diff --git a/build/Version.props b/build/Version.props
index dc59a0b959f..f6e5331f590 100644
--- a/build/Version.props
+++ b/build/Version.props
@@ -3,7 +3,7 @@
   <!-- Integration tests will ensure they match across the board -->
   <Import Project="WebpanelVersion.props" />
   <PropertyGroup>
-    <TgsCoreVersion>6.11.1</TgsCoreVersion>
+    <TgsCoreVersion>6.11.2</TgsCoreVersion>
     <TgsConfigVersion>5.3.0</TgsConfigVersion>
     <TgsRestVersion>10.10.0</TgsRestVersion>
     <TgsGraphQLVersion>0.2.0</TgsGraphQLVersion>
diff --git a/src/Tgstation.Server.Host/Components/StaticFiles/Configuration.cs b/src/Tgstation.Server.Host/Components/StaticFiles/Configuration.cs
index 86ae2c28ca8..93e1a0b9193 100644
--- a/src/Tgstation.Server.Host/Components/StaticFiles/Configuration.cs
+++ b/src/Tgstation.Server.Host/Components/StaticFiles/Configuration.cs
@@ -463,6 +463,8 @@ await ValueTaskExtensions.WhenAll(entries.Select<string, ValueTask>(async file =
 			await EnsureDirectories(cancellationToken);
 			var path = ValidateConfigRelativePath(configurationRelativePath);
 
+			logger.LogTrace("Starting write to {path}", path);
+
 			ConfigurationFileResponse? result = null;
 
 			void WriteImpl()
@@ -476,14 +478,21 @@ async Task UploadHandler()
 						await using (fileTicket)
 						{
 							var fileHash = previousHash;
+							logger.LogTrace("Write to {path} waiting for upload stream", path);
 							var uploadStream = await fileTicket.GetResult(uploadCancellationToken);
 							if (uploadStream == null)
+							{
+								logger.LogTrace("Write to {path} expired", path);
 								return; // expired
+							}
 
+							logger.LogTrace("Write to {path} received stream of length {length}...", path, uploadStream.Length);
 							bool success = false;
 							void WriteCallback()
 							{
+								logger.LogTrace("Running synchronous write...");
 								success = synchronousIOManager.WriteFileChecked(path, uploadStream, ref fileHash, cancellationToken);
+								logger.LogTrace("Finished write {un}successfully!", success ? String.Empty : "un");
 							}
 
 							if (fileTicket == null)
diff --git a/src/Tgstation.Server.Host/IO/SynchronousIOManager.cs b/src/Tgstation.Server.Host/IO/SynchronousIOManager.cs
index 4dbf3d833bf..b0388b51af9 100644
--- a/src/Tgstation.Server.Host/IO/SynchronousIOManager.cs
+++ b/src/Tgstation.Server.Host/IO/SynchronousIOManager.cs
@@ -6,11 +6,27 @@
 using System.Security.Cryptography;
 using System.Threading;
 
+using Microsoft.Extensions.Logging;
+
 namespace Tgstation.Server.Host.IO
 {
 	/// <inheritdoc />
 	sealed class SynchronousIOManager : ISynchronousIOManager
 	{
+		/// <summary>
+		/// The <see cref="ILogger"/> for the <see cref="SynchronousIOManager"/>.
+		/// </summary>
+		readonly ILogger<SynchronousIOManager> logger;
+
+		/// <summary>
+		/// Initializes a new instance of the <see cref="SynchronousIOManager"/> class.
+		/// </summary>
+		/// <param name="logger">The value of <see cref="logger"/>.</param>
+		public SynchronousIOManager(ILogger<SynchronousIOManager> logger)
+		{
+			this.logger = logger ?? throw new ArgumentNullException(nameof(logger));
+		}
+
 		/// <inheritdoc />
 		public bool CreateDirectory(string path, CancellationToken cancellationToken)
 		{
@@ -85,13 +101,18 @@ public bool WriteFileChecked(string path, Stream data, ref string? sha1InOut, Ca
 
 			cancellationToken.ThrowIfCancellationRequested();
 
+			logger.LogTrace("Starting checked write to {path} ({fileType} file)", path, newFile ? "New" : "Pre-existing");
+
 			using (var file = File.Open(path, FileMode.OpenOrCreate, FileAccess.ReadWrite, FileShare.None))
 			{
 				cancellationToken.ThrowIfCancellationRequested();
 
 				// no sha1? no write
 				if (file.Length != 0 && sha1InOut == null)
+				{
+					logger.LogDebug("Aborting checked write due to missing SHA!");
 					return false;
+				}
 
 				// suppressed due to only using for consistency checks
 				using (var sha1 = SHA1.Create())
@@ -109,6 +130,10 @@ public bool WriteFileChecked(string path, Stream data, ref string? sha1InOut, Ca
 					}
 
 					var originalSha1 = GetSha1(file);
+
+					if (!newFile)
+						logger.LogTrace("Existing SHA calculated to be {sha}", originalSha1);
+
 					if (originalSha1 != sha1InOut && !(newFile && sha1InOut == null))
 					{
 						sha1InOut = originalSha1;
@@ -122,6 +147,7 @@ public bool WriteFileChecked(string path, Stream data, ref string? sha1InOut, Ca
 
 				if (data.Length != 0)
 				{
+					logger.LogDebug("Writing file of length {size}", data.Length);
 					file.Seek(0, SeekOrigin.Begin);
 					data.Seek(0, SeekOrigin.Begin);
 
@@ -132,7 +158,11 @@ public bool WriteFileChecked(string path, Stream data, ref string? sha1InOut, Ca
 			}
 
 			if (data.Length == 0)
+			{
+				logger.LogDebug("Stream is empty, deleting file");
 				File.Delete(path);
+			}
+
 			return true;
 		}
 	}
diff --git a/tests/Tgstation.Server.Host.Tests/Components/StaticFiles/TestConfiguration.cs b/tests/Tgstation.Server.Host.Tests/Components/StaticFiles/TestConfiguration.cs
index ff3bd0b5b83..6df0a9e5738 100644
--- a/tests/Tgstation.Server.Host.Tests/Components/StaticFiles/TestConfiguration.cs
+++ b/tests/Tgstation.Server.Host.Tests/Components/StaticFiles/TestConfiguration.cs
@@ -46,7 +46,7 @@ public async Task TestListOrdering()
 
 				var configuration = new Configuration(
 					ioManager,
-					new SynchronousIOManager(),
+					new SynchronousIOManager(loggerFactory.CreateLogger<SynchronousIOManager>()),
 					Mock.Of<IFilesystemLinkFactory>(),
 					Mock.Of<IProcessExecutor>(),
 					Mock.Of<IPostWriteHandler>(),