) {
+                continue;
+            }
+            $original = substr(trim((string)($item['original'] ?? '')), 0, 100);
+            $alias    = substr(trim((string)($item['alias']    ?? '')), 0, 100);
+            if ($original !== '' && $alias !== '') {
+                $aliases[] = ['original' => $original, 'alias' => $alias];
+            }
+        }
+    }
+
+    return (new DbnLegalToolsService())->redact($text, $mode, $region, $language, $aliases);
 });
diff --git a/assets/css/tools.css b/assets/css/tools.css
index 24c5223..fd71490 100644
--- a/assets/css/tools.css
+++ b/assets/css/tools.css
@@ -963,3 +963,113 @@ p {
   color: var(--coral);
   border-color: #f5c6aa;
 }
+
+/* ─── Multi-file list ─────────────────────────────────────────────────────── */
+
+.upload-file-list {
+  list-style: none;
+  padding: 0;
+  margin: 0;
+  text-align: left;
+  width: 100%;
+}
+
+.upload-file-list li {
+  display: flex;
+  align-items: baseline;
+  gap: 0.5rem;
+  padding: 2px 0;
+  font-size: 0.85rem;
+}
+
+.upload-chars {
+  color: var(--muted);
+  font-size: 0.78rem;
+  flex-shrink: 0;
+}
+
+/* ─── Name aliases (Redact tool) ──────────────────────────────────────────── */
+
+.alias-section {
+  margin-top: 0.75rem;
+  padding-top: 0.75rem;
+  border-top: 1px solid var(--line);
+}
+
+.alias-header {
+  display: flex;
+  align-items: center;
+  gap: 1rem;
+  margin-bottom: 0.5rem;
+}
+
+.alias-add-btn {
+  background: var(--soft-teal);
+  color: var(--teal-dark);
+  border: 1px solid transparent;
+  border-radius: 6px;
+  padding: 3px 10px;
+  font-size: 0.8rem;
+  font-weight: 600;
+  cursor: pointer;
+  transition: background 0.12s;
+}
+
+.alias-add-btn:hover {
+  background: #c4ece5;
+}
+
+.alias-row {
+  display: flex;
+  align-items: center;
+  gap: 0.5rem;
+  margin-bottom: 0.4rem;
+}
+
+.alias-original,
+.alias-label {
+  flex: 1;
+  padding: 0.3rem 0.55rem;
+  border: 1px solid var(--line);
+  border-radius: 6px;
+  font-size: 0.875rem;
+  background: var(--panel);
+  color: var(--ink);
+  min-width: 0;
+}
+
+.alias-original:focus,
+.alias-label:focus {
+  outline: 3px solid rgba(15, 118, 110, 0.28);
+  outline-offset: 1px;
+  border-color: var(--teal);
+}
+
+.alias-arrow {
+  color: var(--muted);
+  font-size: 1rem;
+  flex-shrink: 0;
+}
+
+.alias-remove {
+  flex-shrink: 0;
+  background: transparent;
+  color: var(--muted);
+  font-size: 1.1rem;
+  line-height: 1;
+  padding: 2px 6px;
+  border-radius: 4px;
+  border: 1px solid transparent;
+}
+
+.alias-remove:hover {
+  background: var(--soft-coral);
+  color: var(--coral);
+  border-color: #f5c6aa;
+}
+
+.alias-hint {
+  font-size: 0.76rem;
+  color: var(--muted);
+  margin: 0.35rem 0 0;
+}
diff --git a/assets/js/tools.js b/assets/js/tools.js
index 2be7308..6e863dc 100644
--- a/assets/js/tools.js
+++ b/assets/js/tools.js
@@ -84,8 +84,11 @@ document.addEventListener('DOMContentLoaded', () => {
     uploadInput: document.querySelector('#uploadInput'),
     uploadPrompt: document.querySelector('#uploadPrompt'),
     uploadFileInfo: document.querySelector('#uploadFileInfo'),
-    uploadFileName: document.querySelector('#uploadFileName'),
+    uploadFileList: document.querySelector('#uploadFileList'),
     uploadClear: document.querySelector('#uploadClear'),
+    aliasSection: document.querySelector('#aliasSection'),
+    addAliasRow: document.querySelector('#addAliasRow'),
+    aliasRows: document.querySelector('#aliasRows'),
   });
 
