diff --git a/src/Grpc/Interop/test/InteropTests/Helpers/ClientProcess.cs b/src/Grpc/Interop/test/InteropTests/Helpers/ClientProcess.cs
index 0104584535d2..4714e9bb0376 100644
--- a/src/Grpc/Interop/test/InteropTests/Helpers/ClientProcess.cs
+++ b/src/Grpc/Interop/test/InteropTests/Helpers/ClientProcess.cs
@@ -31,6 +31,8 @@ public ClientProcess(ITestOutputHelper output, string path, string serverPort, s
         _process.EnableRaisingEvents = true;
         _process.OutputDataReceived += Process_OutputDataReceived;
         _process.ErrorDataReceived += Process_ErrorDataReceived;
+
+        output.WriteLine($"Starting process: {ProcessDebugHelper.GetDebugCommand(_process.StartInfo)}");
         _process.Start();
 
         _processEx = new ProcessEx(output, _process, timeout: Timeout.InfiniteTimeSpan);
diff --git a/src/Grpc/Interop/test/InteropTests/Helpers/ProcessDebugHelper.cs b/src/Grpc/Interop/test/InteropTests/Helpers/ProcessDebugHelper.cs
new file mode 100644
index 000000000000..2305c67953f8
--- /dev/null
+++ b/src/Grpc/Interop/test/InteropTests/Helpers/ProcessDebugHelper.cs
@@ -0,0 +1,36 @@
+// Licensed to the .NET Foundation under one or more agreements.
+// The .NET Foundation licenses this file to you under the MIT license.
+
+using System.Diagnostics;
+
+namespace InteropTests.Helpers;
+
+public static class ProcessDebugHelper
+{
+    public static string GetDebugCommand(ProcessStartInfo psi)
+    {
+        // Quote the file name if it contains spaces or special characters
+        var fileName = QuoteIfNeeded(psi.FileName);
+
+        // Arguments are typically already passed as a single string
+        var arguments = psi.Arguments;
+
+        return $"{fileName} {arguments}".Trim();
+    }
+
+    private static string QuoteIfNeeded(string value)
+    {
+        if (string.IsNullOrWhiteSpace(value))
+        {
+            return "\"\"";
+        }
+
+        // Add quotes if value contains spaces or special characters
+        if (value.Contains(' ') || value.Contains('"'))
+        {
+            return $"\"{value.Replace("\"", "\\\"")}\"";
+        }
+
+        return value;
+    }
+}
diff --git a/src/Grpc/Interop/test/InteropTests/Helpers/WebsiteProcess.cs b/src/Grpc/Interop/test/InteropTests/Helpers/WebsiteProcess.cs
index cfd8dfb34be0..b187f01b913f 100644
--- a/src/Grpc/Interop/test/InteropTests/Helpers/WebsiteProcess.cs
+++ b/src/Grpc/Interop/test/InteropTests/Helpers/WebsiteProcess.cs
@@ -36,6 +36,8 @@ public WebsiteProcess(string path, ITestOutputHelper output)
         _process.EnableRaisingEvents = true;
         _process.OutputDataReceived += Process_OutputDataReceived;
         _process.ErrorDataReceived += Process_ErrorDataReceived;
+
+        output.WriteLine($"Starting process: {ProcessDebugHelper.GetDebugCommand(_process.StartInfo)}");
         _process.Start();
 
         _processEx = new ProcessEx(output, _process, Timeout.InfiniteTimeSpan);
diff --git a/src/Grpc/Interop/test/InteropTests/InteropTests.cs b/src/Grpc/Interop/test/InteropTests/InteropTests.cs
index ad0f2e898439..b57fda2d827f 100644
--- a/src/Grpc/Interop/test/InteropTests/InteropTests.cs
+++ b/src/Grpc/Interop/test/InteropTests/InteropTests.cs
@@ -9,6 +9,7 @@ namespace InteropTests;
 
 // All interop test cases, minus GCE authentication specific tests.
 // Tests are separate methods so that they can be quarantined separately.
+[Retry]
 public class InteropTests
 {
     private static readonly TimeSpan DefaultTimeout = TimeSpan.FromSeconds(100);
@@ -83,13 +84,48 @@ public InteropTests(ITestOutputHelper output)
 
     private async Task InteropTestCase(string name)
     {
+        // Building interop tests processes can be flaky. Sometimes it times out.
+        // To mitigate this, we retry the test case a few times on timeout.
+        const int maxRetries = 3;
+        var attempt = 0;
+
+        while (true)
+        {
+            attempt++;
+
+            try
+            {
+                await InteropTestCaseCore(name);
+                break; // Exit loop on success
+            }
+            catch (TimeoutException ex)
+            {
+                _output.WriteLine($"Attempt {attempt} failed: {ex.Message}");
+
+                if (attempt == maxRetries)
+                {
+                    _output.WriteLine("Maximum retry attempts reached. Giving up.");
+                    throw;
+                }
+                else
+                {
+                    await Task.Delay(TimeSpan.FromSeconds(1));
+                }
+            }
+        }
+    }
+
+    private async Task InteropTestCaseCore(string name)
+    {
+        _output.WriteLine($"Starting {nameof(WebsiteProcess)}.");
         using (var serverProcess = new WebsiteProcess(_serverPath, _output))
         {
             try
             {
+                _output.WriteLine($"Waiting for {nameof(WebsiteProcess)} to be ready.");
                 await serverProcess.WaitForReady().TimeoutAfter(DefaultTimeout);
             }
-            catch (Exception ex)
+            catch (Exception ex) when (ex is not TimeoutException)
             {
                 var errorMessage = $@"Error while running server process.
 
@@ -102,17 +138,20 @@ private async Task InteropTestCase(string name)
                 throw new InvalidOperationException(errorMessage, ex);
             }
 
+            _output.WriteLine($"Starting {nameof(ClientProcess)}.");
             using (var clientProcess = new ClientProcess(_output, _clientPath, serverProcess.ServerPort, name))
             {
                 try
                 {
+                    _output.WriteLine($"Waiting for {nameof(ClientProcess)} to be ready.");
                     await clientProcess.WaitForReadyAsync().TimeoutAfter(DefaultTimeout);
 
+                    _output.WriteLine($"Waiting for {nameof(ClientProcess)} to exit.");
                     await clientProcess.WaitForExitAsync().TimeoutAfter(DefaultTimeout);
 
                     Assert.Equal(0, clientProcess.ExitCode);
                 }
-                catch (Exception ex)
+                catch (Exception ex) when (ex is not TimeoutException)
                 {
                     var errorMessage = $@"Error while running client process.