If you are not sure that the order automation rules are properly working, there is a very easy way to verify this. Simply choose an order that you know an automation rule should have already applied and open it up by clicking on it.
Here, simply click on the Activity tab at the top (the last one) and look for an entry that looks similar to this:
‘Order Automation Rule Under $100 assignments was applied’, where ‘Under $100 assignments’ is the name of the rule you have created in your account.