diff --git a/starboard/extension/BUILD.gn b/starboard/extension/BUILD.gn
index 810ffdb8877..422a8ded1da 100644
--- a/starboard/extension/BUILD.gn
+++ b/starboard/extension/BUILD.gn
@@ -29,3 +29,13 @@ target(gtest_target_type, "extension_test") {
     deps += cobalt_platform_dependencies
   }
 }
+
+target(gtest_target_type, "setstring_test") {
+  testonly = true
+  has_pedantic_warnings = true
+  sources = [ "setstring_test.cc" ]
+  deps = [ "//testing/gtest" ]
+  if (sb_is_modular && current_toolchain == cobalt_toolchain) {
+    deps += cobalt_platform_dependencies
+  }
+}
diff --git a/starboard/extension/setstring_test.cc b/starboard/extension/setstring_test.cc
new file mode 100644
index 00000000000..0eaecc838f0
--- /dev/null
+++ b/starboard/extension/setstring_test.cc
@@ -0,0 +1,63 @@
+// Copyright 2024 The Cobalt Authors. All Rights Reserved.
+//
+// Licensed under the Apache License, Version 2.0 (the "License");
+// you may not use this file except in compliance with the License.
+// You may obtain a copy of the License at
+//
+//     http://www.apache.org/licenses/LICENSE-2.0
+//
+// Unless required by applicable law or agreed to in writing, software
+// distributed under the License is distributed on an "AS IS" BASIS,
+// WITHOUT WARRANTIES OR CONDITIONS OF ANY KIND, either express or implied.
+// See the License for the specific language governing permissions and
+// limitations under the License.
+
+#include "starboard/client_porting/wrap_main/wrap_main.h"
+#include "starboard/event.h"
+#include "starboard/extension/crash_handler.h"
+#include "starboard/system.h"
+#include "testing/gtest/include/gtest/gtest.h"
+
+const char* long_string =
+    "LongLongLongLongLongLongLongLongLongLongLongLongLongLongLongLongLongLong"
+    "LongLongLongLongLongLongLongLongLongLongLongLongLongLongLongLongLongLong"
+    "LongLongLongLongLongLongLongLongLongLongLongLongLongLongLongLongLongLong"
+    "LongLongLongLongLongLongLongLongLongLongLongLongLongLongLongLongLongLong"
+    "LongLongLongLongLongLongLongLongLongLongLongLongLongLongLongLongLongLong"
+    "LongLongLongLongLongLongLongLongLongLongLongLongLongLongLongLongLongLong"
+    "LongLongLongLongLongLongLongLongLongLongLongLongLongLongLongLongLongLong"
+    "LongLongLongLongLongLongLongLongLongLongLongLongLongLongLongLongLongLong"
+    "LongLongLongLongLongLongLongLongLongLongLongLongLongLongLongLongLongLong"
+    "String";
+
+TEST(ExtensionTest, SetString) {
+  typedef CobaltExtensionCrashHandlerApi ExtensionApi;
+  const char* kExtensionName = kCobaltExtensionCrashHandlerName;
+
+  const ExtensionApi* extension_api =
+      static_cast<const ExtensionApi*>(SbSystemGetExtension(kExtensionName));
+  if (!extension_api) {
+    return;
+  }
+
+  extension_api->SetString("Annotation1", long_string);
+  extension_api->SetString("Annotation2", long_string);
+  extension_api->SetString("Annotation3", long_string);
+  extension_api->SetString("Annotation4", long_string);
+
+  SbSystemBreakIntoDebugger();
+}
+
+namespace {
+int InitAndRunAllTests(int argc, char** argv) {
+  ::testing::InitGoogleTest(&argc, argv);
+  return RUN_ALL_TESTS();
+}
+}  // namespace
+
+// When we are building Evergreen we need to export SbEventHandle so that the
+// ELF loader can find and invoke it.
+#if SB_IS(MODULAR)
+SB_EXPORT
+#endif  // SB_IS(MODULAR)
+STARBOARD_WRAP_SIMPLE_MAIN(InitAndRunAllTests);