diff --git a/app/Ninja/PaymentDrivers/BasePaymentDriver.php b/app/Ninja/PaymentDrivers/BasePaymentDriver.php
index 7fd32743cddf..a11c53f0ad35 100644
--- a/app/Ninja/PaymentDrivers/BasePaymentDriver.php
+++ b/app/Ninja/PaymentDrivers/BasePaymentDriver.php
@@ -652,7 +652,7 @@ class BasePaymentDriver
 
                 if(
                     $company->plan != $plan
-                    || DateTime::createFromFormat('Y-m-d', $account->company->plan_expires) >= date_create('-7 days')
+                    || DateTime::createFromFormat('Y-m-d', $account->company->plan_expires) <= date_create('-7 days')
                 ) {
                     // Either this is a different plan, or the subscription expired more than a week ago
                     // Reset any grandfathering