File rename templates & admin torrent approval

Add support for admin-driven interactive torrent selection and a file rename/template feature. Integrates an InteractiveTorrentSearchModal into the pending-approval admin UI, adds an admin approve flow that accepts an admin-selected torrent, and surfaces user/admin-selected torrent details in the UI. Introduces fileRenameEnabled and fileRenameTemplate settings (API + UI), persists them to configuration, and clears related caches. Pass renameConfig through the organize/organizeEbook flows and implement renaming in the FileOrganizer (single/multi-file handling). Enhance path-template utilities with conditional block resolution, filename-template validation, mock filename previews, and a buildRenamedFilename helper. Update tests to cover conditional templates and filename preview behavior.
2026-06-02 20:30:10 +00:00 · 2026-02-25 09:47:57 -05:00
parent 33c2265e56
commit 03f82d4841
13 changed files with 1095 additions and 108 deletions
@@ -13,17 +13,34 @@ import { ActiveDownloadsTable } from './components/ActiveDownloadsTable';
 import { RecentRequestsTable } from './components/RecentRequestsTable';
 import { ToastProvider, useToast } from '@/components/ui/Toast';
 import { ReportedIssuesSection } from './components/ReportedIssuesSection';
+import { InteractiveTorrentSearchModal } from '@/components/requests/InteractiveTorrentSearchModal';
+import { TorrentResult } from '@/lib/utils/ranking-algorithm';
 import { formatDistanceToNow } from 'date-fns';
 import { useState } from 'react';

+interface SelectedTorrentData {
+  title?: string;
+  indexer?: string;
+  size?: number;
+  format?: string;
+  ebookFormat?: string;
+  seeders?: number;
+  infoUrl?: string;
+  source?: string;
+  protocol?: string;
+  score?: number;
+}
+
 interface PendingApprovalRequest {
  id: string;
  createdAt: string;
  type: 'audiobook' | 'ebook';
+  selectedTorrent: SelectedTorrentData | null;
  audiobook: {
    title: string;
    author: string;
    coverArtUrl: string | null;
+    audibleAsin: string | null;
  };
  user: {
    id: string;
@@ -32,9 +49,20 @@ interface PendingApprovalRequest {
  };
 }

+function formatTorrentSize(bytes: number): string {
+  const gb = bytes / (1024 ** 3);
+  const mb = bytes / (1024 ** 2);
+  return gb >= 1 ? `${gb.toFixed(1)} GB` : `${mb.toFixed(0)} MB`;
+}
+
 function PendingApprovalSection({ requests }: { requests: PendingApprovalRequest[] }) {
  const toast = useToast();
  const [loadingStates, setLoadingStates] = useState<Record<string, boolean>>({});
+  const [searchModalRequestId, setSearchModalRequestId] = useState<string | null>(null);
+
+  const searchModalRequest = searchModalRequestId
+    ? requests.find((r) => r.id === searchModalRequestId)
+    : null;

  const handleApproveRequest = async (requestId: string) => {
    setLoadingStates((prev) => ({ ...prev, [requestId]: true }));
@@ -47,7 +75,6 @@ function PendingApprovalSection({ requests }: { requests: PendingApprovalRequest

      toast.success('Request approved');

-      // Mutate both pending requests and recent requests caches
      await mutate('/api/admin/requests/pending-approval');
      await mutate('/api/admin/requests/recent');
      await mutate('/api/admin/metrics');
@@ -72,7 +99,6 @@ function PendingApprovalSection({ requests }: { requests: PendingApprovalRequest

      toast.success('Request denied');

-      // Mutate pending requests cache
      await mutate('/api/admin/requests/pending-approval');
      await mutate('/api/admin/metrics');
    } catch (error) {
@@ -85,6 +111,26 @@ function PendingApprovalSection({ requests }: { requests: PendingApprovalRequest
    }
  };

+  const handleApproveWithTorrent = async (requestId: string, torrent: TorrentResult) => {
+    await fetchJSON(`/api/admin/requests/${requestId}/approve`, {
+      method: 'POST',
+      body: JSON.stringify({ action: 'approve', selectedTorrent: torrent }),
+    });
+
+    toast.success('Request approved and download started');
+
+    await mutate('/api/admin/requests/pending-approval');
+    await mutate('/api/admin/requests/recent');
+    await mutate('/api/admin/metrics');
+  };
+
+  const LoadingSpinner = () => (
+    <svg className="animate-spin h-4 w-4" fill="none" viewBox="0 0 24 24">
+      <circle className="opacity-25" cx="12" cy="12" r="10" stroke="currentColor" strokeWidth="4" />
+      <path className="opacity-75" fill="currentColor" d="M4 12a8 8 0 018-8V0C5.373 0 0 5.373 0 12h4zm2 5.291A7.962 7.962 0 014 12H0c0 3.042 1.135 5.824 3 7.938l3-2.647z" />
+    </svg>
+  );
+
  return (
    <div className="mb-8">
      {/* Section Header */}
@@ -116,6 +162,9 @@ function PendingApprovalSection({ requests }: { requests: PendingApprovalRequest
      <div className="grid grid-cols-1 md:grid-cols-2 lg:grid-cols-3 gap-4">
        {requests.map((request) => {
          const isLoading = loadingStates[request.id] || false;
+          const torrent = request.selectedTorrent;
+          const displayFormat = torrent?.format || torrent?.ebookFormat;
+          const isAnnasArchive = torrent?.source === 'annas_archive';

          return (
            <div
@@ -205,89 +254,107 @@ function PendingApprovalSection({ requests }: { requests: PendingApprovalRequest
                </div>
              </div>

