Back at my apartment, as I'm about to be at my door, I see the guy again, he's hitched a ride up the elevator as someone else let him on, and he's asking me where apartment #### is, I pointed to the sign by the stairwell with a map of the building.
The dude didn't seem very good at his job, and the fact that Amazon is instructing their delivery people to circumvent building security to leave packages at people's door is concerning.
Oh, I'm sure that Amazon never instructed delivery agents to ignore building security. Instead, I expect they just passively incentivize it.
For example, the delivery agent might have been able to mark the package as undeliverable, but in turn they may have had to pay a penalty if more than a threshold of deliveries could not be completed as directed. It's not an instruction to trespass to deliver, just ignorance of what it takes.
In a functional delivery system, there'd be a way for knowledge like this to percolate back up -- the delivery agent would mark the package as undeliverable, and then the courier company would investigate the situation and ultimately refuse to accept deliveries for door-delivery in that building.
However, Amazon's current structure makes this functionally impossible, and a rotating cast of contractors makes even the knowledge-acquisition step impractical.