By default, the Last Billing Date and Amount Billed columns show the information for those subscription orders, that were created by the system automatically according to the selected billing cycle:
For example, a customer places a subscription order with a 1-week billing cycle. After the order is placed, the information in these columns is expectedly not updated. However, in a week, when the system automatically creates a new subscription order, the information about it will show up. It will continue to update with every new subscription order.