diff --git a/Jellyfin.Server/Infrastructure/SafeTimestampFileInfo.cs b/Jellyfin.Server/Infrastructure/SafeTimestampFileInfo.cs
new file mode 100644
index 0000000000..ac2fed2e75
--- /dev/null
+++ b/Jellyfin.Server/Infrastructure/SafeTimestampFileInfo.cs
@@ -0,0 +1,67 @@
+using System;
+using System.IO;
+using Microsoft.Extensions.FileProviders;
+
+namespace Jellyfin.Server.Infrastructure
+{
+    /// <summary>
+    /// An <see cref="IFileInfo"/> wrapper that sanitizes <see cref="LastModified"/> timestamps
+    /// to ensure they are valid Win32 FileTimes.
+    /// </summary>
+    /// <remarks>
+    /// This wrapper prevents <see cref="ArgumentOutOfRangeException"/> in
+    /// <see cref="Microsoft.AspNetCore.StaticFiles.StaticFileMiddleware"/> when serving files
+    /// with timestamps before 1601-01-01 (the Win32 epoch), which can occur in Docker containers
+    /// or on certain filesystems.
+    /// </remarks>
+    public class SafeTimestampFileInfo : IFileInfo
+    {
+        /// <summary>
+        /// The minimum valid Win32 FileTime is 1601-01-01. We use 1601-01-02 for safety margin.
+        /// </summary>
+        private static readonly DateTimeOffset _minValidWin32Time =
+            new DateTimeOffset(1601, 1, 2, 0, 0, 0, TimeSpan.Zero);
+
+        /// <summary>
+        /// Safe fallback timestamp (Unix epoch: 1970-01-01).
+        /// </summary>
+        private static readonly DateTimeOffset _safeFallbackTime =
+            new DateTimeOffset(1970, 1, 1, 0, 0, 0, TimeSpan.Zero);
+
+        private readonly IFileInfo _inner;
+
+        /// <summary>
+        /// Initializes a new instance of the <see cref="SafeTimestampFileInfo"/> class.
+        /// </summary>
+        /// <param name="inner">The inner <see cref="IFileInfo"/> to wrap.</param>
+        public SafeTimestampFileInfo(IFileInfo inner)
+        {
+            _inner = inner ?? throw new ArgumentNullException(nameof(inner));
+        }
+
+        /// <inheritdoc />
+        public bool Exists => _inner.Exists;
+
+        /// <inheritdoc />
+        public long Length => _inner.Length;
+
+        /// <inheritdoc />
+        public string? PhysicalPath => _inner.PhysicalPath;
+
+        /// <inheritdoc />
+        public string Name => _inner.Name;
+
+        /// <inheritdoc />
+        /// <remarks>
+        /// Returns the original timestamp if valid, otherwise returns 1970-01-01 (Unix epoch).
+        /// </remarks>
+        public DateTimeOffset LastModified =>
+            _inner.LastModified < _minValidWin32Time ? _safeFallbackTime : _inner.LastModified;
+
+        /// <inheritdoc />
+        public bool IsDirectory => _inner.IsDirectory;
+
+        /// <inheritdoc />
+        public Stream CreateReadStream() => _inner.CreateReadStream();
+    }
+}
diff --git a/Jellyfin.Server/Infrastructure/SafeTimestampFileProvider.cs b/Jellyfin.Server/Infrastructure/SafeTimestampFileProvider.cs
new file mode 100644
index 0000000000..db986fc4e3
--- /dev/null
+++ b/Jellyfin.Server/Infrastructure/SafeTimestampFileProvider.cs
@@ -0,0 +1,57 @@
+using System;
+using Microsoft.Extensions.FileProviders;
+using Microsoft.Extensions.FileProviders.Physical;
+using Microsoft.Extensions.Primitives;
+
+namespace Jellyfin.Server.Infrastructure
+{
+    /// <summary>
+    /// An <see cref="IFileProvider"/> wrapper that sanitizes file timestamps to ensure
+    /// they are valid Win32 FileTimes.
+    /// </summary>
+    /// <remarks>
+    /// This wrapper prevents <see cref="ArgumentOutOfRangeException"/> in
+    /// <see cref="Microsoft.AspNetCore.StaticFiles.StaticFileMiddleware"/> when serving files
+    /// with timestamps before 1601-01-01 (the Win32 epoch), which can occur in Docker containers
+    /// or on certain filesystems.
