diff --git a/server/managers/BackupManager.js b/server/managers/BackupManager.js
index 102521b71..562748c36 100644
--- a/server/managers/BackupManager.js
+++ b/server/managers/BackupManager.js
@@ -48,9 +48,34 @@ class BackupManager {
   }
 
   async init() {
-    const backupsDirExists = await fs.pathExists(this.backupPath)
-    if (!backupsDirExists) {
-      await fs.ensureDir(this.backupPath)
+    // Validate backupPath before attempting to create it
+    if (!this.backupPath || typeof this.backupPath !== 'string' || this.backupPath.length < 2) {
+      Logger.error(`[BackupManager] Invalid backup path configured: "${this.backupPath}". Falling back to default.`)
+      // Reset to default backup path
+      global.ServerSettings.backupPath = Path.join(global.MetadataPath, 'backups')
+    }
+
+    try {
+      const backupsDirExists = await fs.pathExists(this.backupPath)
+      if (!backupsDirExists) {
+        await fs.ensureDir(this.backupPath)
+      }
+    } catch (error) {
+      Logger.error(`[BackupManager] Failed to ensure backup directory at "${this.backupPath}": ${error.message}`)
+      // Attempt to fall back to default path
+      const defaultBackupPath = Path.join(global.MetadataPath, 'backups')
+      if (this.backupPath !== defaultBackupPath) {
+        Logger.info(`[BackupManager] Attempting to use default backup path: "${defaultBackupPath}"`)
+        global.ServerSettings.backupPath = defaultBackupPath
+        try {
+          await fs.ensureDir(defaultBackupPath)
+        } catch (fallbackError) {
+          Logger.error(`[BackupManager] Failed to create default backup directory: ${fallbackError.message}`)
+          throw new Error(`[BackupManager] Failed to create default backup directory at "${defaultBackupPath}"`, { cause: fallbackError })
+        }
+      } else {
+        throw new Error(`[BackupManager] Failed to ensure backup directory at "${this.backupPath}"`, { cause: error })
+      }
     }
 
     await this.loadBackups()
diff --git a/server/managers/CacheManager.js b/server/managers/CacheManager.js
index b44b65de3..38c0415e9 100644
--- a/server/managers/CacheManager.js
+++ b/server/managers/CacheManager.js
@@ -24,10 +24,15 @@ class CacheManager {
     this.ImageCachePath = Path.join(this.CachePath, 'images')
     this.ItemCachePath = Path.join(this.CachePath, 'items')
 
-    await fs.ensureDir(this.CachePath)
-    await fs.ensureDir(this.CoverCachePath)
-    await fs.ensureDir(this.ImageCachePath)
-    await fs.ensureDir(this.ItemCachePath)
+    try {
+      await fs.ensureDir(this.CachePath)
+      await fs.ensureDir(this.CoverCachePath)
+      await fs.ensureDir(this.ImageCachePath)
+      await fs.ensureDir(this.ItemCachePath)
+    } catch (error) {
+      Logger.error(`[CacheManager] Failed to create cache directories at "${this.CachePath}": ${error.message}`)
+      throw new Error(`[CacheManager] Failed to create cache directories at "${this.CachePath}"`, { cause: error })
+    }
   }
 
   async handleCoverCache(res, libraryItemId, options = {}) {
diff --git a/server/managers/LogManager.js b/server/managers/LogManager.js
index 731dfe70a..07bb7d401 100644
--- a/server/managers/LogManager.js
+++ b/server/managers/LogManager.js
@@ -37,8 +37,13 @@ class LogManager {
   }
 
   async ensureLogDirs() {
-    await fs.ensureDir(this.DailyLogPath)
-    await fs.ensureDir(this.ScanLogPath)
+    try {
+      await fs.ensureDir(this.DailyLogPath)
+      await fs.ensureDir(this.ScanLogPath)
+    } catch (error) {
+      console.error(`[LogManager] Failed to create log directories at "${this.DailyLogPath}": ${error.message}`)
+      throw new Error(`[LogManager] Failed to create log directories at "${this.DailyLogPath}"`, { cause: error })
+    }
   }
 
