diff --git a/src/ssl/test/handshaker.cc b/src/ssl/test/handshaker.cc
index ac890633d..72aaaa800 100644
--- a/src/ssl/test/handshaker.cc
+++ b/src/ssl/test/handshaker.cc
@@ -61,6 +61,8 @@ bool Handshaker(const TestConfig *config, int rfd, int wfd,
   UniquePtr<SSL> ssl =
       config->NewSSL(ctx.get(), /*session=*/nullptr, /*test_state=*/nullptr);
   if (!ssl) {
+    fprintf(stderr, "Error creating SSL object in handshaker.\n");
+    ERR_print_errors_fp(stderr);
     return false;
   }
 
@@ -155,6 +157,8 @@ bool GenerateHandshakeHint(const TestConfig *config,
       config->NewSSL(ctx.get(), /*session=*/nullptr,
                      std::unique_ptr<TestState>(new TestState));
   if (!ssl) {
+    fprintf(stderr, "Error creating SSL object in handshaker.\n");
+    ERR_print_errors_fp(stderr);
     return false;
   }