+              {/* Pre-Selected Release */}
+              {torrent && torrent.title && (
+                <div className="mx-4 mb-3 px-3 py-2.5 bg-gray-50 dark:bg-gray-900/60 rounded-lg border border-gray-200 dark:border-gray-700/60">
+                  <div className="flex items-center gap-1.5 mb-1">
+                    <svg className="w-3 h-3 text-gray-400 dark:text-gray-500 flex-shrink-0" fill="none" stroke="currentColor" viewBox="0 0 24 24">
+                      <path strokeLinecap="round" strokeLinejoin="round" strokeWidth={2} d="M13.828 10.172a4 4 0 00-5.656 0l-4 4a4 4 0 105.656 5.656l1.102-1.101m-.758-4.899a4 4 0 005.656 0l4-4a4 4 0 00-5.656-5.656l-1.1 1.1" />
+                    </svg>
+                    <span className="text-[10px] font-semibold uppercase tracking-wider text-gray-400 dark:text-gray-500">
+                      User-Selected Release
+                    </span>
+                  </div>
+                  {torrent.infoUrl ? (
+                    <a
+                      href={torrent.infoUrl}
+                      target="_blank"
+                      rel="noopener noreferrer"
+                      className="text-xs font-medium text-blue-600 dark:text-blue-400 hover:text-blue-700 dark:hover:text-blue-300 transition-colors line-clamp-2 leading-snug"
+                      title={torrent.title}
+                    >
+                      {torrent.title}
+                    </a>
+                  ) : (
+                    <p className="text-xs font-medium text-gray-700 dark:text-gray-300 line-clamp-2 leading-snug" title={torrent.title}>
+                      {torrent.title}
+                    </p>
+                  )}
+                  <div className="flex items-center gap-1 mt-1.5 text-[11px] text-gray-500 dark:text-gray-400 flex-wrap">
+                    {isAnnasArchive ? (
+                      <span className="text-orange-600 dark:text-orange-400 font-medium">Anna&apos;s Archive</span>
+                    ) : torrent.indexer ? (
+                      <span>{torrent.indexer}</span>
+                    ) : null}
+                    {torrent.size && torrent.size > 0 ? (
+                      <>
+                        <span className="text-gray-300 dark:text-gray-600 select-none">&middot;</span>
+                        <span>{formatTorrentSize(torrent.size)}</span>
+                      </>
+                    ) : null}
+                    {displayFormat ? (
+                      <>
+                        <span className="text-gray-300 dark:text-gray-600 select-none">&middot;</span>
+                        <span className="px-1 py-px text-[10px] font-semibold uppercase tracking-wide rounded bg-purple-100 dark:bg-purple-500/15 text-purple-700 dark:text-purple-300">
+                          {displayFormat}
+                        </span>
+                      </>
+                    ) : null}
+                    {torrent.protocol === 'usenet' ? (
+                      <>
+                        <span className="text-gray-300 dark:text-gray-600 select-none">&middot;</span>
+                        <span className="text-sky-600 dark:text-sky-400 font-medium">NZB</span>
+                      </>
+                    ) : torrent.seeders !== undefined && torrent.seeders !== null ? (
+                      <>
+                        <span className="text-gray-300 dark:text-gray-600 select-none">&middot;</span>
+                        <span className="text-emerald-600 dark:text-emerald-400">{torrent.seeders} seeds</span>
+                      </>
+                    ) : null}
+                    {torrent.score !== undefined && torrent.score !== null ? (
+                      <>
+                        <span className="text-gray-300 dark:text-gray-600 select-none">&middot;</span>
+                        <span className="font-medium">Score {Math.round(torrent.score)}</span>
+                      </>
+                    ) : null}
+                  </div>
+                </div>
+              )}
+
              {/* Action Buttons */}
              <div className="border-t border-amber-200 dark:border-amber-800 bg-gray-50 dark:bg-gray-900/50 px-4 py-3 flex gap-2">
                <button
                  onClick={() => handleApproveRequest(request.id)}
                  disabled={isLoading}
-                  className="flex-1 inline-flex items-center justify-center gap-2 px-3 py-2 bg-green-600 hover:bg-green-700 disabled:bg-green-400 disabled:cursor-not-allowed text-white text-sm font-medium rounded-lg transition-colors"
+                  className="flex-1 inline-flex items-center justify-center gap-1.5 px-3 py-2 bg-green-600 hover:bg-green-700 disabled:bg-green-400 disabled:cursor-not-allowed text-white text-sm font-medium rounded-lg transition-colors"
                >
-                  {isLoading ? (
-                    <svg
-                      className="animate-spin h-4 w-4"
-                      fill="none"
-                      viewBox="0 0 24 24"
-                    >
-                      <circle
-                        className="opacity-25"
-                        cx="12"
-                        cy="12"
-                        r="10"
-                        stroke="currentColor"
-                        strokeWidth="4"
-                      />
-                      <path
-                        className="opacity-75"
-                        fill="currentColor"
-                        d="M4 12a8 8 0 018-8V0C5.373 0 0 5.373 0 12h4zm2 5.291A7.962 7.962 0 014 12H0c0 3.042 1.135 5.824 3 7.938l3-2.647z"
-                      />
-                    </svg>
-                  ) : (
-                    <svg
-                      className="w-4 h-4"
-                      fill="none"
-                      stroke="currentColor"
-                      viewBox="0 0 24 24"
-                    >
-                      <path
-                        strokeLinecap="round"
-                        strokeLinejoin="round"
-                        strokeWidth={2}
-                        d="M5 13l4 4L19 7"
-                      />
+                  {isLoading ? <LoadingSpinner /> : (
+                    <svg className="w-4 h-4" fill="none" stroke="currentColor" viewBox="0 0 24 24">
+                      <path strokeLinecap="round" strokeLinejoin="round" strokeWidth={2} d="M5 13l4 4L19 7" />
                    </svg>
                  )}
                  <span>Approve</span>
                </button>

+                <button
+                  onClick={() => setSearchModalRequestId(request.id)}
+                  disabled={isLoading}
+                  className="flex-1 inline-flex items-center justify-center gap-1.5 px-3 py-2 bg-blue-600 hover:bg-blue-700 disabled:bg-blue-400 disabled:cursor-not-allowed text-white text-sm font-medium rounded-lg transition-colors"
+                >
+                  <svg className="w-4 h-4" fill="none" stroke="currentColor" viewBox="0 0 24 24">
+                    <path strokeLinecap="round" strokeLinejoin="round" strokeWidth={2} d="M21 21l-6-6m2-5a7 7 0 11-14 0 7 7 0 0114 0z" />
+                  </svg>
+                  <span>Search</span>
+                </button>
+
                <button
                  onClick={() => handleDenyRequest(request.id)}
                  disabled={isLoading}
-                  className="flex-1 inline-flex items-center justify-center gap-2 px-3 py-2 bg-red-600 hover:bg-red-700 disabled:bg-red-400 disabled:cursor-not-allowed text-white text-sm font-medium rounded-lg transition-colors"
+                  className="flex-1 inline-flex items-center justify-center gap-1.5 px-3 py-2 bg-red-600 hover:bg-red-700 disabled:bg-red-400 disabled:cursor-not-allowed text-white text-sm font-medium rounded-lg transition-colors"
                >
-                  {isLoading ? (
-                    <svg
-                      className="animate-spin h-4 w-4"
-                      fill="none"
-                      viewBox="0 0 24 24"
-                    >
-                      <circle
-                        className="opacity-25"
-                        cx="12"
-                        cy="12"
-                        r="10"
-                        stroke="currentColor"
-                        strokeWidth="4"
-                      />
-                      <path
-                        className="opacity-75"
-                        fill="currentColor"
-                        d="M4 12a8 8 0 018-8V0C5.373 0 0 5.373 0 12h4zm2 5.291A7.962 7.962 0 014 12H0c0 3.042 1.135 5.824 3 7.938l3-2.647z"
-                      />
-                    </svg>
-                  ) : (
-                    <svg
-                      className="w-4 h-4"
-                      fill="none"
-                      stroke="currentColor"
-                      viewBox="0 0 24 24"
-                    >
-                      <path
-                        strokeLinecap="round"
-                        strokeLinejoin="round"
-                        strokeWidth={2}
-                        d="M6 18L18 6M6 6l12 12"
-                      />
+                  {isLoading ? <LoadingSpinner /> : (
+                    <svg className="w-4 h-4" fill="none" stroke="currentColor" viewBox="0 0 24 24">
+                      <path strokeLinecap="round" strokeLinejoin="round" strokeWidth={2} d="M6 18L18 6M6 6l12 12" />
                    </svg>
                  )}
                  <span>Deny</span>
@@ -297,6 +364,26 @@ function PendingApprovalSection({ requests }: { requests: PendingApprovalRequest
          );
        })}
      </div>
+
+      {/* Interactive Search Modal */}
+      {searchModalRequest && (
+        <InteractiveTorrentSearchModal
+          isOpen={!!searchModalRequestId}
+          onClose={() => setSearchModalRequestId(null)}
+          requestId={searchModalRequest.id}
+          audiobook={{
+            title: searchModalRequest.audiobook.title,
+            author: searchModalRequest.audiobook.author,
+          }}
+          searchMode={searchModalRequest.type === 'ebook' ? 'ebook' : 'audiobook'}
+          onConfirm={async (torrent) => {
+            await handleApproveWithTorrent(searchModalRequest.id, torrent);
+          }}
+          onSuccess={() => {
+            setSearchModalRequestId(null);
+          }}
+        />
+      )}
    </div>
  );
 }
@@ -100,6 +100,8 @@ export interface PathsSettings {
  ebookPathTemplate?: string;
  metadataTaggingEnabled: boolean;
  chapterMergingEnabled: boolean;
+  fileRenameEnabled: boolean;
+  fileRenameTemplate?: string;
 }

 /**
@@ -10,7 +10,7 @@ import { Button } from '@/components/ui/Button';
 import { Input } from '@/components/ui/Input';
 import { usePathsSettings } from './usePathsSettings';
 import type { PathsSettings } from '../../lib/types';
-import { validateTemplate, generateMockPreviews } from '@/lib/utils/path-template.util';
+import { validateTemplate, generateMockPreviews, validateFilenameTemplate, generateMockFilenamePreviews } from '@/lib/utils/path-template.util';

 interface PathsTabProps {
  paths: PathsSettings;
@@ -24,6 +24,13 @@ interface TemplatePreview {
  previewPaths?: string[];
 }

+interface FilenamePreview {
+  isValid: boolean;
+  error?: string;
+  single?: string[];
+  multi?: string[];
+}
+
 export function PathsTab({ paths, onChange, onValidationChange }: PathsTabProps) {
  const { testing, testResult, updatePath, testPaths } = usePathsSettings({
    paths,
@@ -73,6 +80,34 @@ export function PathsTab({ paths, onChange, onValidationChange }: PathsTabProps)
    }
  }, [paths.ebookPathTemplate]);

