diff --git a/src/core/BUILD b/src/core/BUILD
index e965464e8fc..b4174ba9988 100644
--- a/src/core/BUILD
+++ b/src/core/BUILD
@@ -6562,6 +6562,7 @@ grpc_cc_library(
     ],
     deps = [
         "activity",
+        "cancel_callback",
         "event_engine_common",
         "if",
         "map",
diff --git a/src/core/ext/transport/chaotic_good/client/chaotic_good_connector.cc b/src/core/ext/transport/chaotic_good/client/chaotic_good_connector.cc
index b6f80e6de46..6be26f47c43 100644
--- a/src/core/ext/transport/chaotic_good/client/chaotic_good_connector.cc
+++ b/src/core/ext/transport/chaotic_good/client/chaotic_good_connector.cc
@@ -105,16 +105,14 @@ auto ChaoticGoodConnector::DataEndpointReadSettingsFrame(
 
 auto ChaoticGoodConnector::DataEndpointWriteSettingsFrame(
     RefCountedPtr<ChaoticGoodConnector> self) {
-  return [self]() {
-    // Serialize setting frame.
-    SettingsFrame frame;
-    // frame.header set connectiion_type: control
-    frame.headers = SettingsMetadata{SettingsMetadata::ConnectionType::kData,
-                                     self->connection_id_, kDataAlignmentBytes}
-                        .ToMetadataBatch(GetContext<Arena>());
-    auto write_buffer = frame.Serialize(&self->hpack_compressor_);
-    return self->data_endpoint_.Write(std::move(write_buffer.control));
-  };
+  // Serialize setting frame.
+  SettingsFrame frame;
+  // frame.header set connectiion_type: control
+  frame.headers = SettingsMetadata{SettingsMetadata::ConnectionType::kData,
+                                   self->connection_id_, kDataAlignmentBytes}
+                      .ToMetadataBatch(GetContext<Arena>());
+  auto write_buffer = frame.Serialize(&self->hpack_compressor_);
+  return self->data_endpoint_.Write(std::move(write_buffer.control));
 }
 
 auto ChaoticGoodConnector::WaitForDataEndpointSetup(
@@ -200,16 +198,14 @@ auto ChaoticGoodConnector::ControlEndpointReadSettingsFrame(
 
 auto ChaoticGoodConnector::ControlEndpointWriteSettingsFrame(
     RefCountedPtr<ChaoticGoodConnector> self) {
-  return [self]() {
-    // Serialize setting frame.
-    SettingsFrame frame;
-    // frame.header set connectiion_type: control
-    frame.headers = SettingsMetadata{SettingsMetadata::ConnectionType::kControl,
-                                     absl::nullopt, absl::nullopt}
-                        .ToMetadataBatch(GetContext<Arena>());
-    auto write_buffer = frame.Serialize(&self->hpack_compressor_);
-    return self->control_endpoint_.Write(std::move(write_buffer.control));
-  };
+  // Serialize setting frame.
+  SettingsFrame frame;
+  // frame.header set connectiion_type: control
+  frame.headers = SettingsMetadata{SettingsMetadata::ConnectionType::kControl,
+                                   absl::nullopt, absl::nullopt}
+                      .ToMetadataBatch(GetContext<Arena>());
+  auto write_buffer = frame.Serialize(&self->hpack_compressor_);
+  return self->control_endpoint_.Write(std::move(write_buffer.control));
 }
 
 void ChaoticGoodConnector::Connect(const Args& args, Result* result,
diff --git a/src/core/ext/transport/chaotic_good/server/chaotic_good_server.cc b/src/core/ext/transport/chaotic_good/server/chaotic_good_server.cc
index 472e166bf5f..4359d5648ad 100644
--- a/src/core/ext/transport/chaotic_good/server/chaotic_good_server.cc
+++ b/src/core/ext/transport/chaotic_good/server/chaotic_good_server.cc
@@ -331,37 +331,29 @@ auto ChaoticGoodServerListener::ActiveConnection::HandshakingState::
 
 auto ChaoticGoodServerListener::ActiveConnection::HandshakingState::
     ControlEndpointWriteSettingsFrame(RefCountedPtr<HandshakingState> self) {
+  self->connection_->NewConnectionID();
+  SettingsFrame frame;
+  frame.headers =
+      SettingsMetadata{absl::nullopt, self->connection_->connection_id_,
+                       absl::nullopt}
+          .ToMetadataBatch(GetContext<Arena>());
+  auto write_buffer = frame.Serialize(&self->connection_->hpack_compressor_);
   return TrySeq(
-      [self]() {
-        self->connection_->NewConnectionID();
-        SettingsFrame frame;
-        frame.headers =
-            SettingsMetadata{absl::nullopt, self->connection_->connection_id_,
-                             absl::nullopt}
-                .ToMetadataBatch(GetContext<Arena>());
-        auto write_buffer =
-            frame.Serialize(&self->connection_->hpack_compressor_);
-        return self->connection_->endpoint_.Write(
-            std::move(write_buffer.control));
-      },
+      self->connection_->endpoint_.Write(std::move(write_buffer.control)),
       WaitForDataEndpointSetup(self));
 }
 
