diff --git a/packages/core/root/core-root-server-internal/src/bootstrap.ts b/packages/core/root/core-root-server-internal/src/bootstrap.ts
index cf1f7c03d5ad2d..9d5689fdd1ce8b 100644
--- a/packages/core/root/core-root-server-internal/src/bootstrap.ts
+++ b/packages/core/root/core-root-server-internal/src/bootstrap.ts
@@ -78,9 +78,9 @@ export async function bootstrap({ configs, cliArgs, applyConfigOverrides }: Boot
   }
 
   const root = new Root(rawConfigService, env, onRootShutdown);
+  const cliLogger = root.logger.get('cli');
 
-  // eslint-disable-next-line no-console
-  console.log('Configurations parsed in this order: ' + env.configs.join(', '));
+  cliLogger.info('Kibana configurations evaluated in this order: ' + env.configs.join(', '));
 
   process.on('SIGHUP', () => reloadConfiguration());
 
@@ -96,7 +96,6 @@ export async function bootstrap({ configs, cliArgs, applyConfigOverrides }: Boot
   });
 
   function reloadConfiguration(reason = 'SIGHUP signal received') {
-    const cliLogger = root.logger.get('cli');
     cliLogger.info(`Reloading Kibana configuration (reason: ${reason}).`, { tags: ['config'] });
 
     try {
diff --git a/src/cli/serve/integration_tests/config_ordering.test.ts b/src/cli/serve/integration_tests/config_ordering.test.ts
index 420bb6c9263721..26a43fbd5acf8a 100644
--- a/src/cli/serve/integration_tests/config_ordering.test.ts
+++ b/src/cli/serve/integration_tests/config_ordering.test.ts
@@ -127,6 +127,7 @@ describe('Server configuration ordering', () => {
       'serverless.recent.yml',
       'kibana.dev.yml',
       'serverless.dev.yml',
+      'serverless.recent.dev.yml',
       // 'serverless.es.dev.yml', // Shouldn't this be loaded? It's mentioned in the README, but wasn't in the code
     ]);
   });