+    /// </remarks>
+    public sealed class SafeTimestampFileProvider : IFileProvider, IDisposable
+    {
+        private readonly PhysicalFileProvider _inner;
+
+        /// <summary>
+        /// Initializes a new instance of the <see cref="SafeTimestampFileProvider"/> class.
+        /// </summary>
+        /// <param name="root">The root directory for this provider.</param>
+        public SafeTimestampFileProvider(string root)
+        {
+            ArgumentNullException.ThrowIfNull(root);
+            _inner = new PhysicalFileProvider(root);
+        }
+
+        /// <inheritdoc />
+        public IFileInfo GetFileInfo(string subpath)
+        {
+            var fileInfo = _inner.GetFileInfo(subpath);
+            return new SafeTimestampFileInfo(fileInfo);
+        }
+
+        /// <inheritdoc />
+        public IDirectoryContents GetDirectoryContents(string subpath)
+        {
+            return _inner.GetDirectoryContents(subpath);
+        }
+
+        /// <inheritdoc />
+        public IChangeToken Watch(string filter)
+        {
+            return _inner.Watch(filter);
+        }
+
+        /// <inheritdoc />
+        public void Dispose()
+        {
+            _inner.Dispose();
+        }
+    }
+}
diff --git a/Jellyfin.Server/Startup.cs b/Jellyfin.Server/Startup.cs
index f6a4ae7d6e..a334a09504 100644
--- a/Jellyfin.Server/Startup.cs
+++ b/Jellyfin.Server/Startup.cs
@@ -16,6 +16,7 @@ using Jellyfin.Networking.HappyEyeballs;
 using Jellyfin.Server.Extensions;
 using Jellyfin.Server.HealthChecks;
 using Jellyfin.Server.Implementations.Extensions;
+using Jellyfin.Server.Infrastructure;
 using MediaBrowser.Common.Net;
 using MediaBrowser.Controller.Configuration;
 using MediaBrowser.Controller.Extensions;
@@ -182,12 +183,12 @@ namespace Jellyfin.Server
                     extensionProvider.Mappings.Add(".mem", MediaTypeNames.Application.Octet);
                     mainApp.UseDefaultFiles(new DefaultFilesOptions
                     {
-                        FileProvider = new PhysicalFileProvider(_serverConfigurationManager.ApplicationPaths.WebPath),
+                        FileProvider = new SafeTimestampFileProvider(_serverConfigurationManager.ApplicationPaths.WebPath),
                         RequestPath = "/web"
                     });
                     mainApp.UseStaticFiles(new StaticFileOptions
                     {
-                        FileProvider = new PhysicalFileProvider(_serverConfigurationManager.ApplicationPaths.WebPath),
+                        FileProvider = new SafeTimestampFileProvider(_serverConfigurationManager.ApplicationPaths.WebPath),
                         RequestPath = "/web",
                         ContentTypeProvider = extensionProvider,
                         OnPrepareResponse = (context) =>
diff --git a/tests/Jellyfin.Server.Tests/SafeTimestampFileInfoTests.cs b/tests/Jellyfin.Server.Tests/SafeTimestampFileInfoTests.cs
new file mode 100644
index 0000000000..22c678cedd
--- /dev/null
+++ b/tests/Jellyfin.Server.Tests/SafeTimestampFileInfoTests.cs
@@ -0,0 +1,128 @@
+using System;
+using System.IO;
+using Jellyfin.Server.Infrastructure;
+using Microsoft.Extensions.FileProviders;
+using Moq;
+using Xunit;
+
+namespace Jellyfin.Server.Tests
+{
+    public class SafeTimestampFileInfoTests
+    {
+        private static readonly DateTimeOffset ValidTimestamp = new DateTimeOffset(2024, 12, 31, 12, 0, 0, TimeSpan.Zero);
+        private static readonly DateTimeOffset PreWin32Timestamp = new DateTimeOffset(1600, 1, 1, 0, 0, 0, TimeSpan.Zero);
+        private static readonly DateTimeOffset UnixEpoch = new DateTimeOffset(1970, 1, 1, 0, 0, 0, TimeSpan.Zero);
+
+        [Fact]
+        public void LastModified_WithValidTimestamp_ReturnsOriginal()
+        {
+            // Arrange
+            var mockFileInfo = new Mock<IFileInfo>();