   /**
@@ -102,20 +107,20 @@ class LogManager {
   }
 
   /**
-   * 
-   * @param {string} filename 
+   *
+   * @param {string} filename
    */
   async removeLogFile(filename) {
     const fullPath = Path.join(this.DailyLogPath, filename)
     const exists = await fs.pathExists(fullPath)
     if (!exists) {
       Logger.error(TAG, 'Invalid log dne ' + fullPath)
-      this.dailyLogFiles = this.dailyLogFiles.filter(dlf => dlf !== filename)
+      this.dailyLogFiles = this.dailyLogFiles.filter((dlf) => dlf !== filename)
     } else {
       try {
         await fs.unlink(fullPath)
         Logger.info(TAG, 'Removed daily log: ' + filename)
-        this.dailyLogFiles = this.dailyLogFiles.filter(dlf => dlf !== filename)
+        this.dailyLogFiles = this.dailyLogFiles.filter((dlf) => dlf !== filename)
       } catch (error) {
         Logger.error(TAG, 'Failed to unlink log file ' + fullPath)
       }
@@ -123,8 +128,8 @@ class LogManager {
   }
 
   /**
-   * 
-   * @param {LogObject} logObj 
+   *
+   * @param {LogObject} logObj
    */
   async logToFile(logObj) {
     // Fatal crashes get logged to a separate file
@@ -152,8 +157,8 @@ class LogManager {
   }
 
   /**
-   * 
-   * @param {LogObject} logObj 
+   *
+   * @param {LogObject} logObj
    */
   async logCrashToFile(logObj) {
     const line = JSON.stringify(logObj) + '\n'
@@ -161,18 +166,18 @@ class LogManager {
     const logsDir = Path.join(global.MetadataPath, 'logs')
     await fs.ensureDir(logsDir)
     const crashLogPath = Path.join(logsDir, 'crash_logs.txt')
-    return fs.writeFile(crashLogPath, line, { flag: "a+" }).catch((error) => {
+    return fs.writeFile(crashLogPath, line, { flag: 'a+' }).catch((error) => {
       console.log('[LogManager] Appended crash log', error)
     })
   }
 
   /**
    * Most recent 5000 daily logs
-   * 
+   *
    * @returns {string}
    */
   getMostRecentCurrentDailyLogs() {
     return this.currentDailyLog?.logs.slice(-5000) || ''
   }
 }
-module.exports = LogManager
\ No newline at end of file
+module.exports = LogManager
diff --git a/server/managers/MigrationManager.js b/server/managers/MigrationManager.js
index 8635def10..e302038ff 100644
--- a/server/managers/MigrationManager.js
+++ b/server/managers/MigrationManager.js
@@ -38,7 +38,12 @@ class MigrationManager {
     if (!(await fs.pathExists(this.configPath))) throw new Error(`Config path does not exist: ${this.configPath}`)
 
     this.migrationsDir = path.join(this.configPath, 'migrations')
-    await fs.ensureDir(this.migrationsDir)
+    try {
+      await fs.ensureDir(this.migrationsDir)
+    } catch (error) {
+      Logger.error(`[MigrationManager] Failed to create migrations directory at "${this.migrationsDir}": ${error.message}`)
+      throw new Error(`[MigrationManager] Failed to create migrations directory at "${this.migrationsDir}"`, { cause: error })
+    }
 
     this.serverVersion = this.extractVersionFromTag(serverVersion)
     if (!this.serverVersion) throw new Error(`Invalid server version: ${serverVersion}. Expected a version tag like v1.2.3.`)
diff --git a/server/managers/PlaybackSessionManager.js b/server/managers/PlaybackSessionManager.js
index fb12fedaa..1e95727f1 100644
--- a/server/managers/PlaybackSessionManager.js
+++ b/server/managers/PlaybackSessionManager.js
@@ -459,7 +459,12 @@ class PlaybackSessionManager {
    * Remove all stream folders in `/metadata/streams`
    */
   async removeOrphanStreams() {
-    await fs.ensureDir(this.StreamsPath)
+    try {
+      await fs.ensureDir(this.StreamsPath)
+    } catch (error) {
+      Logger.error(`[PlaybackSessionManager] Failed to create streams directory at "${this.StreamsPath}": ${error.message}`)
+      throw new Error(`[PlaybackSessionManager] Failed to create streams directory at "${this.StreamsPath}"`, { cause: error })
+    }
     try {
       const streamsInPath = await fs.readdir(this.StreamsPath)
       for (const streamId of streamsInPath) {