diff --git a/Grayjay.ClientServer/Extensions.cs b/Grayjay.ClientServer/Extensions.cs
index 15c12376..ffc9e44b 100644
--- a/Grayjay.ClientServer/Extensions.cs
+++ b/Grayjay.ClientServer/Extensions.cs
@@ -196,6 +196,24 @@ public static string SanitizeFileName(this string fileName)
                 fileName = fileName.Replace(invalidChar, '_');
             return fileName;
         }
+
+        // Windows MAX_PATH is 260; reserve some room for the directory prefix.
+        private const int MaxFileNameLength = 200;
+        /// <summary>
+        /// Truncates a file name (after sanitization) so that the base name fits within
+        /// <see cref="MaxFileNameLength"/> characters, preserving the extension.
+        /// </summary>
+        public static string TruncateFileName(this string fileName)
+        {
+            if (fileName.Length <= MaxFileNameLength)
+                return fileName;
+
+            string ext = Path.GetExtension(fileName);   // e.g. ".mp4"
+            string baseName = Path.GetFileNameWithoutExtension(fileName);
+            int allowedBase = MaxFileNameLength - ext.Length;
+            if (allowedBase < 1) allowedBase = 1;
+            return baseName.Substring(0, Math.Min(baseName.Length, allowedBase)) + ext;
+        }
         public static string SanitizeFileNameWithPath(this string path)
         {
             string dirName = Path.GetDirectoryName(path);
diff --git a/Grayjay.ClientServer/Models/Downloads/VideoDownload.cs b/Grayjay.ClientServer/Models/Downloads/VideoDownload.cs
index 80461395..c9c80da0 100644
--- a/Grayjay.ClientServer/Models/Downloads/VideoDownload.cs
+++ b/Grayjay.ClientServer/Models/Downloads/VideoDownload.cs
@@ -321,7 +321,7 @@ public async Task Download(ManagedHttpClient client, Action<double> onProgress,
                 var representation = videoRepresentations?.FirstOrDefault();
                 var mimeType = representation?.MimeType ?? VideoSource.Container;
 
-                VideoFileName = $"{VideoDetails.ID.Value} [{VideoSource.Width}x{VideoSource.Height}].{VideoHelper.VideoContainerToExtension(mimeType)}".SanitizeFileName();
+                VideoFileName = $"{VideoDetails.ID.Value} [{VideoSource.Width}x{VideoSource.Height}].{VideoHelper.VideoContainerToExtension(mimeType)}".SanitizeFileName().TruncateFileName();
                 VideoFilePath = Path.Combine(downloadDir, VideoFileName);
             }
             string audioDash = (AudioSource is DashManifestRawAudioSource dAudioSource) ? dAudioSource.Generate() : null;
@@ -331,12 +331,12 @@ public async Task Download(ManagedHttpClient client, Action<double> onProgress,
                 var representation = audioRepresentations?.FirstOrDefault();
                 var mimeType = representation?.MimeType ?? AudioSource.Container;
 
-                AudioFileName = $"{VideoDetails.ID.Value} [{AudioSource.Language}-{AudioSource.Bitrate}].{VideoHelper.AudioContainerToExtension(mimeType)}".SanitizeFileName();
+                AudioFileName = $"{VideoDetails.ID.Value} [{AudioSource.Language}-{AudioSource.Bitrate}].{VideoHelper.AudioContainerToExtension(mimeType)}".SanitizeFileName().TruncateFileName();
                 AudioFilePath = Path.Combine(downloadDir , AudioFileName);
             }
             if(SubtitleSourcetoUse != null)
             {
-                SubtitleFileName = $"{VideoDetails.ID.Value} [{SubtitleSourcetoUse.Name}].{VideoHelper.SubtitleContainerToExtension(SubtitleSourcetoUse.Format)}".SanitizeFileName();
+                SubtitleFileName = $"{VideoDetails.ID.Value} [{SubtitleSourcetoUse.Name}].{VideoHelper.SubtitleContainerToExtension(SubtitleSourcetoUse.Format)}".SanitizeFileName().TruncateFileName();
                 SubtitleFilePath = Path.Combine(downloadDir, SubtitleFileName);
             }
             var progressLock = new Object();