+            mockFileInfo.Setup(f => f.LastModified).Returns(ValidTimestamp);
+
+            var safeFileInfo = new SafeTimestampFileInfo(mockFileInfo.Object);
+
+            // Act
+            var result = safeFileInfo.LastModified;
+
+            // Assert
+            Assert.Equal(ValidTimestamp, result);
+        }
+
+        [Fact]
+        public void LastModified_WithDateMinValue_ReturnsSafeFallback()
+        {
+            // Arrange
+            var mockFileInfo = new Mock<IFileInfo>();
+            mockFileInfo.Setup(f => f.LastModified).Returns(DateTimeOffset.MinValue);
+
+            var safeFileInfo = new SafeTimestampFileInfo(mockFileInfo.Object);
+
+            // Act
+            var result = safeFileInfo.LastModified;
+
+            // Assert
+            Assert.Equal(UnixEpoch, result);
+        }
+
+        [Fact]
+        public void LastModified_WithPre1601Timestamp_ReturnsSafeFallback()
+        {
+            // Arrange
+            var mockFileInfo = new Mock<IFileInfo>();
+            mockFileInfo.Setup(f => f.LastModified).Returns(PreWin32Timestamp);
+
+            var safeFileInfo = new SafeTimestampFileInfo(mockFileInfo.Object);
+
+            // Act
+            var result = safeFileInfo.LastModified;
+
+            // Assert
+            Assert.Equal(UnixEpoch, result);
+        }
+
+        [Fact]
+        public void LastModified_WithWin32EpochPlusOneDay_ReturnsOriginal()
+        {
+            // Arrange - exactly at the boundary (1601-01-02 should be valid)
+            var boundaryTimestamp = new DateTimeOffset(1601, 1, 2, 0, 0, 0, TimeSpan.Zero);
+            var mockFileInfo = new Mock<IFileInfo>();
+            mockFileInfo.Setup(f => f.LastModified).Returns(boundaryTimestamp);
+
+            var safeFileInfo = new SafeTimestampFileInfo(mockFileInfo.Object);
+
+            // Act
+            var result = safeFileInfo.LastModified;
+
+            // Assert
+            Assert.Equal(boundaryTimestamp, result);
+        }
+
+        [Fact]
+        public void Properties_DelegateCorrectly()
+        {
+            // Arrange
+            var mockFileInfo = new Mock<IFileInfo>();
+            mockFileInfo.Setup(f => f.Exists).Returns(true);
+            mockFileInfo.Setup(f => f.Length).Returns(12345);
+            mockFileInfo.Setup(f => f.PhysicalPath).Returns("/path/to/file.txt");
+            mockFileInfo.Setup(f => f.Name).Returns("file.txt");
+            mockFileInfo.Setup(f => f.IsDirectory).Returns(false);
+            mockFileInfo.Setup(f => f.LastModified).Returns(ValidTimestamp);
+
+            var safeFileInfo = new SafeTimestampFileInfo(mockFileInfo.Object);
+
+            // Act & Assert
+            Assert.True(safeFileInfo.Exists);
+            Assert.Equal(12345, safeFileInfo.Length);
+            Assert.Equal("/path/to/file.txt", safeFileInfo.PhysicalPath);
+            Assert.Equal("file.txt", safeFileInfo.Name);
+            Assert.False(safeFileInfo.IsDirectory);
+        }
+
+        [Fact]
+        public void CreateReadStream_DelegatesCorrectly()
+        {
+            // Arrange
+            using var expectedStream = new MemoryStream();
+            var mockFileInfo = new Mock<IFileInfo>();
+            mockFileInfo.Setup(f => f.CreateReadStream()).Returns(expectedStream);
+            mockFileInfo.Setup(f => f.LastModified).Returns(ValidTimestamp);
+
+            var safeFileInfo = new SafeTimestampFileInfo(mockFileInfo.Object);
+
+            // Act
+            var result = safeFileInfo.CreateReadStream();
+
+            // Assert
+            Assert.Same(expectedStream, result);
+        }
+
+        [Fact]
+        public void Constructor_WithNullInner_ThrowsArgumentNullException()
+        {
+            // Act & Assert
+            Assert.Throws<ArgumentNullException>(() => new SafeTimestampFileInfo(null!));
+        }
+    }
+}