diff --git a/webserver/webserver/src/main/resources/META-INF/native-image/native-image.properties b/webserver/webserver/src/main/resources/META-INF/native-image/native-image.properties
index 61d473e6b1c..256bbbf3ed5 100644
--- a/webserver/webserver/src/main/resources/META-INF/native-image/native-image.properties
+++ b/webserver/webserver/src/main/resources/META-INF/native-image/native-image.properties
@@ -55,4 +55,6 @@ Args=--report-unsupported-elements-at-runtime \
   --initialize-at-run-time=io.netty.internal.tcnative.SSL \
   --initialize-at-run-time=io.netty.internal.tcnative.SSLPrivateKeyMethod \
   --initialize-at-run-time=io.netty.util.internal.logging.Log4JLogger \
-  --initialize-at-run-time=io.netty.handler.ssl.BouncyCastleAlpnSslUtils
+  --initialize-at-run-time=io.netty.handler.ssl.BouncyCastleAlpnSslUtils \
+  --initialize-at-run-time=io.helidon.webserver.NettyInitializer \
+  --initialize-at-run-time=io.netty.handler.ssl.JdkSslServerContext