Orders are imported automatically, the frequency is determined by the plan you are subscribed to. You can request a small number of manual order imports per day, this is ideal for situations where you need to import an order quickly.
To request a manual import click the order poll button in the Etsy settings area of OpenBay Pro.
Orders will import based on the last modified time, not the creation time. So if your orders import every 5 minutes then the system will poll for orders modified within the last 5 minutes. If there is an error connecting to Etsy.com the system will automatically fall back to the last time the orders were checked to ensure that data is never missed. Orders older than when you first signed up for an account will not be imported, so if you have an order that was created before your signup but modified after (such as shipped,paid etc) this will not be imported to your store.