   els.tabs.forEach((button) => {
@@ -95,6 +98,7 @@ document.addEventListener('DOMContentLoaded', () => {
   els.passcodeForm.addEventListener('submit', submitPasscode);
   els.healthButton.addEventListener('click', checkHealth);
   setupUpload();
+  setupAliases();
   setTool(state.activeTool);
 
   if (state.authenticated) {
@@ -122,7 +126,9 @@ function setTool(toolName) {
   els.languageControl.classList.toggle('is-hidden', !tool.usesLanguage);
   els.redactionControl.classList.toggle('is-hidden', toolName !== 'redact');
   els.uploadZone.classList.toggle('is-hidden', toolName !== 'redact');
+  els.aliasSection.classList.toggle('is-hidden', toolName !== 'redact');
   resetUpload();
+  resetAliases();
   els.status.textContent = '';
   renderTrace([]);
 }
@@ -170,6 +176,7 @@ async function runTool(event) {
   if (state.activeTool === 'redact') {
     payload.mode = currentRedactionMode();
     payload.region = currentRedactionRegion();
+    payload.aliases = getAliases();
   }
 
   setBusy(true);
@@ -200,7 +207,7 @@ function resetUpload() {
   els.uploadInput.value = '';
   els.uploadPrompt.classList.remove('is-hidden');
   els.uploadFileInfo.classList.add('is-hidden');
-  els.uploadFileName.textContent = '';
+  els.uploadFileList.innerHTML = '';
   els.uploadZone.classList.remove('is-drag-over');
 }
 
@@ -219,8 +226,7 @@ function setupUpload() {
   els.uploadZone.addEventListener('drop', (e) => {
     e.preventDefault();
     els.uploadZone.classList.remove('is-drag-over');
-    const file = e.dataTransfer?.files?.[0];
-    if (file) handleFileUpload(file);
+    if (e.dataTransfer?.files?.length) handleFiles(e.dataTransfer.files);
   });
 
   els.uploadZone.addEventListener('click', (e) => {
@@ -230,49 +236,74 @@ function setupUpload() {
   });
 
   els.uploadInput.addEventListener('change', () => {
-    const file = els.uploadInput.files?.[0];
-    if (file) handleFileUpload(file);
+    if (els.uploadInput.files?.length) handleFiles(els.uploadInput.files);
   });
 
   els.uploadClear.addEventListener('click', () => {
     resetUpload();
+    els.input.value = '';
     els.status.textContent = '';
   });
 }
 
-async function handleFileUpload(file) {
+async function handleFiles(fileList) {
   const allowed = ['pdf', 'docx', 'txt'];
-  const ext = file.name.split('.').pop().toLowerCase();
-  if (!allowed.includes(ext)) {
-    els.status.textContent = 'Unsupported file type. Use .pdf, .docx, or .txt.';
-    return;
+  const files = Array.from(fileList).slice(0, 5);
+
+  for (const file of files) {
+    const ext = file.name.split('.').pop().toLowerCase();
+    if (!allowed.includes(ext)) {
+      els.status.textContent = `Skipped ${file.name}: unsupported type. Use .pdf, .docx, or .txt.`;
+      return;
+    }
   }
 
-  els.status.textContent = `Extracting ${file.name}…`;
+  els.status.textContent = files.length === 1 ? `Extracting ${files[0].name}…` : `Extracting ${files.length} files…`;
   setBusy(true);
 
+  const parts = [];
+  let totalChars = 0;
+  let anyTruncated = false;
+
   try {
-    const formData = new FormData();
-    formData.append('file', file);
+    for (const file of files) {
+      const formData = new FormData();
+      formData.append('file', file);
 
-    const resp = await fetch('api/extract.php', {
-      method: 'POST',
-      credentials: 'same-origin',
-      body: formData,
-    });
-    const data = await resp.json().catch(() => ({}));
+      const resp = await fetch('api/extract.php', {
+        method: 'POST',
+        credentials: 'same-origin',
+        body: formData,
+      });
+      const data = await resp.json().catch(() => ({}));
 
