In Shopify, the “Order out for delivery” and “Shipment delivered” notifications will only be sent out when you fulfill orders that have tracking information attached from USPS, UPS, FedEx, and Canada Post.
How are you doing your deliveries currently? Our app EasyRoutes, a local delivery routes planner, transforms your Shopify orders into optimized delivery routes you can share with a driver or deliver by yourself using our mobile-friendly driver view.
It also makes it easy to trigger customer notifications. You and/or your drivers can sends customer notifications when your items are out for delivery and when they are delivered (or if there is a missed delivery).
We are very well reviewed (5-stars! ), well supported, and offer free trials for any size business. You can learn more at https://easyroutes.app.