diff --git a/src/Servers/IIS/IIS/test/Common.FunctionalTests/Inprocess/RequestTests.cs b/src/Servers/IIS/IIS/test/Common.FunctionalTests/Inprocess/RequestTests.cs
index f4ae7dbc0230..cf0bacc8be97 100644
--- a/src/Servers/IIS/IIS/test/Common.FunctionalTests/Inprocess/RequestTests.cs
+++ b/src/Servers/IIS/IIS/test/Common.FunctionalTests/Inprocess/RequestTests.cs
@@ -49,6 +49,7 @@ public async Task Request_WithDoubleSlashes_LeftAlone()
         }
 
         [ConditionalTheory]
+        [RequiresNewHandler]
         [InlineData("/RequestPath/a/b/../c", "/a/c")]
         [InlineData("/RequestPath/a/b/./c", "/a/b/c")]
         public async Task Request_WithNavigation_Removed(string input, string expectedPath)
@@ -59,6 +60,7 @@ public async Task Request_WithNavigation_Removed(string input, string expectedPa
         }
 
         [ConditionalTheory]
+        [RequiresNewHandler]
         [InlineData("/RequestPath/a/b/%2E%2E/c", "/a/c")]
         [InlineData("/RequestPath/a/b/%2E/c", "/a/b/c")]
         public async Task Request_WithEscapedNavigation_Removed(string input, string expectedPath)
diff --git a/src/Servers/IIS/IIS/test/IIS.Shared.FunctionalTests/ServicesTests.cs b/src/Servers/IIS/IIS/test/IIS.Shared.FunctionalTests/ServicesTests.cs
index 875b5b13be8d..3185b1143fd5 100644
--- a/src/Servers/IIS/IIS/test/IIS.Shared.FunctionalTests/ServicesTests.cs
+++ b/src/Servers/IIS/IIS/test/IIS.Shared.FunctionalTests/ServicesTests.cs
@@ -70,7 +70,7 @@ public async Task ApplicationInitializationPageIsRequested(HostingModel hostingM
 
                 var result = await DeployAsync(baseDeploymentParameters);
 
-                await Helpers.Retry(async () => await File.ReadAllTextAsync(Path.Combine(result.ContentRoot, "Started.txt")), 10, 200);
+                await Helpers.Retry(async () => await File.ReadAllTextAsync(Path.Combine(result.ContentRoot, "Started.txt")), 10, 3000);
                 StopServer();
                 EventLogHelpers.VerifyEventLogEvent(result, EventLogHelpers.Started(result));
             }