diff --git a/projects/plugins/automattic-for-agencies-client/changelog/fix-a4a-remove-disconnect-prompt-when-disconnected b/projects/plugins/automattic-for-agencies-client/changelog/fix-a4a-remove-disconnect-prompt-when-disconnected
new file mode 100644
index 0000000000000..6bd33d61c3091
--- /dev/null
+++ b/projects/plugins/automattic-for-agencies-client/changelog/fix-a4a-remove-disconnect-prompt-when-disconnected
@@ -0,0 +1,5 @@
+Significance: patch
+Type: changed
+Comment: Prevent disconnect dialog from displaying when site is already disconnected.
+
+
diff --git a/projects/plugins/automattic-for-agencies-client/src/class-automattic-for-agencies-client.php b/projects/plugins/automattic-for-agencies-client/src/class-automattic-for-agencies-client.php
index 6b442857eb72e..a03e498e44c39 100644
--- a/projects/plugins/automattic-for-agencies-client/src/class-automattic-for-agencies-client.php
+++ b/projects/plugins/automattic-for-agencies-client/src/class-automattic-for-agencies-client.php
@@ -37,7 +37,10 @@ public static function init() {
 		add_action( 'load-settings_page_' . AUTOMATTIC_FOR_AGENCIES_CLIENT_SLUG, array( static::class, 'load_scripts_styles' ) );
 
 		// Display a modal when trying to deactivate the plugin.
-		Deactivation_Handler::init( AUTOMATTIC_FOR_AGENCIES_CLIENT_SLUG, __DIR__ . '/admin/deactivation-dialog.php' );
+		$manager = new Connection_Manager( 'automattic-for-agencies-client' );
+		if ( $manager->is_connected() ) {
+			Deactivation_Handler::init( AUTOMATTIC_FOR_AGENCIES_CLIENT_SLUG, __DIR__ . '/admin/deactivation-dialog.php' );
+		}
 	}
 
 	/**