+  // Live preview state for filename template
+  const [filenamePreview, setFilenamePreview] = useState<FilenamePreview | null>(null);
+
+  // Update filename live preview whenever template changes
+  useEffect(() => {
+    if (!paths.fileRenameEnabled) {
+      setFilenamePreview(null);
+      return;
+    }
+
+    const template = paths.fileRenameTemplate || '{title}';
+    const validation = validateFilenameTemplate(template);
+
+    if (validation.valid) {
+      const previews = generateMockFilenamePreviews(template);
+      setFilenamePreview({
+        isValid: true,
+        single: previews.single,
+        multi: previews.multi,
+      });
+    } else {
+      setFilenamePreview({
+        isValid: false,
+        error: validation.error,
+      });
+    }
+  }, [paths.fileRenameTemplate, paths.fileRenameEnabled]);
+
  const audiobookTemplate = paths.audiobookPathTemplate || '{author}/{title} {asin}';
  const ebookTemplate = paths.ebookPathTemplate || '{author}/{title} {asin}';
  const ebookMatchesAudiobook = ebookTemplate === audiobookTemplate;
@@ -218,6 +253,83 @@ export function PathsTab({ paths, onChange, onValidationChange }: PathsTabProps)
        )}
      </div>

+      {/* File Rename Toggle */}
+      <div className="bg-gray-50 dark:bg-gray-800 rounded-lg p-4 border border-gray-200 dark:border-gray-700">
+        <div className="flex items-start gap-4">
+          <input
+            type="checkbox"
+            id="file-rename-settings"
+            checked={paths.fileRenameEnabled}
+            onChange={(e) => updatePath('fileRenameEnabled', e.target.checked)}
+            className="mt-1 h-5 w-5 rounded border-gray-300 text-blue-600 focus:ring-blue-500"
+          />
+          <div className="flex-1">
+            <label
+              htmlFor="file-rename-settings"
+              className="block text-sm font-medium text-gray-900 dark:text-gray-100 cursor-pointer"
+            >
+              Rename files during organization
+            </label>
+            <p className="text-sm text-gray-600 dark:text-gray-400 mt-1">
+              Rename audio and ebook files using a custom naming template when organizing into the media
+              library. When multiple files exist (e.g. chapterized MP3s), an index number is appended.
+            </p>
+          </div>
+        </div>
+
+        {/* File Naming Template (shown when enabled) */}
+        {paths.fileRenameEnabled && (
+          <div className="mt-4 pl-9">
+            <label className="block text-sm font-medium text-gray-700 dark:text-gray-300 mb-2">
+              File Naming Template
+            </label>
+            <Input
+              type="text"
+              value={paths.fileRenameTemplate || '{title}'}
+              onChange={(e) => updatePath('fileRenameTemplate', e.target.value)}
+              placeholder="{title}"
+              className="font-mono"
+            />
+            <p className="text-sm text-gray-500 dark:text-gray-400 mt-1">
+              Uses the same variables as the organization template. Do not include the file extension.
+            </p>
+
+            {/* Filename Validation Error */}
+            {filenamePreview && !filenamePreview.isValid && (
+              <div className="mt-3 p-3 rounded-lg text-sm flex items-start gap-2 bg-red-50 dark:bg-red-900/20 border border-red-200 dark:border-red-800 text-red-800 dark:text-red-200">
+                <span className="flex-shrink-0 mt-0.5">✗</span>
+                <div className="flex-1">
+                  <span>{filenamePreview.error || 'Invalid filename template'}</span>
+                </div>
+              </div>
+            )}
+
+            {/* Filename Preview */}
+            {filenamePreview && filenamePreview.isValid && (
+              <div className="mt-3 bg-gray-50 dark:bg-gray-800 border border-gray-200 dark:border-gray-700 rounded-lg p-4">
+                <h4 className="text-sm font-semibold text-gray-900 dark:text-gray-100 mb-2">
+                  Single File
+                </h4>
+                <div className="space-y-1.5 text-sm font-mono text-gray-700 dark:text-gray-300">
+                  {filenamePreview.single?.map((preview, index) => (
+                    <div key={index} className="text-xs">{preview}</div>
+                  ))}
+                </div>
+
+                <h4 className="text-sm font-semibold text-gray-900 dark:text-gray-100 mt-3 mb-2">
+                  Multiple Files (chapterized)
+                </h4>
+                <div className="space-y-1.5 text-sm font-mono text-gray-700 dark:text-gray-300">
+                  {filenamePreview.multi?.map((preview, index) => (
+                    <div key={index} className="text-xs">{preview}</div>
+                  ))}
+                </div>
+              </div>
+            )}
+          </div>
+        )}
+      </div>
+
      {/* Variable Reference Panel (shared for both templates) */}
      <div className="bg-blue-50 dark:bg-blue-900/20 border border-blue-200 dark:border-blue-800 rounded-lg p-4">
        <h3 className="text-sm font-semibold text-blue-900 dark:text-blue-100 mb-3">
@@ -255,6 +367,27 @@ export function PathsTab({ paths, onChange, onValidationChange }: PathsTabProps)
        </div>
      </div>

+      {/* Conditional Syntax Help */}
+      <div className="bg-amber-50 dark:bg-amber-900/20 border border-amber-200 dark:border-amber-800 rounded-lg p-4">
+        <h3 className="text-sm font-semibold text-amber-900 dark:text-amber-100 mb-2">
+          Conditional Syntax
+        </h3>
+        <p className="text-sm text-gray-600 dark:text-gray-400 mb-2">
+          Wrap text around a variable in <code className="text-amber-700 dark:text-amber-300 font-mono">{'{ }'}</code> to
+          include that text only when the variable has a value. If the variable is empty, the entire block is removed.
+        </p>
+        <div className="text-sm font-mono bg-white dark:bg-gray-900 rounded px-3 py-2 border border-amber-100 dark:border-amber-900">
+          <div className="text-gray-700 dark:text-gray-300">
+            <code className="text-amber-700 dark:text-amber-300">{'{Book seriesPart - }'}</code>
+          </div>
+          <div className="text-xs text-gray-500 dark:text-gray-400 mt-1">
+            With value: <span className="text-green-700 dark:text-green-400">Book 1 - </span>
+            &nbsp;&bull;&nbsp;
+            Without value: <span className="text-red-700 dark:text-red-400">(removed)</span>
+          </div>
+        </div>
+      </div>
+
      {/* Metadata Tagging Toggle */}
      <div className="bg-gray-50 dark:bg-gray-800 rounded-lg p-4 border border-gray-200 dark:border-gray-700">
        <div className="flex items-start gap-4">
@@ -14,6 +14,7 @@ const logger = RMABLogger.create('API.Admin.Requests.Approve');

 const ApprovalActionSchema = z.object({
  action: z.enum(['approve', 'deny']),
+  selectedTorrent: z.any().optional(),
 });

 /**
@@ -37,8 +38,8 @@ export async function POST(
        const { id } = await params;
        const body = await request.json();

-        // Validate action
-        const { action } = ApprovalActionSchema.parse(body);
+        // Validate action and optional admin-selected torrent
+        const { action, selectedTorrent: adminSelectedTorrent } = ApprovalActionSchema.parse(body);

        // Fetch the request
        const existingRequest = await prisma.request.findUnique({
@@ -78,12 +79,15 @@ export async function POST(
          const jobQueue = getJobQueueService();
          const isEbookRequest = existingRequest.type === 'ebook';

-          // Check if request has a pre-selected torrent (from interactive search)
-          if (existingRequest.selectedTorrent) {
-            const selectedTorrent = existingRequest.selectedTorrent as any;
+          // Use admin-provided torrent (from admin interactive search) or fall back to user's pre-selected torrent
+          const effectiveTorrent = adminSelectedTorrent || existingRequest.selectedTorrent;

