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It's because you see them as a cashier or a server, instead of a person working as a cashier or server.

There was some period of 6 months where for some reason (I believe it was cause I was living overseas for 2 years in a country without my native language, then returning back to where I could finally talk again) I was very outgoing and talkative.

It was glorious and I happily talked with everyone. Would crack jokes at people as I passed them by on the street.

Unfortunately Philly beat the reserved "heads down" scowl I was used to back into me.

I know they're people. I occasionally banter. It's just pleasantries though. I don't remember any of them and I doubt they remember me.

Well I did, especially on my vacation to the US. I connected with almost anyone, especially in rural areas. Still cherishing the memory of the dude I talked to for ages in the gas station in the nowhere of Nevada. Or the place where I got the coffee that had lots of police patches from all over the world somewhere on the Route 66 in AZ.

Maybe you're doing it wrong?

Was I holding the cashier wrong?