diff --git a/cli/Valet/Configuration.php b/cli/Valet/Configuration.php
index b4b1824..d2cc849 100644
--- a/cli/Valet/Configuration.php
+++ b/cli/Valet/Configuration.php
@@ -2,6 +2,8 @@
 
 namespace Valet;
 
+use Exception;
+
 class Configuration
 {
     public function __construct(public Filesystem $files)
@@ -18,7 +20,7 @@ public function install(): void
         $this->createSitesDirectory();
         $this->createLogDirectory();
         $this->createCertificatesDirectory();
-        $this->writeBaseConfiguration();
+        $this->ensureBaseConfiguration();
 
         $this->files->chown($this->path(), user());
     }
@@ -84,7 +86,23 @@ public function createCertificatesDirectory(): void
     }
 
     /**
-     * Write the base, initial configuration for Valet.
+     * Ensure the base initial configuration has been installed.
+     */
+    public function ensureBaseConfiguration(): void
+    {
+        $this->writeBaseConfiguration();
+
+        if (empty($this->read()['tld'])) {
+            $this->updateKey('tld', 'test');
+        }
+
+        if (empty($this->read()['loopback'])) {
+            $this->updateKey('loopback', '127.0.0.1');
+        }
+    }
+
+    /**
+     * Write the base initial configuration for Valet.
      */
     public function writeBaseConfiguration(): void
     {
diff --git a/cli/app.php b/cli/app.php
index e2fad8e..3d1356d 100644
--- a/cli/app.php
+++ b/cli/app.php
@@ -100,9 +100,7 @@ function (ConsoleCommandEvent $event) {
     /**
      * Upgrade helper: ensure the tld config exists and the loopback config exists.
      */
-    if (empty(Configuration::read()['tld']) || empty(Configuration::read()['loopback'])) {
-        Configuration::writeBaseConfiguration();
-    }
+    Configuration::ensureBaseConfiguration();
 
     /**
      * Get or set the TLD currently being used by Valet.
diff --git a/tests/ConfigurationTest.php b/tests/ConfigurationTest.php
index 6af29ab..187e302 100644
--- a/tests/ConfigurationTest.php
+++ b/tests/ConfigurationTest.php
@@ -132,4 +132,14 @@ public function test_trust_adds_the_sudoer_files()
         resolve(Brew::class)->createSudoersEntry();
         resolve(Valet::class)->createSudoersEntry();
     }
+
+    public function test_ensure_configuration_exists_writes_tld_and_loopback_if_empty()
+    {
+        $config = Mockery::mock(Configuration::class.'[writeBaseConfiguration,read,updateKey]', [new Filesystem]);
+        $config->shouldReceive('writeBaseConfiguration')->once();
+        $config->shouldReceive('read')->times(2)->andReturn([]);
+        $config->shouldReceive('updateKey')->with('tld', 'test');
+        $config->shouldReceive('updateKey')->with('loopback', '127.0.0.1');
+        $config->ensureBaseConfiguration();
+    }
 }