diff --git a/core/src/testFixtures/java/io/grpc/internal/AbstractTransportTest.java b/core/src/testFixtures/java/io/grpc/internal/AbstractTransportTest.java
index 57d870575d..103c12475b 100644
--- a/core/src/testFixtures/java/io/grpc/internal/AbstractTransportTest.java
+++ b/core/src/testFixtures/java/io/grpc/internal/AbstractTransportTest.java
@@ -350,6 +350,26 @@ public abstract class AbstractTransportTest {
     verify(mockClientTransportListener, never()).transportInUse(anyBoolean());
   }
 
+  @Test
+  public void clientShutdownBeforeStartRunnable() throws Exception {
+    server.start(serverListener);
+    client = newClientTransport(server);
+    Runnable runnable = client.start(mockClientTransportListener);
+    // Shutdown before calling 'runnable'
+    client.shutdown(Status.UNAVAILABLE.withDescription("shutdown called"));
+    runIfNotNull(runnable);
+    verify(mockClientTransportListener, timeout(TIMEOUT_MS)).transportTerminated();
+    // We should verify that clients don't call transportReady() after transportTerminated(), but
+    // transports do this today and nothing cares. ServerImpl, on the other hand, doesn't appreciate
+    // the out-of-order calls.
+    MockServerTransportListener serverTransportListener
+        = serverListener.takeListenerOrFail(TIMEOUT_MS, TimeUnit.MILLISECONDS);
+    assertTrue(serverTransportListener.waitForTermination(TIMEOUT_MS, TimeUnit.MILLISECONDS));
+    // Allow any status as some transports (e.g., Netty) don't communicate the original status when
+    // shutdown while handshaking. It won't be used anyway, so no big deal.
+    verify(mockClientTransportListener).transportShutdown(any(Status.class));
+  }
+
   @Test
   public void clientStartAndStopOnceConnected() throws Exception {
     server.start(serverListener);
@@ -2251,6 +2271,7 @@ public abstract class AbstractTransportTest {
 
     @Override
     public Attributes transportReady(Attributes attributes) {
+      assertFalse(terminated.isDone());
       return Attributes.newBuilder()
           .setAll(attributes)
           .set(ADDITIONAL_TRANSPORT_ATTR_KEY, "additional attribute value")
diff --git a/inprocess/src/main/java/io/grpc/inprocess/InProcessTransport.java b/inprocess/src/main/java/io/grpc/inprocess/InProcessTransport.java
index 01f6a07894..ae8ad143d2 100644
--- a/inprocess/src/main/java/io/grpc/inprocess/InProcessTransport.java
+++ b/inprocess/src/main/java/io/grpc/inprocess/InProcessTransport.java
@@ -203,21 +203,14 @@ final class InProcessTransport implements ServerTransport, ConnectionClientTrans
         }
       };
     }
-    return new Runnable() {
-      @Override
-      @SuppressWarnings("deprecation")
-      public void run() {
-        synchronized (InProcessTransport.this) {
-          Attributes serverTransportAttrs = Attributes.newBuilder()
-              .set(Grpc.TRANSPORT_ATTR_REMOTE_ADDR, address)
-              .set(Grpc.TRANSPORT_ATTR_LOCAL_ADDR, address)
-              .build();
-          serverStreamAttributes = serverTransportListener.transportReady(serverTransportAttrs);
-          attributes = clientTransportListener.filterTransport(attributes);
-          clientTransportListener.transportReady();
-        }
-      }
-    };
+    Attributes serverTransportAttrs = Attributes.newBuilder()
+        .set(Grpc.TRANSPORT_ATTR_REMOTE_ADDR, address)
+        .set(Grpc.TRANSPORT_ATTR_LOCAL_ADDR, address)
+        .build();
+    serverStreamAttributes = serverTransportListener.transportReady(serverTransportAttrs);
+    attributes = clientTransportListener.filterTransport(attributes);
+    clientTransportListener.transportReady();
+    return null;
   }
 
   @Override
diff --git a/servlet/src/jettyTest/java/io/grpc/servlet/JettyTransportTest.java b/servlet/src/jettyTest/java/io/grpc/servlet/JettyTransportTest.java
index e9cb391ea0..d1fc90752a 100644
--- a/servlet/src/jettyTest/java/io/grpc/servlet/JettyTransportTest.java
+++ b/servlet/src/jettyTest/java/io/grpc/servlet/JettyTransportTest.java
@@ -262,4 +262,9 @@ public class JettyTransportTest extends AbstractTransportTest {
   @Ignore("https://github.com/jetty/jetty.project/issues/11822")
   @Test
   public void clientChecksInboundMetadataSize_trailer() {}
+
+  @Override
+  @Ignore("Not yet investigated, but has been seen for multiple servlet containers")
+  @Test
+  public void clientShutdownBeforeStartRunnable() {}
 }
diff --git a/servlet/src/tomcatTest/java/io/grpc/servlet/TomcatTransportTest.java b/servlet/src/tomcatTest/java/io/grpc/servlet/TomcatTransportTest.java
index 262036883a..21a1d3db7e 100644
--- a/servlet/src/tomcatTest/java/io/grpc/servlet/TomcatTransportTest.java
+++ b/servlet/src/tomcatTest/java/io/grpc/servlet/TomcatTransportTest.java
@@ -274,4 +274,9 @@ public class TomcatTransportTest extends AbstractTransportTest {
   @Ignore("regression since bumping grpc v1.46 to v1.53")
   @Test
   public void messageProducerOnlyProducesRequestedMessages() {}
+
+  @Override
+  @Ignore("Not yet investigated, but has been seen for multiple servlet containers")
+  @Test
+  public void clientShutdownBeforeStartRunnable() {}
 }
diff --git a/servlet/src/undertowTest/java/io/grpc/servlet/UndertowTransportTest.java b/servlet/src/undertowTest/java/io/grpc/servlet/UndertowTransportTest.java
index e14c11985d..76dfb0c0fd 100644
--- a/servlet/src/undertowTest/java/io/grpc/servlet/UndertowTransportTest.java
+++ b/servlet/src/undertowTest/java/io/grpc/servlet/UndertowTransportTest.java
@@ -308,4 +308,9 @@ public class UndertowTransportTest extends AbstractTransportTest {
   @Ignore("regression since bumping grpc v1.46 to v1.53")
   @Test
   public void messageProducerOnlyProducesRequestedMessages() {}
+
+  @Override
+  @Ignore("Not yet investigated, but has been seen for multiple servlet containers")
+  @Test
+  public void clientShutdownBeforeStartRunnable() {}
 }