diff --git a/test/Kestrel.Transport.FunctionalTests/MaxRequestBufferSizeTests.cs b/test/Kestrel.Transport.FunctionalTests/MaxRequestBufferSizeTests.cs
index a506c01527..5090e6d530 100644
--- a/test/Kestrel.Transport.FunctionalTests/MaxRequestBufferSizeTests.cs
+++ b/test/Kestrel.Transport.FunctionalTests/MaxRequestBufferSizeTests.cs
@@ -107,7 +107,8 @@ namespace Microsoft.AspNetCore.Server.Kestrel.FunctionalTests
         [Theory]
         [RetryTest(nameof(LargeUploadRetryPredicate),
             "Active investigation into potential corefx sockets bug: https://github.com/dotnet/corefx/issues/30691",
-            OperatingSystems.Windows)]
+            OperatingSystems.Windows,
+            5)]
         [MemberData(nameof(LargeUploadData))]
         public async Task LargeUpload(long? maxRequestBufferSize, bool connectionAdapter, bool expectPause)
         {
diff --git a/test/Kestrel.Transport.FunctionalTests/ResponseTests.cs b/test/Kestrel.Transport.FunctionalTests/ResponseTests.cs
index 63601abebf..3b50a8071b 100644
--- a/test/Kestrel.Transport.FunctionalTests/ResponseTests.cs
+++ b/test/Kestrel.Transport.FunctionalTests/ResponseTests.cs
@@ -809,7 +809,8 @@ namespace Microsoft.AspNetCore.Server.Kestrel.FunctionalTests
         [Fact]
         [RetryTest(nameof(ConnectionNotClosedWhenClientSatisfiesMinimumDataRateGivenLargeResponseHeadersRetryPredicate),
             "Active investigation into potential corefx sockets bug: https://github.com/dotnet/corefx/issues/30691",
-            OperatingSystems.Windows)]
+            OperatingSystems.Windows,
+            5)]
         public async Task ConnectionNotClosedWhenClientSatisfiesMinimumDataRateGivenLargeResponseHeaders()
         {
             var headerSize = 1024 * 1024; // 1 MB for each header value