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Text Customer On Order Update in POS

To start I have to say what a mess square support is. Splitting their team up into groups based on square products might seem like a good idea, but there is a HUGE disconnect between them and the products. 
Yesterday, I was transferred to 6 different teams before giving up completely they didn’t know who to send me to and didn’t fully understand what each team handled. 

The Issue:

In the square POS they have the option that allows thou to create orders. These orders get saved to the order screen where when read you can mark them as “processing, ready, picked-up”  now for orders that get sent in from a customer buying online this feature is great! When you change the order status to “processing or ready” it’ll send the customer an automated text message letting them know - but if you create an order through the square POS these automated texts won’t be sent to the customers. They say you’d have to manually text them, which for a busy business is not a solution. 

Why not have orders created through the square POS send automated messages to customers when their order is ready? 

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