diff --git a/Jellyfin.Api/Controllers/DynamicHlsController.cs b/Jellyfin.Api/Controllers/DynamicHlsController.cs
index 15b04051f4..1c44024753 100644
--- a/Jellyfin.Api/Controllers/DynamicHlsController.cs
+++ b/Jellyfin.Api/Controllers/DynamicHlsController.cs
@@ -1399,6 +1399,18 @@ public class DynamicHlsController : BaseJellyfinApiController
                 TranscodingJobType,
                 cancellationTokenSource.Token)
             .ConfigureAwait(false);
+
+        // Calculate the starting segment index from current transcoding state
+        var playlistPath = Path.ChangeExtension(state.OutputFilePath, ".m3u8");
+        var segmentExtension = EncodingHelper.GetSegmentFileExtension(state.Request.SegmentContainer);
+        var startSegmentIndex = 0;
+
+        var currentTranscodingIndex = GetCurrentTranscodingIndex(playlistPath, segmentExtension);
+        if (currentTranscodingIndex.HasValue)
+        {
+            startSegmentIndex = currentTranscodingIndex.Value;
+        }
+
         var mediaSourceId = state.BaseRequest.MediaSourceId;
         var request = new CreateMainPlaylistRequest(
             mediaSourceId is null ? null : Guid.Parse(mediaSourceId),
@@ -1408,7 +1420,8 @@ public class DynamicHlsController : BaseJellyfinApiController
             state.Request.SegmentContainer ?? string.Empty,
             "hls1/main/",
             Request.QueryString.ToString(),
-            EncodingHelper.IsCopyCodec(state.OutputVideoCodec));
+            EncodingHelper.IsCopyCodec(state.OutputVideoCodec),
+            startSegmentIndex);
         var playlist = _dynamicHlsPlaylistGenerator.CreateMainPlaylist(request);
 
         return new FileContentResult(Encoding.UTF8.GetBytes(playlist), MimeTypes.GetMimeType("playlist.m3u8"));
diff --git a/src/Jellyfin.MediaEncoding.Hls/Playlist/CreateMainPlaylistRequest.cs b/src/Jellyfin.MediaEncoding.Hls/Playlist/CreateMainPlaylistRequest.cs
index f5af500626..ee3d966275 100644
--- a/src/Jellyfin.MediaEncoding.Hls/Playlist/CreateMainPlaylistRequest.cs
+++ b/src/Jellyfin.MediaEncoding.Hls/Playlist/CreateMainPlaylistRequest.cs
@@ -18,7 +18,8 @@ public class CreateMainPlaylistRequest
     /// <param name="endpointPrefix">The URI prefix for the relative URL in the playlist.</param>
     /// <param name="queryString">The desired query string to append (must start with ?).</param>
     /// <param name="isRemuxingVideo">Whether the video is being remuxed.</param>
-    public CreateMainPlaylistRequest(Guid? mediaSourceId, string filePath, int desiredSegmentLengthMs, long totalRuntimeTicks, string segmentContainer, string endpointPrefix, string queryString, bool isRemuxingVideo)
+    /// <param name="startSegmentIndex">The starting segment index for the playlist.</param>
+    public CreateMainPlaylistRequest(Guid? mediaSourceId, string filePath, int desiredSegmentLengthMs, long totalRuntimeTicks, string segmentContainer, string endpointPrefix, string queryString, bool isRemuxingVideo, int startSegmentIndex = 0)
     {
         MediaSourceId = mediaSourceId;
         FilePath = filePath;
@@ -28,6 +29,7 @@ public class CreateMainPlaylistRequest
         EndpointPrefix = endpointPrefix;
         QueryString = queryString;
         IsRemuxingVideo = isRemuxingVideo;
+        StartSegmentIndex = startSegmentIndex;
     }
 
