On my drop ship orders, my drop shipper emails me the tracking number for my customer. Once I have it I can forward it to my customer but that's inefficient and looks unprofessional.
It would be much better to input that tracking number into shipping easy and send them the tracking along with all the other orders for the day. This would be part of the branding package. This way the customer gets a nice email with my logo, what they ordered, total costs, and of course the tracking number.
Taylor recommended I mark the package as shipped and add tracking that way. Then I can set up my store to send the tracking email. But I don't think there's a way to tell my woocommerce store to only send drop ship orders. So I'd be sending all customers two emails, one from Shipping easy and one from my store.