I got robbed at gunpoint delivering pizzas.
For me, the thing that was particularly scary about it, was that we had a dipshit coworker who openly carried a gun.
Basically, it went like this:
I worked at a pizza place, and the owner of the place had The Brilliant Idea that he would be the ONE pizza restaurant that delivered to the neighborhoods that had been blacklisted by all the other pizza places. I don't know if he was Progressive, Greedy, Stupid or all of the above. But that was what our restaurant was known for, we delivered pizzas to the neighborhoods that nobody else did.
Getting robbed was something that happened to one of us every few months. Everyone that worked there was a poorfag, with ONE exception: we had one dude who drove a $20,000 Acura. I have no idea why anyone with wealthy parents would deliver pizzas in the ghetto. My car was a complete POS, and I never had to worry about anyone stealing it. It was shittier than any of the cars at the places I delivered to.
So my dumb coworker was getting tired of people getting robbed, so he started to carry a pistol on his hip, even though it's completely illegal.
Once that happened, the thieves stepped their game up. First, we had a driver do a delivery to a bogus address, and he was shot in the face.
Then I got robbed at gunpoint by three dudes. I made a huge effort not to look at their faces, because I figured if I couldn't ID them they might not blow my face off. I put down the pizza while looking at the asphalt, placed the pizzas on the ground, took all the cash out of my wallet, placed it on the pizza boxes, then turned around and walked slowly to my car, hoping that they wouldn't shoot me in the back.
I am way too laid back for my own good, and when I got back to work my boss offered to let me go home early, but I finished my shift.
The dumbfucks who robbed me were arrested. It turns out that one of them was already incarcerated(!) and they'd placed the phone call from prison. It was a juvenile prison, and those places have really lax security, they just made the phone call, met up with a couple of their gangster buddies, and robbed me. The phone calls are all tracked and that's how they were busted. One of the four wound up doing prison time.