-            // User pre-selected a specific torrent - download that torrent directly
-            logger.info(`Request ${id} has pre-selected torrent, starting download`, {
+          if (effectiveTorrent) {
+            const selectedTorrent = effectiveTorrent as any;
+            const torrentSource = adminSelectedTorrent ? 'admin' : 'user';
+
+            // Download the selected torrent directly
+            logger.info(`Request ${id} has ${torrentSource}-selected torrent, starting download`, {
              requestId: id,
              userId: existingRequest.userId,
              adminId: req.user.sub,
@@ -167,17 +171,20 @@ export async function POST(
              logger.error('Failed to queue notification', { error: error instanceof Error ? error.message : String(error) });
            });

-            logger.info(`Request ${id} approved by admin ${req.user.sub}, downloading pre-selected torrent`, {
+            logger.info(`Request ${id} approved by admin ${req.user.sub}, downloading ${torrentSource}-selected torrent`, {
              requestId: id,
              userId: updatedRequest.userId,
              audiobookTitle: existingRequest.audiobook.title,
              adminId: req.user.sub,
              type: existingRequest.type,
+              torrentSource,
            });

            return NextResponse.json({
              success: true,
-              message: 'Request approved and download started with pre-selected torrent',
+              message: adminSelectedTorrent
+                ? 'Request approved and download started with admin-selected torrent'
+                : 'Request approved and download started with pre-selected torrent',
              request: updatedRequest,
            });
          } else {
@@ -15,7 +15,7 @@ export async function PUT(request: NextRequest) {
  return requireAuth(request, async (req: AuthenticatedRequest) => {
    return requireAdmin(req, async () => {
      try {
-        const { downloadDir, mediaDir, audiobookPathTemplate, ebookPathTemplate, metadataTaggingEnabled, chapterMergingEnabled } = await request.json();
+        const { downloadDir, mediaDir, audiobookPathTemplate, ebookPathTemplate, metadataTaggingEnabled, chapterMergingEnabled, fileRenameEnabled, fileRenameTemplate } = await request.json();

        if (!downloadDir || !mediaDir) {
          return NextResponse.json(
@@ -97,6 +97,32 @@ export async function PUT(request: NextRequest) {
          },
        });

+        // Update file rename setting
+        await prisma.configuration.upsert({
+          where: { key: 'file_rename_enabled' },
+          update: { value: String(fileRenameEnabled ?? false) },
+          create: {
+            key: 'file_rename_enabled',
+            value: String(fileRenameEnabled ?? false),
+            category: 'automation',
+            description: 'Rename audio and ebook files using a custom naming template during organization',
+          },
+        });
+
+        // Update file rename template
+        if (fileRenameTemplate !== undefined) {
+          await prisma.configuration.upsert({
+            where: { key: 'file_rename_template' },
+            update: { value: fileRenameTemplate },
+            create: {
+              key: 'file_rename_template',
+              value: fileRenameTemplate,
+              category: 'automation',
+              description: 'Template for renaming audio and ebook files during organization',
+            },
+          });
+        }
+
        logger.info('Paths settings updated');

        // Clear config cache for all updated keys so services get fresh values
@@ -107,6 +133,8 @@ export async function PUT(request: NextRequest) {
        configService.clearCache('ebook_path_template');
        configService.clearCache('metadata_tagging_enabled');
        configService.clearCache('chapter_merging_enabled');
+        configService.clearCache('file_rename_enabled');
+        configService.clearCache('file_rename_template');

        // Invalidate all download client singletons to force reload of download_dir
        const { invalidateDownloadClientManager } = await import('@/lib/services/download-client-manager.service');
@@ -128,6 +128,8 @@ export async function GET(request: NextRequest) {
        ebookPathTemplate: configMap.get('ebook_path_template') || configMap.get('audiobook_path_template') || '{author}/{title} {asin}',
        metadataTaggingEnabled: configMap.get('metadata_tagging_enabled') === 'true',
        chapterMergingEnabled: configMap.get('chapter_merging_enabled') === 'true',
+        fileRenameEnabled: configMap.get('file_rename_enabled') === 'true',
+        fileRenameTemplate: configMap.get('file_rename_template') || '{title}',
      },
      ebook: {
        // New granular source toggles (with migration from legacy ebook_sidecar_enabled)
@@ -67,8 +67,8 @@ export async function POST(
        );
      }

-      // Check if request is awaiting approval
-      if (requestRecord.status === 'awaiting_approval') {
+      // Check if request is awaiting approval (admins can still search to override the user's selection)
+      if (requestRecord.status === 'awaiting_approval' && req.user.role !== 'admin') {
        return NextResponse.json(
          { error: 'AwaitingApproval', message: 'This request is awaiting admin approval. You cannot search for torrents until it is approved.' },
          { status: 403 }
@@ -38,6 +38,7 @@ interface InteractiveTorrentSearchModalProps {
  onSuccess?: () => void;
  searchMode?: 'audiobook' | 'ebook'; // Search mode - defaults to audiobook
  replaceIssueId?: string; // Optional - when set, confirm handler calls replace endpoint instead
+  onConfirm?: (torrent: TorrentResult) => Promise<void>; // Optional - overrides default confirm handler
 }

 // Format relative time from publish date
@@ -90,6 +91,7 @@ export function InteractiveTorrentSearchModal({
  onSuccess,
  searchMode = 'audiobook',
  replaceIssueId,
+  onConfirm,
 }: InteractiveTorrentSearchModalProps) {
  // Hooks for existing audiobook request flow
  const { searchTorrents: searchByRequestId, isLoading: isSearchingByRequest, error: searchByRequestError } = useInteractiveSearch();
@@ -113,6 +115,7 @@ export function InteractiveTorrentSearchModal({
  const [results, setResults] = useState<(RankedTorrent & { qualityScore?: number; source?: string; ebookFormat?: string })[]>([]);
  const [confirmTorrent, setConfirmTorrent] = useState<TorrentResult | null>(null);
  const [searchTitle, setSearchTitle] = useState(audiobook.title);
+  const [isCustomConfirming, setIsCustomConfirming] = useState(false);
  const [mounted, setMounted] = useState(false);

  // Stable close handler via ref
@@ -130,11 +133,13 @@ export function InteractiveTorrentSearchModal({
  const isSearching = isEbookMode
    ? (useAsinMode ? isSearchingEbooksByAsin : isSearchingEbooks)
    : (hasRequestId ? isSearchingByRequest : isSearchingByAudiobook);
-  const isDownloading = replaceIssueId
-    ? isReplacing
-    : isEbookMode
-      ? (useAsinMode ? isSelectingEbookByAsin : isSelectingEbook)
-      : (hasRequestId ? isSelectingTorrent : isRequestingWithTorrent);
+  const isDownloading = isCustomConfirming
+    ? true
+    : replaceIssueId
+      ? isReplacing
+      : isEbookMode
+        ? (useAsinMode ? isSelectingEbookByAsin : isSelectingEbook)
+        : (hasRequestId ? isSelectingTorrent : isRequestingWithTorrent);
  const error = replaceIssueId
    ? (replaceError || (hasRequestId ? searchByRequestError : searchByAudiobookError))
    : isEbookMode
@@ -218,7 +223,11 @@ export function InteractiveTorrentSearchModal({
  const handleConfirmDownload = async () => {
    if (!confirmTorrent) return;
    try {
-      if (replaceIssueId) {
+      if (onConfirm) {
+        // Custom confirm handler (e.g., admin approve-with-torrent flow)
+        setIsCustomConfirming(true);
+        await onConfirm(confirmTorrent);
+      } else if (replaceIssueId) {
        // Reported issue replacement flow
        await replaceWithTorrent(replaceIssueId, confirmTorrent);
      } else if (isEbookMode) {
@@ -241,6 +250,8 @@ export function InteractiveTorrentSearchModal({
    } catch (err) {
      console.error('Failed to download:', err);
      setConfirmTorrent(null);
+    } finally {
+      setIsCustomConfirming(false);
    }
  };

@@ -128,7 +128,19 @@ export async function processOrganizeFiles(payload: OrganizeFilesPayload): Promi
    });
    const template = templateConfig?.value || '{author}/{title} {asin}';