     /// <summary>
@@ -69,4 +71,9 @@ public class CreateMainPlaylistRequest
     /// Gets a value indicating whether the video is being remuxed.
     /// </summary>
     public bool IsRemuxingVideo { get; }
+
+    /// <summary>
+    /// Gets the starting segment index for the playlist.
+    /// </summary>
+    public int StartSegmentIndex { get; }
 }
diff --git a/src/Jellyfin.MediaEncoding.Hls/Playlist/DynamicHlsPlaylistGenerator.cs b/src/Jellyfin.MediaEncoding.Hls/Playlist/DynamicHlsPlaylistGenerator.cs
index fb5027e5b5..63d9ce44fe 100644
--- a/src/Jellyfin.MediaEncoding.Hls/Playlist/DynamicHlsPlaylistGenerator.cs
+++ b/src/Jellyfin.MediaEncoding.Hls/Playlist/DynamicHlsPlaylistGenerator.cs
@@ -62,9 +62,9 @@ public class DynamicHlsPlaylistGenerator : IDynamicHlsPlaylistGenerator
             .Append("#EXT-X-TARGETDURATION:")
             .Append(Math.Ceiling(segments.Count > 0 ? segments.Max() : request.DesiredSegmentLengthMs))
             .AppendLine()
-            .AppendLine("#EXT-X-MEDIA-SEQUENCE:0");
+            .AppendLine(CultureInfo.InvariantCulture, $"#EXT-X-MEDIA-SEQUENCE:{request.StartSegmentIndex}");
 
-        var index = 0;
+        var index = request.StartSegmentIndex;
 
         if (isHlsInFmp4)
         {
diff --git a/tests/Jellyfin.MediaEncoding.Hls.Tests/Jellyfin.MediaEncoding.Hls.Tests.csproj b/tests/Jellyfin.MediaEncoding.Hls.Tests/Jellyfin.MediaEncoding.Hls.Tests.csproj
index eab003715c..6e7e36a1d1 100644
--- a/tests/Jellyfin.MediaEncoding.Hls.Tests/Jellyfin.MediaEncoding.Hls.Tests.csproj
+++ b/tests/Jellyfin.MediaEncoding.Hls.Tests/Jellyfin.MediaEncoding.Hls.Tests.csproj
@@ -11,6 +11,7 @@
       <IncludeAssets>runtime; build; native; contentfiles; analyzers; buildtransitive</IncludeAssets>
       <PrivateAssets>all</PrivateAssets>
     </PackageReference>
+    <PackageReference Include="Moq" />
   </ItemGroup>
 
   <ItemGroup>
diff --git a/tests/Jellyfin.MediaEncoding.Hls.Tests/Playlist/DynamicHlsPlaylistGeneratorTests.cs b/tests/Jellyfin.MediaEncoding.Hls.Tests/Playlist/DynamicHlsPlaylistGeneratorTests.cs
index fc969527e8..8b63d96616 100644
--- a/tests/Jellyfin.MediaEncoding.Hls.Tests/Playlist/DynamicHlsPlaylistGeneratorTests.cs
+++ b/tests/Jellyfin.MediaEncoding.Hls.Tests/Playlist/DynamicHlsPlaylistGeneratorTests.cs
@@ -1,6 +1,9 @@
 using System;
+using Jellyfin.MediaEncoding.Hls.Extractors;
 using Jellyfin.MediaEncoding.Hls.Playlist;
 using Jellyfin.MediaEncoding.Keyframes;
+using MediaBrowser.Controller.Configuration;
+using Moq;
 using Xunit;
 
 namespace Jellyfin.MediaEncoding.Hls.Tests.Playlist
@@ -96,6 +99,29 @@ namespace Jellyfin.MediaEncoding.Hls.Tests.Playlist
             return data;
         }
 
+        [Fact]
+        public void CreateMainPlaylist_WithStartSegmentIndex_GeneratesCorrectSequence()
+        {
+            var configManager = new Mock<IServerConfigurationManager>();
+            var generator = new DynamicHlsPlaylistGenerator(configManager.Object, Array.Empty<IKeyframeExtractor>());
+            var request = new CreateMainPlaylistRequest(
+                null,
+                "/path/to/file.mp4",
+                6000,
+                600000000000,
+                "mp4",
+                "hls1/main/",
+                "?params=1",
+                false,
+                startSegmentIndex: 1187);
+
+            var playlist = generator.CreateMainPlaylist(request);
+
+            Assert.Contains("#EXT-X-MEDIA-SEQUENCE:1187", playlist, StringComparison.Ordinal);
+            Assert.Contains("hls1/main/1187.mp4", playlist, StringComparison.Ordinal);
+            Assert.Contains("hls1/main/1188.mp4", playlist, StringComparison.Ordinal);
+        }
+
         private static long MsToTicks(int value) => TimeSpan.FromMilliseconds(value).Ticks;
     }
 }