diff --git a/server/managers/AbMergeManager.js b/server/managers/AbMergeManager.js
index 77702d790a..d94e948987 100644
--- a/server/managers/AbMergeManager.js
+++ b/server/managers/AbMergeManager.js
@@ -53,20 +53,21 @@ class AbMergeManager {
   async startAudiobookMerge(userId, libraryItem, options = {}) {
     const task = new Task()
 
-    const audiobookDirname = Path.basename(libraryItem.path)
-    const targetFilename = audiobookDirname + '.m4b'
+    const audiobookBaseName = libraryItem.isFile ? Path.basename(libraryItem.path, Path.extname(libraryItem.path)) : Path.basename(libraryItem.path)
+    const targetFilename = audiobookBaseName + '.m4b'
     const itemCachePath = Path.join(this.itemsCacheDir, libraryItem.id)
     const tempFilepath = Path.join(itemCachePath, targetFilename)
     const ffmetadataPath = Path.join(itemCachePath, 'ffmetadata.txt')
+    const libraryItemDir = libraryItem.isFile ? Path.dirname(libraryItem.path) : libraryItem.path
     const taskData = {
       libraryItemId: libraryItem.id,
-      libraryItemPath: libraryItem.path,
+      libraryItemDir,
       userId,
       originalTrackPaths: libraryItem.media.tracks.map((t) => t.metadata.path),
       inos: libraryItem.media.includedAudioFiles.map((f) => f.ino),
       tempFilepath,
       targetFilename,
-      targetFilepath: Path.join(libraryItem.path, targetFilename),
+      targetFilepath: Path.join(libraryItemDir, targetFilename),
       itemCachePath,
       ffmetadataObject: ffmpegHelpers.getFFMetadataObject(libraryItem, 1),
       chapters: libraryItem.media.chapters?.map((c) => ({ ...c })),
@@ -95,8 +96,8 @@ class AbMergeManager {
    */
   async runAudiobookMerge(libraryItem, task, encodingOptions) {
     // Make sure the target directory is writable
-    if (!(await isWritable(libraryItem.path))) {
-      Logger.error(`[AbMergeManager] Target directory is not writable: ${libraryItem.path}`)
+    if (!(await isWritable(task.data.libraryItemDir))) {
+      Logger.error(`[AbMergeManager] Target directory is not writable: ${task.data.libraryItemDir}`)
       task.setFailed('Target directory is not writable')
       this.removeTask(task, true)
       return
diff --git a/server/managers/AudioMetadataManager.js b/server/managers/AudioMetadataManager.js
index f970d5a8af..2dcbb1d445 100644
--- a/server/managers/AudioMetadataManager.js
+++ b/server/managers/AudioMetadataManager.js
@@ -7,6 +7,12 @@ const TaskManager = require('./TaskManager')
 const Task = require('../objects/Task')
 const fileUtils = require('../utils/fileUtils')
 
+/**
+ * @typedef UpdateMetadataOptions
+ * @property {boolean} [forceEmbedChapters=false] - Whether to force embed chapters.
+ * @property {boolean} [backup=false] - Whether to backup the files.
+ */
+
 class AudioMetadataMangaer {
   constructor() {
     this.itemsCacheDir = Path.join(global.MetadataPath, 'cache/items')
@@ -47,8 +53,8 @@ class AudioMetadataMangaer {
   /**
    *
    * @param {string} userId
-   * @param {*} libraryItem
-   * @param {*} options
+   * @param {import('../objects/LibraryItem')} libraryItem
+   * @param {UpdateMetadataOptions} [options={}]
    */
   async updateMetadataForItem(userId, libraryItem, options = {}) {
     const forceEmbedChapters = !!options.forceEmbedChapters
@@ -67,9 +73,10 @@ class AudioMetadataMangaer {
     if (audioFiles.some((a) => a.mimeType !== mimeType)) mimeType = null
 
     // Create task
+    const libraryItemDir = libraryItem.isFile ? Path.dirname(libraryItem.path) : libraryItem.path
     const taskData = {
       libraryItemId: libraryItem.id,
-      libraryItemPath: libraryItem.path,
+      libraryItemDir,
       userId,
       audioFiles: audioFiles.map((af) => ({
         index: af.index,
@@ -112,10 +119,10 @@ class AudioMetadataMangaer {
     Logger.info(`[AudioMetadataManager] Starting metadata embed task`, task.description)
 
     // Ensure target directory is writable
-    const targetDirWritable = await fileUtils.isWritable(task.data.libraryItemPath)
-    Logger.debug(`[AudioMetadataManager] Target directory ${task.data.libraryItemPath} writable: ${targetDirWritable}`)
+    const targetDirWritable = await fileUtils.isWritable(task.data.libraryItemDir)
+    Logger.debug(`[AudioMetadataManager] Target directory ${task.data.libraryItemDir} writable: ${targetDirWritable}`)
     if (!targetDirWritable) {
-      Logger.error(`[AudioMetadataManager] Target directory is not writable: ${task.data.libraryItemPath}`)
+      Logger.error(`[AudioMetadataManager] Target directory is not writable: ${task.data.libraryItemDir}`)
       task.setFailed('Target directory is not writable')
       this.handleTaskFinished(task)
       return