-    // Organize files (pass template and logger to file organizer)
+    // Read file rename configuration
+    const fileRenameEnabledConfig = await prisma.configuration.findUnique({
+      where: { key: 'file_rename_enabled' },
+    });
+    const fileRenameTemplateConfig = await prisma.configuration.findUnique({
+      where: { key: 'file_rename_template' },
+    });
+    const renameConfig = {
+      enabled: fileRenameEnabledConfig?.value === 'true',
+      template: fileRenameTemplateConfig?.value || '{title}',
+    };
+
+    // Organize files (pass template, logger, and rename config to file organizer)
    const result = await organizer.organize(
      downloadPath,
      {
@@ -142,7 +154,8 @@ export async function processOrganizeFiles(payload: OrganizeFilesPayload): Promi
        seriesPart: audiobook.seriesPart || undefined,
      },
      template,
-      jobId ? { jobId, context: 'FileOrganizer' } : undefined
+      jobId ? { jobId, context: 'FileOrganizer' } : undefined,
+      renameConfig
    );

    if (!result.success) {
@@ -556,6 +569,18 @@ async function processEbookOrganization(
    }
  }

+  // Read file rename configuration
+  const fileRenameEnabledConfig = await prisma.configuration.findUnique({
+    where: { key: 'file_rename_enabled' },
+  });
+  const fileRenameTemplateConfig = await prisma.configuration.findUnique({
+    where: { key: 'file_rename_template' },
+  });
+  const ebookRenameConfig = {
+    enabled: fileRenameEnabledConfig?.value === 'true',
+    template: fileRenameTemplateConfig?.value || '{title}',
+  };
+
  // Organize ebook files (organizer will detect ebook type and skip audio-specific processing)
  // Pass all metadata that could be used in path templates (same as audiobooks)
  const result = await organizer.organizeEbook(
@@ -571,7 +596,8 @@ async function processEbookOrganization(
    },
    template,
    jobId ? { jobId, context: 'FileOrganizer.Ebook' } : undefined,
-    isIndexerDownload
+    isIndexerDownload,
+    ebookRenameConfig
  );

  // Clean up fixed EPUB temp file after organization (regardless of success)
@@ -20,7 +20,7 @@ import {
  checkDiskSpace,
 } from './chapter-merger';
 import { prisma } from '../db';
-import { substituteTemplate, type TemplateVariables } from './path-template.util';
+import { substituteTemplate, buildRenamedFilename, type TemplateVariables } from './path-template.util';
 import { AUDIO_EXTENSIONS } from '../constants/audio-formats';

 export interface AudiobookMetadata {
@@ -77,7 +77,8 @@ export class FileOrganizer {
    downloadPath: string,
    audiobook: AudiobookMetadata,
    template: string,
-    loggerConfig?: LoggerConfig
+    loggerConfig?: LoggerConfig,
+    renameConfig?: { enabled: boolean; template: string }
  ): Promise<OrganizationResult> {
    // Create logger if config provided
    const logger = loggerConfig ? RMABLogger.forJob(loggerConfig.jobId, loggerConfig.context) : null;
@@ -294,8 +295,17 @@ export class FileOrganizer {
      // Create target directory
      await fs.mkdir(targetPath, { recursive: true });

+      // Determine if file renaming should be applied
+      const shouldRename = renameConfig?.enabled && renameConfig.template;
+      const isMultiFile = audioFiles.length > 1;
+
+      if (shouldRename) {
+        await logger?.info(`File renaming enabled with template: ${renameConfig.template}${isMultiFile ? ` (${audioFiles.length} files, indices will be appended)` : ''}`);
+      }
+
      // Copy audio files (do NOT delete originals - needed for seeding)
-      for (const audioFile of audioFiles) {
+      for (let i = 0; i < audioFiles.length; i++) {
+        const audioFile = audioFiles[i];
        // Handle merged files (absolute paths) vs original files (relative paths)
        const isAbsolutePath = path.isAbsolute(audioFile);
        const originalSourcePath = isAbsolutePath
@@ -303,7 +313,30 @@ export class FileOrganizer {
          : isFile
            ? downloadPath
            : path.join(downloadPath, audioFile);
-        const filename = path.basename(audioFile);
+
+        // Determine target filename (apply rename template if enabled)
+        let filename: string;
+        if (shouldRename) {
+          const ext = path.extname(audioFile);
+          const variables: TemplateVariables = {
+            author: audiobook.author,
+            title: audiobook.title,
+            narrator: audiobook.narrator,
+            asin: audiobook.asin,
+            year: audiobook.year,
+            series: audiobook.series,
+            seriesPart: audiobook.seriesPart,
+          };
+          filename = buildRenamedFilename(
+            renameConfig.template,
+            variables,
+            ext,
+            isMultiFile ? i + 1 : undefined,
+          );
+        } else {
+          filename = path.basename(audioFile);
+        }
+
        const targetFilePath = path.join(targetPath, filename);

        // Check if we have a tagged version of this file
@@ -690,7 +723,8 @@ export class FileOrganizer {
    metadata: { title: string; author: string; narrator?: string; asin?: string; year?: number; series?: string; seriesPart?: string },
    template: string,
    loggerConfig?: LoggerConfig,
-    isIndexerDownload: boolean = false
+    isIndexerDownload: boolean = false,
+    renameConfig?: { enabled: boolean; template: string }
  ): Promise<EbookOrganizationResult> {
    const logger = loggerConfig ? RMABLogger.forJob(loggerConfig.jobId, loggerConfig.context) : null;

@@ -739,9 +773,25 @@ export class FileOrganizer {
      // Create target directory
      await fs.mkdir(targetDir, { recursive: true });

-      // Build target filename (sanitize source filename)
+      // Build target filename (apply rename template if enabled, otherwise sanitize source filename)
      const sourceFilename = path.basename(ebookFile);
-      const targetFilename = this.sanitizePath(sourceFilename);
+      let targetFilename: string;
+      if (renameConfig?.enabled && renameConfig.template) {
+        const originalExt = path.extname(ebookFile);
+        const variables: TemplateVariables = {
+          author: metadata.author,
+          title: metadata.title,
+          narrator: metadata.narrator,
+          asin: metadata.asin,
+          year: metadata.year,
+          series: metadata.series,
+          seriesPart: metadata.seriesPart,
+        };
+        targetFilename = buildRenamedFilename(renameConfig.template, variables, originalExt);
+        await logger?.info(`Renamed ebook file: ${sourceFilename} -> ${targetFilename}`);
+      } else {
+        targetFilename = this.sanitizePath(sourceFilename);
+      }
      const targetPath = path.join(targetDir, targetFilename);

      // Check if target already exists
@@ -68,6 +68,81 @@ function sanitizePath(name: string): string {
  );
 }

+/**
+ * Find valid template variable names within arbitrary content text.
+ * Sorts by length descending to prevent substring false matches
+ * (e.g., 'seriesPart' matched before 'series').
+ * Uses word-boundary detection to avoid matching variable names
+ * that are substrings of other words.
+ */
+function findVariablesInContent(content: string): string[] {
+  const sortedVars = [...VALID_VARIABLES].sort((a, b) => b.length - a.length);
+  const found: string[] = [];
+
+  for (const varName of sortedVars) {
+    const regex = new RegExp(`(?<![a-zA-Z0-9])${varName}(?![a-zA-Z0-9])`);
+    if (regex.test(content)) {
+      found.push(varName);
+    }
+  }
+
+  return found;
+}
+
+/**
+ * Resolve conditional blocks in the template.
+ * A conditional block is {literal text varName more text} where the entire
+ * content is rendered only if ALL variables inside have non-empty values.
+ * If any variable is empty/missing, the entire block is removed.
+ *
+ * Simple variable references like {author} are left untouched for the
+ * existing substitution logic to handle.
+ *
+ * Must run after escaped-brace replacement and before simple variable substitution.
+ */
+function resolveConditionalBlocks(
+  template: string,
+  variables: TemplateVariables
+): string {
+  return template.replace(/\{([^}]+)\}/g, (match, content: string) => {
+    // If content is exactly a valid variable name, skip (leave for simple substitution)
+    if (VALID_VARIABLES.includes(content)) {
+      return match;
+    }
+
+    // Find variables in the content
+    const foundVars = findVariablesInContent(content);
+
+    // If no variables found, leave as-is (validation will catch it)
+    if (foundVars.length === 0) {
+      return match;
+    }
+
+    // Check if all found variables have non-empty values
+    const allPresent = foundVars.every(varName => {
+      const value = variables[varName as keyof TemplateVariables];
+      return value !== undefined && value !== null && String(value).trim() !== '';
+    });
+
+    if (!allPresent) {
+      return '';
+    }
+
+    // Substitute variables within the content, output rest as literal text
+    // Sort by length descending to prevent substring false matches
+    let result = content;
+    const sortedVars = [...foundVars].sort((a, b) => b.length - a.length);
+    for (const varName of sortedVars) {
+      const value = variables[varName as keyof TemplateVariables];
+      const sanitizedValue = sanitizePath(String(value).trim());
+      const regex = new RegExp(`(?<![a-zA-Z0-9])${varName}(?![a-zA-Z0-9])`, 'g');
+      result = result.replace(regex, sanitizedValue);
+    }
+
+    return result;
+  });
+}
+
 /**
 * Substitute template variables with actual values
 *
@@ -99,6 +174,9 @@ export function substituteTemplate(
  // so they survive the variable substitution and path cleanup steps
  result = result.replace(/\\\{/g, LBRACE_PLACEHOLDER).replace(/\\\}/g, RBRACE_PLACEHOLDER);

