Meh, pretty low on scale of weirdness. Pizza employees remember regulars well. Friends of mine are vegetarian and also have some specific exclusions because they don’t like an ingredient. Each time she calls in now, when they hear her voice they immediately ask “vegetarian pizza with xx, without yyy, zzz, medium?” And all she says is “yup”, confirms the address and it’s ordered. Having a “quirky” guy call in with requests like these makes for a cool story you tell your new coworkers, a break in a busy day (“captain america called!”) etc. At the end of the day you’re not forced “to play the game” after all, you can just deliver and not interact.
Yep, worked pizza delivery throughout college. There are some people who just become part of the schedule. At my place we would do stuff like keep a clean pizza slicer and paddle ready to keep things halal for the Muslim couple who ordered every Thursday night.
We had a set up with a shut in that predated anyone’s employment at the store. Every Friday as soon as we opened we would drop off 2 cheese pizzas at the porch and take the money left in the mail box. Never met the person, but they had a pretty sweet deal because they still only paid the price from like 6 years before because no one could ever get a hold of them. They just became kinda a store tradition.
We also had a couple of older regulars that we would literally call and check on if we hadn’t heard from them in a while. This was nearly 20 years ago in a small college town, so things may be different now.