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This is the heart of it for me. If I tip cash, even if the tip jar is next to the register I always make a point of going back to tip at the end of my drink / food if the experience was good. A digital version should be some kind of contactless payment point at the door where you can easily set a tip amount and tap your phone / card.

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Or just adjust your payment after the fact, like Uber and Lyft. It would be pretty easy for Square to implement this.

Since we're talking about coffee shops: the Starbucks app allows to add a tip for a certain period of time after a a mobile order (something like an hour)

Do you use Square every day? The last time I went somewhere with specifically a Square reader was probably two weeks ago. Even if I went back tomorrow, am I going to remember my last experience enough to judge a tip?

Even if I go to the same coffee shop and use the same Square every morning, unless I'm holding a grudge it's de facto back to front end tipping rather than upon services rendered.

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