+  // Resolve conditional blocks before simple variable substitution
+  result = resolveConditionalBlocks(result, variables);
+
  // Substitute each variable
  for (const key of VALID_VARIABLES) {
    const value = variables[key as keyof TemplateVariables];
@@ -187,21 +265,47 @@ export function validateTemplate(template: string): ValidationResult {

  if (variableMatches) {
    for (const match of variableMatches) {
-      const varName = match.slice(1, -1); // Remove { and }
+      const content = match.slice(1, -1); // Remove { and }

-      if (!VALID_VARIABLES.includes(varName)) {
+      // Simple variable — exact match to a valid variable name
+      if (VALID_VARIABLES.includes(content)) {
+        continue;
+      }
+
+      // Conditional block — must contain at least one valid variable
+      const foundVars = findVariablesInContent(content);
+      if (foundVars.length === 0) {
        return {
          valid: false,
-          error: `Unknown variable: {${varName}}. Valid variables are: ${VALID_VARIABLES.map(v => `{${v}}`).join(', ')}`
+          error: `No valid variable found in conditional block: {${content}}. Valid variables are: ${VALID_VARIABLES.map(v => `{${v}}`).join(', ')}`
+        };
+      }
+
+      // Check literal text inside conditional block for invalid path chars
+      let literalText = content;
+      const sortedVars = [...foundVars].sort((a, b) => b.length - a.length);
+      for (const varName of sortedVars) {
+        literalText = literalText.replace(
+          new RegExp(`(?<![a-zA-Z0-9])${varName}(?![a-zA-Z0-9])`, 'g'),
+          ''
+        );
+      }
+      const invalidCharsInBlock = literalText.match(INVALID_PATH_CHARS);
+      if (invalidCharsInBlock) {
+        return {
+          valid: false,
+          error: `Invalid characters found: ${[...new Set(invalidCharsInBlock)].join(', ')}. These characters are not allowed in path templates.`
        };
      }
    }
  }

-  // Remove valid variables temporarily to check for invalid characters
+  // Remove valid variables and conditional blocks to check remaining text for invalid chars
  let templateWithoutVars = templateWithoutEscapedBraces;
-  for (const varName of VALID_VARIABLES) {
-    templateWithoutVars = templateWithoutVars.replace(new RegExp(`\\{${varName}\\}`, 'g'), '');
+  if (variableMatches) {
+    for (const match of variableMatches) {
+      templateWithoutVars = templateWithoutVars.replace(match, '');
+    }
  }

  // Check for invalid characters outside of variables
@@ -286,3 +390,192 @@ export function generateMockPreviews(template: string): string[] {
 export function getValidVariables(): string[] {
  return [...VALID_VARIABLES];
 }
+
+/**
+ * Validate a filename template string
+ *
+ * Similar to validateTemplate but for filenames (not paths):
+ * - Disallows forward slashes (no directory separators in filenames)
+ * - Does not require relative path structure
+ * - Must contain at least one variable
+ *
+ * @param template - Filename template string to validate
+ * @returns Validation result with error message if invalid
+ */
+export function validateFilenameTemplate(template: string): ValidationResult {
+  if (!template || template.trim().length === 0) {
+    return {
+      valid: false,
+      error: 'Filename template cannot be empty',
+    };
+  }
+
+  // Disallow forward slashes — filenames cannot contain directory separators
+  if (template.includes('/')) {
+    return {
+      valid: false,
+      error: 'Filename template cannot contain "/" (directory separators). Use the organization template for directory structure.',
+    };
+  }
+
+  // Disallow backslashes that aren't brace escapes
+  if (/\\(?![{}])/.test(template)) {
+    return {
+      valid: false,
+      error: 'Filename template cannot contain backslashes. Use the organization template for directory structure.',
+    };
+  }
+
+  // Strip escaped braces before parsing
+  const templateWithoutEscapedBraces = template.replace(/\\[{}]/g, '');
+
+  // Extract all variables from the stripped template
+  const variableMatches = templateWithoutEscapedBraces.match(/\{[^}]+\}/g);
+
+  if (variableMatches) {
+    for (const match of variableMatches) {
+      const content = match.slice(1, -1);
+
+      // Simple variable
+      if (VALID_VARIABLES.includes(content)) {
+        continue;
+      }
+
+      // Conditional block — must contain at least one valid variable
+      const foundVars = findVariablesInContent(content);
+      if (foundVars.length === 0) {
+        return {
+          valid: false,
+          error: `No valid variable found in: {${content}}. Valid variables are: ${VALID_VARIABLES.map(v => `{${v}}`).join(', ')}`,
+        };
+      }
+
+      // Check literal text inside conditional block for invalid filename chars
+      let literalText = content;
+      const sortedVars = [...foundVars].sort((a, b) => b.length - a.length);
+      for (const varName of sortedVars) {
+        literalText = literalText.replace(
+          new RegExp(`(?<![a-zA-Z0-9])${varName}(?![a-zA-Z0-9])`, 'g'),
+          ''
+        );
+      }
+      const invalidCharsInBlock = literalText.match(INVALID_PATH_CHARS);
+      if (invalidCharsInBlock) {
+        return {
+          valid: false,
+          error: `Invalid characters found: ${[...new Set(invalidCharsInBlock)].join(', ')}. These characters are not allowed in filenames.`,
+        };
+      }
+    }
+  }
+
+  // Remove valid variables and conditional blocks to check remaining text
+  let templateWithoutVars = templateWithoutEscapedBraces;
+  if (variableMatches) {
+    for (const match of variableMatches) {
+      templateWithoutVars = templateWithoutVars.replace(match, '');
+    }
+  }
+
+  // Check for invalid characters outside of variables
+  const invalidChars = templateWithoutVars.match(INVALID_PATH_CHARS);
+  if (invalidChars) {
+    return {
+      valid: false,
+      error: `Invalid characters found: ${[...new Set(invalidChars)].join(', ')}. These characters are not allowed in filenames.`,
+    };
+  }
+
+  return { valid: true };
+}
+
+/**
+ * Generate mock filename previews using sample audiobook data
+ *
+ * Creates example filenames with extensions to demonstrate how the template will look.
+ * Shows both single-file and multi-file (with index) examples.
+ *
+ * @param template - Filename template string
+ * @returns Object with single and multi-file preview arrays
+ */
+export function generateMockFilenamePreviews(template: string): {
+  single: string[];
+  multi: string[];
+} {
+  const mockData: TemplateVariables[] = [
+    {
+      author: 'Brandon Sanderson',
+      title: 'Mistborn: The Final Empire',
+      narrator: 'Michael Kramer',
+      asin: 'B002UZMLXM',
+      year: 2006,
+      series: 'The Mistborn Saga',
+      seriesPart: '1',
+    },
+    {
+      author: 'Douglas Adams',
+      title: "The Hitchhiker's Guide to the Galaxy",
+      narrator: 'Stephen Fry',
+      asin: 'B0009JKV9W',
+      year: 2005,
+      series: "Hitchhiker's Guide",
+      seriesPart: '1',
+    },
+  ];
+
+  const single = mockData.map((variables) => {
+    const name = substituteTemplate(template, variables);
+    return `${name}.m4b`;
+  });
+
+  // Show multi-file example with first mock data only
+  const multiName = substituteTemplate(template, mockData[0]);
+  const multi = [
+    `${multiName} - 1.mp3`,
+    `${multiName} - 2.mp3`,
+    `${multiName} - 3.mp3`,
+  ];
+
+  return { single, multi };
+}
+
+/**
+ * Build a renamed filename from a template, metadata variables, and original extension.
+ * Optionally appends a 1-based index for multi-file scenarios.
+ *
+ * @param template - Filename template string (e.g., "{title}")
+ * @param variables - Template variables with metadata values
+ * @param originalExtension - File extension including dot (e.g., ".m4b")
+ * @param index - Optional 1-based index for multi-file scenarios
+ * @returns Sanitized filename with extension
+ */
+export function buildRenamedFilename(
+  template: string,
+  variables: TemplateVariables,
+  originalExtension: string,
+  index?: number,
+): string {
+  let baseName = substituteTemplate(template, variables);
+
+  // substituteTemplate cleans up slashes for paths — but since this is a filename,
+  // remove any residual slashes that conditional blocks might have introduced
+  baseName = baseName.replace(/[/\\]/g, '');
+
+  // Sanitize again for filename safety
+  baseName = baseName
+    .replace(/[<>:"/\\|?*]/g, '')
+    .trim()
+    .replace(/^\.+/, '')
+    .replace(/\.+$/, '')
+    .replace(/\s+/g, ' ')
+    .slice(0, 200);
+
+  if (index !== undefined) {
+    baseName = `${baseName} - ${index}`;
+  }
+
+  // Ensure extension starts with a dot
+  const ext = originalExtension.startsWith('.') ? originalExtension : `.${originalExtension}`;
+
+  return `${baseName}${ext}`;
+}
@@ -433,7 +433,7 @@ describe('Setup test routes', () => {
    expect(payload.success).toBe(true);
    expect(payload.template).toBeDefined();
    expect(payload.template.isValid).toBe(false);
-    expect(payload.template.error).toContain('Unknown variable');
+    expect(payload.template.error).toContain('No valid variable found in conditional block');
    expect(payload.template.previewPaths).toBeUndefined();
  });

