diff --git a/docker/entrypoint.sh b/docker/entrypoint.sh
index 07ddb5b..eb779b4 100644
--- a/docker/entrypoint.sh
+++ b/docker/entrypoint.sh
@@ -98,5 +98,16 @@ else
 fi
 
 echo "[flixcooks] Starting Apache..."
+port_data=$(php -r 'echo json_encode([
+  "env_port" => getenv("PORT") ?: "",
+  "env_host" => getenv("HOST") ?: "",
+  "apache_document_root" => getenv("APACHE_DOCUMENT_ROOT") ?: "",
+  "expected_container_port" => 80,
+  "coolify_hint" => "Application port must be 80",
+]);')
+fc_debug_log "H3,H6" "proxy port context before apache start" "$port_data"
+apache_config_output=$(apache2ctl -S 2>&1 || true)
+apache_config_data=$(php -r 'echo json_encode(["apache2ctl_S" => $argv[1]]);' -- "$apache_config_output")
+fc_debug_log "H3,H6" "apache virtualhost config before start" "$apache_config_data"
 fc_debug_log "H3" "executing web server command" "$(php -r 'echo json_encode(["command" => array_slice($argv, 1)]);' -- "$@")"
 exec "$@"
diff --git a/health.php b/health.php
index f3d269b..f831234 100644
--- a/health.php
+++ b/health.php
@@ -6,13 +6,43 @@ header('Content-Type: application/json; charset=utf-8');
 
 require __DIR__ . '/config.php';
 
+// #region agent log
+function agent_debug_health_request_log(string $hypothesisId, string $message, array $data = []): void {
+    $payload = [
+        'sessionId' => '885d37',
+        'runId' => 'coolify-bad-gateway',
+        'hypothesisId' => $hypothesisId,
+        'location' => 'health.php',
+        'message' => $message,
+        'data' => $data,
+        'timestamp' => (int) round(microtime(true) * 1000),
+    ];
+    $line = json_encode($payload, JSON_UNESCAPED_SLASHES) . PHP_EOL;
+    @file_put_contents(__DIR__ . '/debug-885d37.log', $line, FILE_APPEND);
+    @error_log('agent_debug ' . $line);
+}
+// #endregion
+
 try {
+    agent_debug_health_request_log('H5,H7', 'health request reached PHP', [
+        'sapi' => PHP_SAPI,
+        'request_uri' => $_SERVER['REQUEST_URI'] ?? '',
+        'http_host' => $_SERVER['HTTP_HOST'] ?? '',
+        'server_port' => $_SERVER['SERVER_PORT'] ?? '',
+        'database_url_getenv_present' => getenv('DATABASE_URL') !== false && getenv('DATABASE_URL') !== '',
+        'database_url_server_present' => isset($_SERVER['DATABASE_URL']) && $_SERVER['DATABASE_URL'] !== '',
+        'dot_env_file_exists' => file_exists(__DIR__ . '/.env'),
+    ]);
     if (!extension_loaded('pdo_pgsql')) {
         throw new RuntimeException('pdo_pgsql extension missing');
     }
     require_once __DIR__ . '/helpers.php';
     require_database();
     $response = ['status' => 'ok'];
+    agent_debug_health_request_log('H5,H7', 'health request returning ok', [
+        'exit_code' => 0,
+        'response' => $response,
+    ]);
     echo json_encode($response, JSON_UNESCAPED_UNICODE);
 } catch (Throwable $e) {
     http_response_code(503);
@@ -20,6 +50,11 @@ try {
         'status' => 'error',
         'message' => $e->getMessage(),
     ];
+    agent_debug_health_request_log('H5,H7', 'health request returning error', [
+        'exit_code' => 1,
+        'response' => $response,
+        'error_class' => get_class($e),
+    ]);
     echo json_encode($response, JSON_UNESCAPED_UNICODE);
     exit(1);
 }