diff --git a/internal/web/uploads_chat_handler_test.go b/internal/web/uploads_chat_handler_test.go
index e03d8f5..bc1ce72 100644
--- a/internal/web/uploads_chat_handler_test.go
+++ b/internal/web/uploads_chat_handler_test.go
@@ -145,7 +145,7 @@ func TestUploadChatPost_AModelFailureIsShownInlineNotAs500(t *testing.T) {
 
 	require.Equal(t, http.StatusOK, rec.Code)
 	b := body(t, rec)
-	assert.Contains(t, b, "couldn't answer")
+	assert.Contains(t, b, "answer just now", "the failure is inline (the apostrophe is HTML-escaped, so match the tail)")
 	assert.Contains(t, b, "kept", "the conversation survives a failed turn")
 }