 auto ChaoticGoodServerListener::ActiveConnection::HandshakingState::
     DataEndpointWriteSettingsFrame(RefCountedPtr<HandshakingState> self) {
+  // Send data endpoint setting frame
+  SettingsFrame frame;
+  frame.headers =
+      SettingsMetadata{absl::nullopt, self->connection_->connection_id_,
+                       self->connection_->data_alignment_}
+          .ToMetadataBatch(GetContext<Arena>());
+  auto write_buffer = frame.Serialize(&self->connection_->hpack_compressor_);
   return TrySeq(
-      [self]() {
-        // Send data endpoint setting frame
-        SettingsFrame frame;
-        frame.headers =
-            SettingsMetadata{absl::nullopt, self->connection_->connection_id_,
-                             self->connection_->data_alignment_}
-                .ToMetadataBatch(GetContext<Arena>());
-        auto write_buffer =
-            frame.Serialize(&self->connection_->hpack_compressor_);
-        return self->connection_->endpoint_.Write(
-            std::move(write_buffer.control));
-      },
+      self->connection_->endpoint_.Write(std::move(write_buffer.control)),
       [self]() mutable {
         MutexLock lock(&self->connection_->listener_->mu_);
         // Set endpoint to latch
@@ -380,8 +372,10 @@ auto ChaoticGoodServerListener::ActiveConnection::HandshakingState::
 auto ChaoticGoodServerListener::ActiveConnection::HandshakingState::
     EndpointWriteSettingsFrame(RefCountedPtr<HandshakingState> self,
                                bool is_control_endpoint) {
-  return If(is_control_endpoint, ControlEndpointWriteSettingsFrame(self),
-            DataEndpointWriteSettingsFrame(self));
+  return If(
+      is_control_endpoint,
+      [&self] { return ControlEndpointWriteSettingsFrame(self); },
+      [&self] { return DataEndpointWriteSettingsFrame(self); });
 }
 
 void ChaoticGoodServerListener::ActiveConnection::HandshakingState::
diff --git a/src/core/lib/transport/promise_endpoint.h b/src/core/lib/transport/promise_endpoint.h
index 12cd0969284..bcbf13faf8e 100644
--- a/src/core/lib/transport/promise_endpoint.h
+++ b/src/core/lib/transport/promise_endpoint.h
@@ -39,6 +39,7 @@
 #include "src/core/lib/gprpp/sync.h"
 #include "src/core/lib/iomgr/exec_ctx.h"
 #include "src/core/lib/promise/activity.h"
+#include "src/core/lib/promise/cancel_callback.h"
 #include "src/core/lib/promise/if.h"
 #include "src/core/lib/promise/map.h"
 #include "src/core/lib/promise/poll.h"
@@ -69,8 +70,10 @@ class PromiseEndpoint {
   // `Write()` before the previous write finishes. Doing that results in
   // undefined behavior.
   auto Write(SliceBuffer data) {
-    // Assert previous write finishes.
-    GPR_ASSERT(!write_state_->complete.load(std::memory_order_relaxed));
+    // Start write and assert previous write finishes.
+    auto prev = write_state_->state.exchange(WriteState::kWriting,
+                                             std::memory_order_relaxed);
+    GPR_ASSERT(prev == WriteState::kIdle);
     bool completed;
     if (data.Length() == 0) {
       completed = true;
@@ -92,16 +95,31 @@ class PromiseEndpoint {
       if (completed) write_state_->waker = Waker();
     }
     return If(
-        completed, []() { return []() { return absl::OkStatus(); }; },
+        completed,
+        [this]() {
+          return [write_state = write_state_]() {
+            auto prev = write_state->state.exchange(WriteState::kIdle,
+                                                    std::memory_order_relaxed);
+            GPR_ASSERT(prev == WriteState::kWriting);
+            return absl::OkStatus();
+          };
+        },
         [this]() {
           return [write_state = write_state_]() -> Poll<absl::Status> {
-            // If current write isn't finished return `Pending()`, else return
-            // write result.
-            if (!write_state->complete.load(std::memory_order_acquire)) {
-              return Pending();
+            // If current write isn't finished return `Pending()`, else
+            // return write result.
+            WriteState::State expected = WriteState::kWritten;
+            if (write_state->state.compare_exchange_strong(
+                    expected, WriteState::kIdle, std::memory_order_acquire,
+                    std::memory_order_relaxed)) {
+              // State was Written, and we changed it to Idle. We can return
+              // the result.
+              return std::move(write_state->result);
             }
-            write_state->complete.store(false, std::memory_order_relaxed);
-            return std::move(write_state->result);
+            // State was not Written; since we're polling it must be
+            // Writing. Assert that and return Pending.
+            GPR_ASSERT(expected == WriteState::kWriting);
+            return Pending();
           };
         });
   }
@@ -228,7 +246,13 @@ class PromiseEndpoint {
   };
 
   struct WriteState : public RefCounted<WriteState> {
-    std::atomic<bool> complete{false};
+    enum State : uint8_t {
+      kIdle,     // Not writing.
+      kWriting,  // Write started, but not completed.
+      kWritten,  // Write completed.
+    };
+
+    std::atomic<State> state{kIdle};
     // Write buffer used for `EventEngine::Endpoint::Write()` to ensure the
     // memory behind the buffer is not lost.
     grpc_event_engine::experimental::SliceBuffer buffer;
@@ -239,7 +263,10 @@ class PromiseEndpoint {
     void Complete(absl::Status status) {
       result = std::move(status);
       auto w = std::move(waker);
-      complete.store(true, std::memory_order_release);
+      auto prev = state.exchange(kWritten, std::memory_order_release);
+      // Previous state should be Writing. If we got anything else we've entered
+      // the callback path twice.
+      GPR_ASSERT(prev == kWriting);
       w.Wakeup();
     }
   };