diff --git a/src/Servers/IIS/AspNetCoreModuleV2/CommonLib/ConfigurationSection.h b/src/Servers/IIS/AspNetCoreModuleV2/CommonLib/ConfigurationSection.h
index 8c9cece3e3..ef55c4ec53 100644
--- a/src/Servers/IIS/AspNetCoreModuleV2/CommonLib/ConfigurationSection.h
+++ b/src/Servers/IIS/AspNetCoreModuleV2/CommonLib/ConfigurationSection.h
@@ -30,6 +30,7 @@
 #define CS_ENABLED                                       L"enabled"
 #define CS_ASPNETCORE_HANDLER_CALL_STARTUP_HOOK          L"callStartupHook"
 #define CS_ASPNETCORE_HANDLER_STACK_SIZE                 L"stackSize"
+#define CS_ASPNETCORE_SUPPRESS_RECYCLE_ON_STARTUP_TIMEOUT L"suppressRecycleOnStartupTimeout"
 #define CS_ASPNETCORE_DETAILEDERRORS                     L"ASPNETCORE_DETAILEDERRORS"
 #define CS_ASPNETCORE_ENVIRONMENT                        L"ASPNETCORE_ENVIRONMENT"
 #define CS_DOTNET_ENVIRONMENT                            L"DOTNET_ENVIRONMENT"
diff --git a/src/Servers/IIS/AspNetCoreModuleV2/InProcessRequestHandler/InProcessOptions.cpp b/src/Servers/IIS/AspNetCoreModuleV2/InProcessRequestHandler/InProcessOptions.cpp
index c2ff5e0a7d..157f0dda22 100644
--- a/src/Servers/IIS/AspNetCoreModuleV2/InProcessRequestHandler/InProcessOptions.cpp
+++ b/src/Servers/IIS/AspNetCoreModuleV2/InProcessRequestHandler/InProcessOptions.cpp
@@ -66,6 +66,7 @@ InProcessOptions::InProcessOptions(const ConfigurationSource &configurationSourc
     m_fSetCurrentDirectory = equals_ignore_case(find_element(handlerSettings, CS_ASPNETCORE_HANDLER_SET_CURRENT_DIRECTORY).value_or(L"true"), L"true");
     m_fCallStartupHook = equals_ignore_case(find_element(handlerSettings, CS_ASPNETCORE_HANDLER_CALL_STARTUP_HOOK).value_or(L"true"), L"true");
     m_strStackSize = find_element(handlerSettings, CS_ASPNETCORE_HANDLER_STACK_SIZE).value_or(L"1048576");
+    m_fSuppressRecycleOnStartupTimeout = equals_ignore_case(find_element(handlerSettings, CS_ASPNETCORE_SUPPRESS_RECYCLE_ON_STARTUP_TIMEOUT).value_or(L"false"), L"true");
 
     m_dwStartupTimeLimitInMS = aspNetCoreSection->GetRequiredLong(CS_ASPNETCORE_PROCESS_STARTUP_TIME_LIMIT) * 1000;
     m_dwShutdownTimeLimitInMS = aspNetCoreSection->GetRequiredLong(CS_ASPNETCORE_PROCESS_SHUTDOWN_TIME_LIMIT) * 1000;
diff --git a/src/Servers/IIS/AspNetCoreModuleV2/InProcessRequestHandler/InProcessOptions.h b/src/Servers/IIS/AspNetCoreModuleV2/InProcessRequestHandler/InProcessOptions.h
index 61a79664b2..fa0e19e849 100644
--- a/src/Servers/IIS/AspNetCoreModuleV2/InProcessRequestHandler/InProcessOptions.h
+++ b/src/Servers/IIS/AspNetCoreModuleV2/InProcessRequestHandler/InProcessOptions.h
@@ -118,6 +118,12 @@ public:
         return m_strStackSize;
     }
 
+    bool
+    QuerySuppressRecycleOnStartupTimeout() const
+    {
+        return m_fSuppressRecycleOnStartupTimeout;
+    }
+
     InProcessOptions(const ConfigurationSource &configurationSource, IHttpSite* pSite);
 
     static
@@ -139,6 +145,7 @@ private:
     bool                           m_fWindowsAuthEnabled;
     bool                           m_fBasicAuthEnabled;
     bool                           m_fAnonymousAuthEnabled;
+    bool                           m_fSuppressRecycleOnStartupTimeout;
     DWORD                          m_dwStartupTimeLimitInMS;
     DWORD                          m_dwShutdownTimeLimitInMS;
     DWORD                          m_dwMaxRequestBodySize;
diff --git a/src/Servers/IIS/AspNetCoreModuleV2/InProcessRequestHandler/inprocessapplication.cpp b/src/Servers/IIS/AspNetCoreModuleV2/InProcessRequestHandler/inprocessapplication.cpp
index 4f86cde3b8..1dd8a42c4b 100644
--- a/src/Servers/IIS/AspNetCoreModuleV2/InProcessRequestHandler/inprocessapplication.cpp
+++ b/src/Servers/IIS/AspNetCoreModuleV2/InProcessRequestHandler/inprocessapplication.cpp
@@ -169,7 +169,14 @@ IN_PROCESS_APPLICATION::LoadManagedApplication(ErrorContext& errorContext)
         errorContext.errorReason = format("ASP.NET Core app failed to start after %d milliseconds", m_pConfig->QueryStartupTimeLimitInMS());
 
