diff --git a/airbyte-cdk/java/airbyte-cdk/typing-deduping/src/testFixtures/java/io/airbyte/integrations/base/destination/typing_deduping/BaseTypingDedupingTest.java b/airbyte-cdk/java/airbyte-cdk/typing-deduping/src/testFixtures/java/io/airbyte/integrations/base/destination/typing_deduping/BaseTypingDedupingTest.java
index 70653097d2f8..d4e46d7cc3d5 100644
--- a/airbyte-cdk/java/airbyte-cdk/typing-deduping/src/testFixtures/java/io/airbyte/integrations/base/destination/typing_deduping/BaseTypingDedupingTest.java
+++ b/airbyte-cdk/java/airbyte-cdk/typing-deduping/src/testFixtures/java/io/airbyte/integrations/base/destination/typing_deduping/BaseTypingDedupingTest.java
@@ -35,6 +35,8 @@
 import java.util.List;
 import java.util.Map;
 import java.util.UUID;
+import java.util.concurrent.ExecutorService;
+import java.util.concurrent.Executors;
 import java.util.function.Function;
 import java.util.stream.Stream;
 import org.apache.commons.lang3.RandomStringUtils;
@@ -601,14 +603,12 @@ public void identicalNameSimultaneousSync() throws Exception {
     for (int i = 0; i < 100_000; i++) {
       pushMessages(messages2, sync2);
     }
-    // This will dump sync1's entire stdout to our stdout
     endSync(sync1);
     // Write some more messages to the second sync. It should not be affected by the first sync's
     // shutdown.
     for (int i = 0; i < 100_000; i++) {
       pushMessages(messages2, sync2);
     }
-    // And this will dump sync2's entire stdout to our stdout
     endSync(sync2);
 
     // For simplicity, don't verify the raw table. Assume that if the final table is correct, then
@@ -825,6 +825,26 @@ protected AirbyteDestination startSync(final ConfiguredAirbyteCatalog catalog,
 
     destination.start(destinationConfig, jobRoot, Collections.emptyMap());
 
+    // In the background, read messages from the destination until it terminates. We need to clear
+    // stdout in real time, to prevent the buffer from filling up and blocking the destination.
+    // TODO Eventually we'll want to somehow extract the state messages while a sync is running, to
+    // verify checkpointing.
+    final ExecutorService messageHandler = Executors.newSingleThreadExecutor(
+        // run as a daemon thread just in case we run into an exception or something
+        r -> {
+          final Thread t = Executors.defaultThreadFactory().newThread(r);
+          t.setDaemon(true);
+          return t;
+        });
+    messageHandler.submit(() -> {
+      while (!destination.isFinished()) {
+        // attemptRead isn't threadsafe, we read stdout fully here.
+        // i.e. we shouldn't call attemptRead anywhere else.
+        destination.attemptRead();
+      }
+    });
+    messageHandler.shutdown();
+
     return destination;
   }
 
@@ -833,14 +853,8 @@ protected static void pushMessages(final List<AirbyteMessage> messages, final Ai
         message -> Exceptions.toRuntime(() -> destination.accept(convertProtocolObject(message, io.airbyte.protocol.models.AirbyteMessage.class))));
   }
 
-  // TODO Eventually we'll want to somehow extract the state messages while a sync is running, to
-  // verify checkpointing.
-  // That's going to require some nontrivial changes to how attemptRead() works.
   protected static void endSync(final AirbyteDestination destination) throws Exception {
     destination.notifyEndOfInput();
-    while (!destination.isFinished()) {
-      destination.attemptRead();
-    }
     destination.close();
   }