Hi @MagpieIdaho - Thanks for reaching out to us here on the Square Seller Community
To do this automatically without pulling up the customer in your Directory would be considered a feature request. Although this feature isn’t currently available with Square, it’s a great idea and I can see how it would be beneficial to your business.
If you'd like, you can share your suggestion on the Customer Directory Ideate Board here.
In the meantime, keep an eye out for any updates, here, in our Seller Community. We appreciate your input!
Violet
Community Moderator, Square
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