         m_waitForShutdown = false;
-        StopClr();
+        if (m_pConfig->QuerySuppressRecycleOnStartupTimeout())
+        {
+            StopClr();
+        }
+        else
+        {
+            Stop(/* fServerInitiated */false);
+        }
         throw InvalidOperationException(format(L"Managed server didn't initialize after %u ms.", m_pConfig->QueryStartupTimeLimitInMS()));
     }
 
diff --git a/src/Servers/IIS/IIS/test/Common.FunctionalTests/Inprocess/StartupTests.cs b/src/Servers/IIS/IIS/test/Common.FunctionalTests/Inprocess/StartupTests.cs
index 220489dba6..01a7243f10 100644
--- a/src/Servers/IIS/IIS/test/Common.FunctionalTests/Inprocess/StartupTests.cs
+++ b/src/Servers/IIS/IIS/test/Common.FunctionalTests/Inprocess/StartupTests.cs
@@ -453,9 +453,10 @@ namespace Microsoft.AspNetCore.Server.IIS.FunctionalTests.InProcess
         }
 
         [ConditionalFact]
+        [RequiresNewHandler]
         public async Task StartupTimeoutIsApplied()
         {
-            // From what I can tell, this failure is due to ungraceful shutdown.
+            // From what we can tell, this failure is due to ungraceful shutdown.
             // The error could be the same as https://github.com/dotnet/core-setup/issues/4646
             // But can't be certain without another repro.
             using (AppVerifier.Disable(DeployerSelector.ServerType, 0x300))
@@ -470,11 +471,45 @@ namespace Microsoft.AspNetCore.Server.IIS.FunctionalTests.InProcess
                 var response = await deploymentResult.HttpClient.GetAsync("/");
                 Assert.Equal(HttpStatusCode.InternalServerError, response.StatusCode);
 
+                // Startup timeout now recycles process.
+                deploymentResult.AssertWorkerProcessStop();
+
+                EventLogHelpers.VerifyEventLogEvent(deploymentResult,
+                    EventLogHelpers.InProcessFailedToStart(deploymentResult, "Managed server didn't initialize after 1000 ms."),
+                    Logger);
+
+                if (DeployerSelector.HasNewHandler)
+                {
+                    var responseContent = await response.Content.ReadAsStringAsync();
+                    Assert.Contains("500.37", responseContent);
+                }
+            }
+        }
+
+        [ConditionalFact]
+        [MaximumOSVersion(OperatingSystems.Windows, WindowsVersions.Win10_20H1, SkipReason = "Shutdown hangs https://github.com/dotnet/aspnetcore/issues/25107")]
+        public async Task StartupTimeoutIsApplied_DisableRecycleOnStartupTimeout()
+        {
+            // From what we can tell, this failure is due to ungraceful shutdown.
+            // The error could be the same as https://github.com/dotnet/core-setup/issues/4646
+            // But can't be certain without another repro.
+            using (AppVerifier.Disable(DeployerSelector.ServerType, 0x300))
+            {
+                var deploymentParameters = Fixture.GetBaseDeploymentParameters(Fixture.InProcessTestSite);
+                deploymentParameters.TransformArguments((a, _) => $"{a} Hang");
+                deploymentParameters.WebConfigActionList.Add(
+                    WebConfigHelpers.AddOrModifyAspNetCoreSection("startupTimeLimit", "1"));
+                deploymentParameters.HandlerSettings["suppressRecycleOnStartupTimeout"] = "true";
+                var deploymentResult = await DeployAsync(deploymentParameters);
+
+                var response = await deploymentResult.HttpClient.GetAsync("/");
+                Assert.Equal(HttpStatusCode.InternalServerError, response.StatusCode);
+
                 StopServer(gracefulShutdown: false);
 
-                EventLogHelpers.VerifyEventLogEvents(deploymentResult,
-                    EventLogHelpers.InProcessFailedToStart(deploymentResult, "Managed server didn't initialize after 1000 ms.")
-                    );
+                EventLogHelpers.VerifyEventLogEvent(deploymentResult,
+                    EventLogHelpers.InProcessFailedToStart(deploymentResult, "Managed server didn't initialize after 1000 ms."),
+                    Logger);
 
                 if (DeployerSelector.HasNewHandler)
                 {