diff --git a/grpc-java/grpc-servlet-jakarta/src/main/java/io/grpc/servlet/jakarta/web/GrpcWebOutputStream.java b/grpc-java/grpc-servlet-jakarta/src/main/java/io/grpc/servlet/jakarta/web/GrpcWebOutputStream.java
index 8ea70c19022..a2f70b7ac47 100644
--- a/grpc-java/grpc-servlet-jakarta/src/main/java/io/grpc/servlet/jakarta/web/GrpcWebOutputStream.java
+++ b/grpc-java/grpc-servlet-jakarta/src/main/java/io/grpc/servlet/jakarta/web/GrpcWebOutputStream.java
@@ -17,6 +17,7 @@
 import jakarta.servlet.WriteListener;
 
 import java.io.IOException;
+import java.util.concurrent.atomic.AtomicReference;
 
 /**
  * Wraps the usual ServletOutputStream so as to allow downstream writers to use it according to the servlet spec, but
@@ -24,13 +25,15 @@
  */
 public class GrpcWebOutputStream extends ServletOutputStream implements WriteListener {
     private final ServletOutputStream wrapped;
+    private final GrpcWebServletResponse grpcWebServletResponse;
 
     // Access to these are guarded by synchronized
     private Runnable waiting;
     private WriteListener writeListener;
 
-    public GrpcWebOutputStream(ServletOutputStream wrapped) {
+    public GrpcWebOutputStream(ServletOutputStream wrapped, GrpcWebServletResponse grpcWebServletResponse) {
         this.wrapped = wrapped;
+        this.grpcWebServletResponse = grpcWebServletResponse;
     }
 
     @Override
@@ -97,7 +100,21 @@ public void flush() throws IOException {
 
     @Override
     public void close() throws IOException {
-        wrapped.close();
+        // Since we're a grpc-web response, we must write trailers on our way out as part of close - but trailers
+        // for grpc-web are a data frame, not HTTP trailers. Call up to the response to write the trailer frame,
+        // then close the underlying stream.
+        AtomicReference<IOException> exception = new AtomicReference<>();
+        grpcWebServletResponse.writeTrailers(() -> {
+            try {
+                wrapped.close();
+            } catch (IOException e) {
+                exception.set(e);
+            }
+        });
+        IOException ex = exception.get();
+        if (ex != null) {
+            throw ex;
+        }
     }
 
     @Override
diff --git a/grpc-java/grpc-servlet-jakarta/src/main/java/io/grpc/servlet/jakarta/web/GrpcWebServletRequest.java b/grpc-java/grpc-servlet-jakarta/src/main/java/io/grpc/servlet/jakarta/web/GrpcWebServletRequest.java
index 82dfde664ab..66a25d37a83 100644
--- a/grpc-java/grpc-servlet-jakarta/src/main/java/io/grpc/servlet/jakarta/web/GrpcWebServletRequest.java
+++ b/grpc-java/grpc-servlet-jakarta/src/main/java/io/grpc/servlet/jakarta/web/GrpcWebServletRequest.java
@@ -58,6 +58,8 @@ public AsyncContext startAsync() throws IllegalStateException {
     public AsyncContext startAsync(ServletRequest servletRequest, ServletResponse servletResponse)
             throws IllegalStateException {
         AsyncContext delegate = super.startAsync(servletRequest, servletResponse);
+        // Note that this anonymous class has no purpose while our workaround for
+        // https://github.com/deephaven/deephaven-core/issues/6400 is in place.
         return new DelegatingAsyncContext(delegate) {
             private void safelyComplete() {
                 try {
diff --git a/grpc-java/grpc-servlet-jakarta/src/main/java/io/grpc/servlet/jakarta/web/GrpcWebServletResponse.java b/grpc-java/grpc-servlet-jakarta/src/main/java/io/grpc/servlet/jakarta/web/GrpcWebServletResponse.java
index 2306e3e20f5..68affbeb319 100644
--- a/grpc-java/grpc-servlet-jakarta/src/main/java/io/grpc/servlet/jakarta/web/GrpcWebServletResponse.java
+++ b/grpc-java/grpc-servlet-jakarta/src/main/java/io/grpc/servlet/jakarta/web/GrpcWebServletResponse.java
@@ -60,7 +60,7 @@ public Supplier<Map<String, String>> getTrailerFields() {
     public synchronized GrpcWebOutputStream getOutputStream() throws IOException {
         if (outputStream == null) {
             // Provide our own output stream instance, so we can control/monitor the write listener
-            outputStream = new GrpcWebOutputStream(super.getOutputStream());
+            outputStream = new GrpcWebOutputStream(super.getOutputStream(), this);
         }
         return outputStream;
     }