diff --git a/internal/event/eventer.go b/internal/event/eventer.go
index f4761480eb..8c01e5b896 100644
--- a/internal/event/eventer.go
+++ b/internal/event/eventer.go
@@ -794,14 +794,18 @@ func (e *Eventer) ReleaseGate() error {
 		if qe == nil {
 			continue // we may have already sent this but gotten errors later
 		}
+		ctx, cancel := newSendCtx(qe.ctx)
+		if cancel != nil {
+			defer cancel()
+		}
 		var queuedOp string
 		switch t := qe.event.(type) {
 		case *sysEvent:
 			queuedOp = "system"
-			writeErr = e.writeSysEvent(qe.ctx, t, WithNoGateLocking(true))
+			writeErr = e.writeSysEvent(ctx, t, WithNoGateLocking(true))
 		case *err:
 			queuedOp = "error"
-			writeErr = e.writeError(qe.ctx, t, WithNoGateLocking(true))
+			writeErr = e.writeError(ctx, t, WithNoGateLocking(true))
 		default:
 			// Have no idea what this is and shouldn't have gotten in here to
 			// begin with, so just continue, and log it
diff --git a/internal/event/eventer_gate_test.go b/internal/event/eventer_gate_test.go
index 2e821cdf4c..450eac3458 100644
--- a/internal/event/eventer_gate_test.go
+++ b/internal/event/eventer_gate_test.go
@@ -159,3 +159,48 @@ func TestEventer_Gating(t *testing.T) {
 		})
 	}
 }
+
+func TestReleaseGate_NoError_CanceledContext(t *testing.T) {
+	require := require.New(t)
+
+	buffer := new(bytes.Buffer)
+	eventerConfig := EventerConfig{
+		AuditEnabled:        true,
+		ObservationsEnabled: true,
+		SysEventsEnabled:    true,
+		Sinks: []*SinkConfig{
+			{
+				Name:       "test-sink",
+				EventTypes: []Type{EveryType},
+				Format:     TextHclogSinkFormat,
+				Type:       WriterSink,
+				WriterConfig: &WriterSinkTypeConfig{
+					Writer: buffer,
+				},
+			},
+		},
+	}
+	testLock := &sync.Mutex{}
+	testLogger := testLogger(t, testLock)
+
+	eventer, err := NewEventer(
+		testLogger,
+		testLock,
+		"TestEventer_Gating",
+		eventerConfig,
+		WithGating(true),
+	)
+	require.NoError(err)
+
+	ctx, cancel := context.WithCancel(context.Background())
+	t.Cleanup(cancel)
+	ctx, err = NewEventerContext(ctx, eventer)
+	require.NoError(err)
+
+	WriteError(ctx, "error-1", fmt.Errorf("error-1"))
+	_ = WriteObservation(ctx, "observation-1", WithId("observation-1"), WithHeader("foo", "bar"))
+
+	cancel()
+
+	require.NoError(eventer.ReleaseGate())
+}