@@ -8,6 +8,9 @@ import {
  validateTemplate,
  generateMockPreviews,
  getValidVariables,
+  validateFilenameTemplate,
+  generateMockFilenamePreviews,
+  buildRenamedFilename,
  type TemplateVariables
 } from '@/lib/utils/path-template.util';

@@ -213,6 +216,142 @@ describe('substituteTemplate', () => {
    const result = substituteTemplate(template, variables);
    expect(result).toBe('Author/{narrated}/Title');
  });
+
+  // Conditional block tests
+  it('should render conditional block when variable has a value', () => {
+    const template = '{author}/{Book seriesPart - }{title}';
+    const variables: TemplateVariables = {
+      author: 'Brandon Sanderson',
+      title: 'Mistborn',
+      seriesPart: '1'
+    };
+
+    const result = substituteTemplate(template, variables);
+    expect(result).toBe('Brandon Sanderson/Book 1 - Mistborn');
+  });
+
+  it('should remove conditional block when variable is missing', () => {
+    const template = '{author}/{Book seriesPart - }{title}';
+    const variables: TemplateVariables = {
+      author: 'Andy Weir',
+      title: 'Project Hail Mary'
+      // seriesPart is missing
+    };
+
+    const result = substituteTemplate(template, variables);
+    expect(result).toBe('Andy Weir/Project Hail Mary');
+  });
+
+  it('should handle conditional block with path separator', () => {
+    const template = '{author}/{series/Book seriesPart - }{title}';
+    const variables: TemplateVariables = {
+      author: 'Brandon Sanderson',
+      title: 'Mistborn',
+      series: 'The Mistborn Saga',
+      seriesPart: '1'
+    };
+
+    const result = substituteTemplate(template, variables);
+    expect(result).toBe('Brandon Sanderson/The Mistborn Saga/Book 1 - Mistborn');
+  });
+
+  it('should render conditional block when all variables present', () => {
+    const template = '{author}/{series Book seriesPart}/{title}';
+    const variables: TemplateVariables = {
+      author: 'Brandon Sanderson',
+      title: 'Mistborn',
+      series: 'The Mistborn Saga',
+      seriesPart: '1'
+    };
+
+    const result = substituteTemplate(template, variables);
+    expect(result).toBe('Brandon Sanderson/The Mistborn Saga Book 1/Mistborn');
+  });
+
+  it('should remove conditional block when any variable is missing', () => {
+    const template = '{author}/{series Book seriesPart}/{title}';
+    const variables: TemplateVariables = {
+      author: 'Andy Weir',
+      title: 'Project Hail Mary',
+      series: 'Some Series'
+      // seriesPart is missing
+    };
+
+    const result = substituteTemplate(template, variables);
+    expect(result).toBe('Andy Weir/Project Hail Mary');
+  });
+
+  it('should handle adjacent conditional blocks', () => {
+    const template = '{author}/{series - }{Book seriesPart - }{title}';
+    const variables: TemplateVariables = {
+      author: 'Brandon Sanderson',
+      title: 'Mistborn',
+      series: 'The Mistborn Saga',
+      seriesPart: '1'
+    };
+
+    const result = substituteTemplate(template, variables);
+    expect(result).toBe('Brandon Sanderson/The Mistborn Saga - Book 1 - Mistborn');
+  });
+
+  it('should handle conditional block next to simple variable', () => {
+    const template = '{author}/{series - }{title}';
+    const variables: TemplateVariables = {
+      author: 'Andy Weir',
+      title: 'Project Hail Mary'
+      // series is missing
+    };
+
+    const result = substituteTemplate(template, variables);
+    expect(result).toBe('Andy Weir/Project Hail Mary');
+  });
+
+  it('should handle conditional block with year variable', () => {
+    const template = '{author}/{title} {(year)}';
+    const variables: TemplateVariables = {
+      author: 'Brandon Sanderson',
+      title: 'Mistborn',
+      year: 2006
+    };
+
+    const result = substituteTemplate(template, variables);
+    expect(result).toBe('Brandon Sanderson/Mistborn (2006)');
+  });
+
+  it('should remove year conditional block when year is missing', () => {
+    const template = '{author}/{title} {(year)}';
+    const variables: TemplateVariables = {
+      author: 'Andy Weir',
+      title: 'Project Hail Mary'
+      // year is missing
+    };
+
+    const result = substituteTemplate(template, variables);
+    expect(result).toBe('Andy Weir/Project Hail Mary');
+  });
+
+  it('should still handle simple variables correctly (regression)', () => {
+    const template = '{author}/{title}';
+    const variables: TemplateVariables = {
+      author: 'Brandon Sanderson',
+      title: 'Mistborn'
+    };
+
+    const result = substituteTemplate(template, variables);
+    expect(result).toBe('Brandon Sanderson/Mistborn');
+  });
+
+  it('should remove conditional block when variable is empty string', () => {
+    const template = '{author}/{Book seriesPart - }{title}';
+    const variables: TemplateVariables = {
+      author: 'Author',
+      title: 'Title',
+      seriesPart: ''
+    };
+
+    const result = substituteTemplate(template, variables);
+    expect(result).toBe('Author/Title');
+  });
 });

 describe('validateTemplate', () => {
@@ -247,7 +386,7 @@ describe('validateTemplate', () => {
  it('should reject unknown variables', () => {
    const result = validateTemplate('{author}/{invalid}');
    expect(result.valid).toBe(false);
-    expect(result.error).toContain('Unknown variable');
+    expect(result.error).toContain('No valid variable found in conditional block');
    expect(result.error).toContain('{invalid}');
  });