-    if (!resp.ok || !data.ok) {
-      throw new Error(data.error?.message || `Extraction failed (HTTP ${resp.status}).`);
+      if (!resp.ok || !data.ok) {
+        throw new Error(data.error?.message || `Extraction failed for ${file.name} (HTTP ${resp.status}).`);
+      }
+
+      parts.push({ filename: file.name, chars: data.chars, truncated: data.truncated, text: data.text });
+      totalChars += data.chars;
+      if (data.truncated) anyTruncated = true;
     }
 
-    els.input.value = data.text;
-    els.uploadFileName.textContent = file.name;
+    const combined = parts.length === 1
+      ? parts[0].text
+      : parts.map((p) => `--- Document: ${p.filename} ---\n\n${p.text}`).join('\n\n');
+
+    const MAX_COMBINED = 128000;
+    const combinedTruncated = combined.length > MAX_COMBINED;
+    els.input.value = combinedTruncated ? combined.slice(0, MAX_COMBINED) : combined;
+
+    els.uploadFileList.innerHTML = parts
+      .map((p) => `<li><span class="upload-filename">${escapeHtml(p.filename)}</span><span class="upload-chars">${p.chars.toLocaleString()} chars${p.truncated ? ' • per-file limit reached' : ''}</span></li>`)
+      .join('');
     els.uploadPrompt.classList.add('is-hidden');
     els.uploadFileInfo.classList.remove('is-hidden');
 
-    const note = data.truncated ? ' (truncated to 32 000 chars)' : '';
-    els.status.textContent = `Extracted ${data.chars.toLocaleString()} chars from ${file.name}${note}.`;
+    const truncNote = (anyTruncated || combinedTruncated) ? ' — truncated to 128 000 char limit' : '';
+    els.status.textContent = parts.length === 1
+      ? `Extracted ${totalChars.toLocaleString()} chars from ${parts[0].filename}${truncNote}.`
+      : `Extracted ${totalChars.toLocaleString()} chars total from ${parts.length} files${truncNote}.`;
   } catch (err) {
     els.status.textContent = err.message;
     resetUpload();
@@ -281,6 +312,38 @@ async function handleFileUpload(file) {
   }
 }
 
+function setupAliases() {
+  els.addAliasRow.addEventListener('click', () => {
+    const row = document.createElement('div');
+    row.className = 'alias-row';
+    row.innerHTML = [
+      '<input type="text" class="alias-original" placeholder="Real name" maxlength="100">',
+      '<span class="alias-arrow" aria-hidden="true">→</span>',
+      '<input type="text" class="alias-label" placeholder="Alias (without brackets)" maxlength="100">',
+      '<button type="button" class="alias-remove" aria-label="Remove alias">×</button>',
+    ].join('');
+    els.aliasRows.appendChild(row);
+    row.querySelector('.alias-original').focus();
+  });
+
+  els.aliasRows.addEventListener('click', (e) => {
+    const btn = e.target.closest('.alias-remove');
+    if (btn) btn.closest('.alias-row').remove();
+  });
+}
+
+function getAliases() {
+  return Array.from(els.aliasRows.querySelectorAll('.alias-row')).flatMap((row) => {
+    const original = row.querySelector('.alias-original')?.value.trim() ?? '';
+    const alias = row.querySelector('.alias-label')?.value.trim() ?? '';
+    return original && alias ? [{ original, alias }] : [];
+  });
+}
+
+function resetAliases() {
+  if (els.aliasRows) els.aliasRows.innerHTML = '';
+}
+
 async function checkHealth() {
   els.healthPill.textContent = 'Checking...';
   try {
diff --git a/includes/LegalTools.php b/includes/LegalTools.php
index bbdc7ee..62b237c 100644
--- a/includes/LegalTools.php
+++ b/includes/LegalTools.php
@@ -330,7 +330,7 @@ PROMPT;
         ];
     }
 
