diff --git a/src/Microsoft.DotNet.RemoteExecutor/src/MiniDump.cs b/src/Microsoft.DotNet.RemoteExecutor/src/MiniDump.cs
new file mode 100644
index 00000000000..19b2d89d1d2
--- /dev/null
+++ b/src/Microsoft.DotNet.RemoteExecutor/src/MiniDump.cs
@@ -0,0 +1,76 @@
+// Licensed to the .NET Foundation under one or more agreements.
+// The .NET Foundation licenses this file to you under the MIT license.
+// See the LICENSE file in the project root for more information.
+
+using System;
+using System.ComponentModel;
+using System.Diagnostics;
+using System.IO;
+using System.Runtime.InteropServices;
+
+namespace Microsoft.DotNet.RemoteExecutor
+{
+    internal static class MiniDump
+    {
+        public static void Create(Process process, string destinationPath)
+        {
+            if (process is null)
+            {
+                throw new ArgumentNullException(nameof(process));
+            }
+            if (destinationPath is null)
+            {
+                throw new ArgumentNullException(nameof(destinationPath));
+            }
+
+            using (FileStream fs = File.Create(destinationPath))
+            {
+                const MINIDUMP_TYPE MiniDumpType =
+                    MINIDUMP_TYPE.MiniDumpWithFullMemory |
+                    MINIDUMP_TYPE.MiniDumpIgnoreInaccessibleMemory;
+
+                if (MiniDumpWriteDump(process.SafeHandle, process.Id, fs.SafeFileHandle, MiniDumpType, IntPtr.Zero, IntPtr.Zero, IntPtr.Zero) == 0)
+                {
+                    throw new Win32Exception();
+                }
+            }
+        }
+
+        [DllImport("DbgHelp.dll", SetLastError = true)]
+        private static extern int MiniDumpWriteDump(
+            SafeHandle hProcess,
+            int ProcessId,
+            SafeHandle hFile,
+            MINIDUMP_TYPE DumpType,
+            IntPtr ExceptionParam,
+            IntPtr UserStreamParam,
+            IntPtr CallbackParam);
+
+        private enum MINIDUMP_TYPE : int
+        {
+            MiniDumpNormal = 0x00000000,
+            MiniDumpWithDataSegs = 0x00000001,
+            MiniDumpWithFullMemory = 0x00000002,
+            MiniDumpWithHandleData = 0x00000004,
+            MiniDumpFilterMemory = 0x00000008,
+            MiniDumpScanMemory = 0x00000010,
+            MiniDumpWithUnloadedModules = 0x00000020,
+            MiniDumpWithIndirectlyReferencedMemory = 0x00000040,
+            MiniDumpFilterModulePaths = 0x00000080,
+            MiniDumpWithProcessThreadData = 0x00000100,
+            MiniDumpWithPrivateReadWriteMemory = 0x00000200,
+            MiniDumpWithoutOptionalData = 0x00000400,
+            MiniDumpWithFullMemoryInfo = 0x00000800,
+            MiniDumpWithThreadInfo = 0x00001000,
+            MiniDumpWithCodeSegs = 0x00002000,
+            MiniDumpWithoutAuxiliaryState = 0x00004000,
+            MiniDumpWithFullAuxiliaryState = 0x00008000,
+            MiniDumpWithPrivateWriteCopyMemory = 0x00010000,
+            MiniDumpIgnoreInaccessibleMemory = 0x00020000,
+            MiniDumpWithTokenInformation = 0x00040000,
+            MiniDumpWithModuleHeaders = 0x00080000,
+            MiniDumpFilterTriage = 0x00100000,
+            MiniDumpValidTypeFlags = 0x001fffff
+        }
+    }
+}
diff --git a/src/Microsoft.DotNet.RemoteExecutor/src/RemoteInvokeHandle.cs b/src/Microsoft.DotNet.RemoteExecutor/src/RemoteInvokeHandle.cs
index ce1f6fa3483..f3ca214309d 100644
--- a/src/Microsoft.DotNet.RemoteExecutor/src/RemoteInvokeHandle.cs
+++ b/src/Microsoft.DotNet.RemoteExecutor/src/RemoteInvokeHandle.cs
@@ -77,6 +77,27 @@ private void Dispose(bool disposing)
                     {
                         var description = new StringBuilder();
                         description.AppendLine($"Timed out at {DateTime.Now} after {Options.TimeOut}ms waiting for remote process.");
+
+                        // Create a dump if possible
+                        if (RuntimeInformation.IsOSPlatform(OSPlatform.Windows))
+                        {
+                            string uploadPath = Environment.GetEnvironmentVariable("HELIX_WORKITEM_UPLOAD_ROOT");
+                            if (!string.IsNullOrWhiteSpace(uploadPath))
+                            {
+                                try
+                                {
+                                    string miniDmpPath = Path.Combine(uploadPath, $"{Process.Id}.{Path.GetRandomFileName()}.dmp");
+                                    MiniDump.Create(Process, miniDmpPath);
+                                    description.AppendLine($"Wrote mini dump to: {miniDmpPath}");
+                                }
+                                catch (Exception exc)
+                                {
+                                    description.AppendLine($"Failed to create mini dump: {exc.Message}");
+                                }
+                            }
+                        }
+
+                        // Gather additional details about the process if possible
                         try
                         {
                             description.AppendLine($"\tProcess ID: {Process.Id}");