First questionable employer that sprung to mind

questionoftheday asks: What is the most questionable decision an employer of yours has ever made, and how badly did it make you want to scream?

My answer:

Chinese takeout I worked at changed ownership. I was asked to stay on to provide some continuity for the new owners. A regular customer from before ordered some food, arrived to pick up, and tried to pay with a voucher that was hand-written by the previous owners, I assume due to some kind of mixup from the last time he was there.

I was ready to go along with it, figuring the new owner could pass the voucher along to the old owner (they were distant relatives of each other) and get the money back. New owner decided he didn't want to honor it. Customer left really pissed off, and I assume never returned. We spent the rest of the evening arguing about whether a one-time temporary loss of $20 was worth the loss of that customer's repeat business.

I've come up with all sorts of things I could've done in the situation since then, such as donate my pay for that night, and then get it back from the original owners later. At that point I still cared about the success of the takeout, because I cared about the original owners. But the new owners had many questionable short-sighted decisions like that, that lost them most of the takeout's original business (and eventually I got tired of working for them).