-    public function redact(string $text, string $mode = 'standard', string $region = 'nordic', string $language = 'en'): array
+    public function redact(string $text, string $mode = 'standard', string $region = 'nordic', string $language = 'en', array $aliases = []): array
     {
         $text = $this->requirePasteText($text);
         $mode   = $mode   === 'strict'    ? 'strict'    : 'standard';
@@ -357,7 +357,7 @@ PROMPT;
         $pass2Counts   = [];
         $llmDeployment = null;
 
-        $llmResult = $this->llmRedactionPass($preRedacted, $language);
+        $llmResult = $this->llmRedactionPass($preRedacted, $language, $aliases);
 
         if (!empty($llmResult['skipped'])) {
             $trace[] = $this->trace('Pass 2 — LLM semantic scan', 'Skipped: ' . ($llmResult['reason'] ?? 'Azure not configured') . '.', 'warning');
@@ -378,7 +378,7 @@ PROMPT;
                 if ($original === '' || str_starts_with($original, '[')) {
                     continue;
                 }
-                if (!in_array($tag, ['[PERSON]', '[ORG]', '[PLACE]', '[DOB]', '[IDENTIFIER]'], true)) {
+                if (!preg_match('/^\[[A-Za-z0-9_\- ]+\]$/', $tag)) {
                     $tag = '[IDENTIFIER]';
                 }
                 if (str_contains($finalRedacted, $original)) {
@@ -780,36 +780,59 @@ PROMPT;
         ]);
     }
 
-    private function llmRedactionPass(string $preRedacted, string $language = 'en'): array
+    private function llmRedactionPass(string $preRedacted, string $language = 'en', array $aliases = []): array
     {
         $missing = $this->azure->missingChatConfig();
         if ($missing) {
             return ['skipped' => true, 'reason' => 'Azure chat not configured (' . implode(', ', $missing) . ')'];
         }
 
-        $languageNote = $language === 'no' ? "\nThe document may contain Norwegian or mixed-language content." : '';
+        $languageNote = $language === 'no' ? "\n  • The document may contain Norwegian or mixed-language content." : '';
+
+        $aliasBlock = '';
+        if (!empty($aliases)) {
+            $lines = [];
+            foreach ($aliases as $a) {
+                $orig = str_replace(["\n", "\r", '`', '"', '{', '}'], ' ', substr(trim((string)($a['original'] ?? '')), 0, 100));
+                $lbl  = str_replace(["\n", "\r", '`', '"', '{', '}'], ' ', substr(trim((string)($a['alias']    ?? '')), 0, 100));
+                if ($orig !== '' && $lbl !== '') {
+                    $lines[] = "  \"{$orig}\" → [{$lbl}]";
+                }
+            }
+            if ($lines) {
+                $aliasBlock = "\n\nALIAS OVERRIDES — use these exact replacement tags for these specific names instead of inferring a role:\n" . implode("\n", $lines);
+            }
+        }
 
         $system = <<<PROMPT
 You are a privacy redaction assistant for legal documents (ECHR judgements, Norwegian family law cases, EU child welfare documents). The text below has already had mechanical identifiers replaced with placeholder tags in [BRACKETS].
 
 Your task: find any remaining identifiable information — person names, organisation names, specific places at city level or below, dates of birth, and identifying descriptions.
 
-Return ONLY a valid JSON object:
-{"redactions":[{"original":"exact text as it appears","type":"person_name","tag":"[PERSON]"}]}
+STEP 1 — For person names: identify each individual and infer their role or relationship from context.
+Assign each person a consistent contextual tag used for every occurrence of their name:
+  • Family roles:       FATHER, MOTHER, CHILD, CHILD_1, CHILD_2, GRANDPARENT, SIBLING
+  • Professional roles: ATTORNEY, JUDGE, CASEWORKER, EXPERT_WITNESS
+  • Generic fallback:   PERSON_1, PERSON_2  (use only when role cannot be determined)
+The same individual MUST receive the same tag every time they appear.{$aliasBlock}
 