@@ -287,12 +426,13 @@ describe('validateTemplate', () => {
  it('should provide helpful error messages for multiple unknown variables', () => {
    const result = validateTemplate('{author}/{invalid1}/{invalid2}');
    expect(result.valid).toBe(false);
-    expect(result.error).toContain('Unknown variable');
+    expect(result.error).toContain('No valid variable found in conditional block');
  });

  it('should list valid variables in error message', () => {
    const result = validateTemplate('{invalid}');
    expect(result.valid).toBe(false);
+    expect(result.error).toContain('No valid variable found in conditional block');
    expect(result.error).toContain('{author}');
    expect(result.error).toContain('{title}');
    expect(result.error).toContain('{narrator}');
@@ -334,6 +474,34 @@ describe('validateTemplate', () => {
    const result = validateTemplate('\\{\\}');
    expect(result.valid).toBe(true);
  });
+
+  // Conditional block validation tests
+  it('should accept conditional blocks with valid variables', () => {
+    const result = validateTemplate('{author}/{Book seriesPart - }{title}');
+    expect(result.valid).toBe(true);
+  });
+
+  it('should accept conditional blocks with multiple variables', () => {
+    const result = validateTemplate('{author}/{series Book seriesPart}/{title}');
+    expect(result.valid).toBe(true);
+  });
+
+  it('should reject conditional blocks with no valid variables', () => {
+    const result = validateTemplate('{author}/{random text}/{title}');
+    expect(result.valid).toBe(false);
+    expect(result.error).toContain('No valid variable found in conditional block');
+  });
+
+  it('should reject conditional blocks with invalid path chars inside', () => {
+    const result = validateTemplate('{author}/{series: part}/{title}');
+    expect(result.valid).toBe(false);
+    expect(result.error).toContain('Invalid characters');
+  });
+
+  it('should accept mix of simple variables and conditional blocks', () => {
+    const result = validateTemplate('{author}/{series - }{Book seriesPart - }{title} {(year)}');
+    expect(result.valid).toBe(true);
+  });
 });

 describe('generateMockPreviews', () => {
@@ -444,3 +612,183 @@ describe('getValidVariables', () => {
    expect(vars1).not.toBe(vars2); // Different array instances
  });
 });
+
+describe('validateFilenameTemplate', () => {
+  it('should accept valid filename templates', () => {
+    const templates = [
+      '{title}',
+      '{author} - {title}',
+      '{title} ({year})',
+      '{author} - {title} {(year)}',
+    ];
+
+    templates.forEach(template => {
+      const result = validateFilenameTemplate(template);
+      expect(result.valid).toBe(true);
+      expect(result.error).toBeUndefined();
+    });
+  });
+
+  it('should reject empty templates', () => {
+    const result = validateFilenameTemplate('');
+    expect(result.valid).toBe(false);
+    expect(result.error).toContain('empty');
+  });
+
+  it('should reject templates containing forward slashes', () => {
+    const result = validateFilenameTemplate('{author}/{title}');
+    expect(result.valid).toBe(false);
+    expect(result.error).toContain('/');
+    expect(result.error).toContain('directory separator');
+  });
+
+  it('should reject templates containing backslashes (not brace escapes)', () => {
+    const result = validateFilenameTemplate('{author}\\n{title}');
+    expect(result.valid).toBe(false);
+    expect(result.error).toContain('backslash');
+  });
+
+  it('should accept escaped braces in filename templates', () => {
+    const result = validateFilenameTemplate('\\{{title}\\}');
+    expect(result.valid).toBe(true);
+  });
+
+  it('should reject unknown variables', () => {
+    const result = validateFilenameTemplate('{invalid}');
+    expect(result.valid).toBe(false);
+    expect(result.error).toContain('No valid variable found');
+  });
+
+  it('should reject invalid characters', () => {
+    const invalidChars = ['<', '>', ':', '"', '|', '?', '*'];
+
+    invalidChars.forEach(char => {
+      const result = validateFilenameTemplate(`{title}${char}extra`);
+      expect(result.valid).toBe(false);
+      expect(result.error).toContain('Invalid characters');
+    });
+  });
+
+  it('should accept conditional blocks in filename templates', () => {
+    const result = validateFilenameTemplate('{title} {(year)}');
+    expect(result.valid).toBe(true);
+  });
+
+  it('should accept templates with only static text', () => {
+    const result = validateFilenameTemplate('audiobook');
+    expect(result.valid).toBe(true);
+  });
+});
+
+describe('generateMockFilenamePreviews', () => {
+  it('should return single and multi-file previews', () => {
+    const result = generateMockFilenamePreviews('{title}');
+
+    expect(result.single).toBeDefined();
+    expect(result.multi).toBeDefined();
+    expect(result.single.length).toBe(2);
+    expect(result.multi.length).toBe(3);
+  });
+
+  it('should include file extensions in single previews', () => {
+    const result = generateMockFilenamePreviews('{title}');
+
+    result.single.forEach(preview => {
+      expect(preview).toMatch(/\.m4b$/);
+    });
+  });
+
+  it('should include index and extensions in multi-file previews', () => {
+    const result = generateMockFilenamePreviews('{title}');
+
+    expect(result.multi[0]).toMatch(/ - 1\.mp3$/);
+    expect(result.multi[1]).toMatch(/ - 2\.mp3$/);
+    expect(result.multi[2]).toMatch(/ - 3\.mp3$/);
+  });
+
+  it('should substitute variables correctly', () => {
+    const result = generateMockFilenamePreviews('{author} - {title}');
+
+    expect(result.single[0]).toContain('Brandon Sanderson');
+    expect(result.single[0]).toContain('Mistborn');
+    expect(result.single[1]).toContain('Douglas Adams');
+  });
+});
+
+describe('buildRenamedFilename', () => {
+  const baseVariables: TemplateVariables = {
+    author: 'Brandon Sanderson',
+    title: 'Mistborn: The Final Empire',
+    narrator: 'Michael Kramer',
+    asin: 'B002UZMLXM',
+    year: 2006,
+  };
+
+  it('should build a renamed filename with extension', () => {
+    const result = buildRenamedFilename('{title}', baseVariables, '.m4b');
+    expect(result).toBe('Mistborn The Final Empire.m4b');
+  });
+
+  it('should append index for multi-file scenarios', () => {
+    const result = buildRenamedFilename('{title}', baseVariables, '.mp3', 1);
+    expect(result).toBe('Mistborn The Final Empire - 1.mp3');
+  });
+
+  it('should handle multiple variables', () => {
+    const result = buildRenamedFilename('{author} - {title}', baseVariables, '.m4b');
+    expect(result).toBe('Brandon Sanderson - Mistborn The Final Empire.m4b');
+  });
+
+  it('should handle extension without leading dot', () => {
+    const result = buildRenamedFilename('{title}', baseVariables, 'mp3');
+    expect(result).toBe('Mistborn The Final Empire.mp3');
+  });
+
+  it('should sanitize invalid characters from variable values', () => {
+    const vars: TemplateVariables = {
+      author: 'Author: <Test>',
+      title: 'Title|Book*'
+    };
+    const result = buildRenamedFilename('{author} - {title}', vars, '.m4b');
+    expect(result).not.toContain(':');
+    expect(result).not.toContain('<');
+    expect(result).not.toContain('>');
+    expect(result).not.toContain('|');
+    expect(result).not.toContain('*');
+  });
+
+  it('should strip slashes from conditional block output', () => {
+    const result = buildRenamedFilename('{author}/{title}', baseVariables, '.m4b');
+    expect(result).not.toContain('/');
+    expect(result).not.toContain('\\');
+  });
+
+  it('should handle conditional blocks', () => {
+    const result = buildRenamedFilename('{title} {(year)}', baseVariables, '.m4b');
+    expect(result).toBe('Mistborn The Final Empire (2006).m4b');
+  });
+
+  it('should remove conditional blocks when variable is missing', () => {
+    const vars: TemplateVariables = {
+      author: 'Andy Weir',
+      title: 'Project Hail Mary',
+    };
+    const result = buildRenamedFilename('{title} {(year)}', vars, '.m4b');
+    expect(result).toBe('Project Hail Mary.m4b');
+  });
+
+  it('should handle index appended after conditional blocks', () => {
+    const result = buildRenamedFilename('{title} {(year)}', baseVariables, '.mp3', 5);
+    expect(result).toBe('Mistborn The Final Empire (2006) - 5.mp3');
+  });
+
+  it('should limit very long filenames', () => {
+    const vars: TemplateVariables = {
+      author: 'Author',
+      title: 'A'.repeat(300),
+    };
+    const result = buildRenamedFilename('{title}', vars, '.m4b');
+    // 200 char limit on base name + extension
+    expect(result.length).toBeLessThanOrEqual(204); // 200 + '.m4b'
+  });
+});