-Allowed type values and their tags:
-- person_name → [PERSON]
-- org → [ORG]
-- place → [PLACE]
-- date_of_birth → [DOB]
-- other → [IDENTIFIER]
+Return ONLY a valid JSON object:
+{"redactions":[{"original":"exact text as it appears","type":"person_name","tag":"[FATHER]"}]}
+
+Allowed types and their tag format:
+  person_name  →  contextual role tag e.g. [FATHER], [CHILD_1], [ATTORNEY]  (or alias tag if provided above)
+  org          →  [ORG]
+  place        →  [PLACE]
+  date_of_birth → [DOB]
+  other        →  [IDENTIFIER]
 
 Rules:
-- Include only text that appears verbatim in the input. Do not invent or paraphrase.
-- If nothing needs redacting, return {"redactions":[]}.
-- Do not redact text already inside [BRACKETS].
-- Legal citations, statute names, article numbers, and institution names (e.g. "the European Court of Human Rights", "Barnevernloven § 4-12") are NOT PII.
-- Short common words, conjunctions, and prepositions are NOT PII.{$languageNote}
+  • Include only text that appears verbatim in the input. Do not invent or paraphrase.
+  • The same person MUST get the same tag every time they appear.
+  • If nothing needs redacting, return {"redactions":[]}.
+  • Do not redact text already inside [BRACKETS].
+  • Legal citations, statute names, article numbers, and institution names (e.g. "the European Court of Human Rights", "Barnevernloven § 4-12") are NOT PII.
+  • Short common words, conjunctions, and prepositions are NOT PII.{$languageNote}
 PROMPT;
 
         try {
@@ -818,9 +841,9 @@ PROMPT;
                 ['role' => 'user',   'content' => $preRedacted],
             ], [
                 'temperature' => 0.1,
-                'max_tokens'  => 2000,
+                'max_tokens'  => 4000,
                 'json'        => true,
-                'timeout'     => 60,
+                'timeout'     => 90,
             ]);
 
             $content = (string)($response['choices'][0]['message']['content'] ?? '');
diff --git a/index.php b/index.php
index e28cf25..b0ca1a0 100644
--- a/index.php
+++ b/index.php
@@ -219,18 +219,27 @@ $authenticated = dbnToolsIsAuthenticated();
                     </div>
 
                     <div class="upload-zone is-hidden" id="uploadZone" role="region" aria-label="File upload">
-                        <input type="file" id="uploadInput" accept=".pdf,.docx,.txt" aria-label="Choose a file">
+                        <input type="file" id="uploadInput" multiple accept=".pdf,.docx,.txt" aria-label="Choose files">
                         <div id="uploadPrompt" class="upload-prompt">
                             <span class="upload-icon" aria-hidden="true">&#8679;</span>
-                            <p>Drop a <strong>.pdf</strong>, <strong>.docx</strong>, or <strong>.txt</strong>, or <label for="uploadInput" class="upload-browse">browse</label></p>
-                            <p class="upload-hint">Text is extracted and never stored.</p>
+                            <p>Drop up to 5 files (<strong>.pdf</strong>, <strong>.docx</strong>, <strong>.txt</strong>), or <label for="uploadInput" class="upload-browse">browse</label></p>
+                            <p class="upload-hint">Text is extracted in memory and never stored.</p>
                         </div>
                         <div id="uploadFileInfo" class="upload-file is-hidden">
-                            <span id="uploadFileName" class="upload-filename"></span>
-                            <button type="button" id="uploadClear" class="upload-clear" aria-label="Clear uploaded file">&times;</button>
+                            <ul id="uploadFileList" class="upload-file-list"></ul>
+                            <button type="button" id="uploadClear" class="upload-clear" aria-label="Clear uploaded files">&times;</button>
                         </div>
                     </div>
 
+                    <div class="alias-section is-hidden" id="aliasSection">
+                        <div class="alias-header">
+                            <span class="control-label">Name aliases</span>
+                            <button type="button" id="addAliasRow" class="alias-add-btn">+ Add</button>
+                        </div>
+                        <div id="aliasRows"></div>
+                        <p class="alias-hint">Replace a name with a bracketed alias, e.g. &ldquo;David Jr&rdquo; &rarr; [Junior]</p>
+                    </div>
+
                     <label class="input-label" for="toolInput" id="inputLabel">Question</label>
                     <textarea id="toolInput" name="toolInput" rows="10" required></textarea>